If you are looking for the largest variety of unique lodging in Boston and its surrounding neighborhoods, you've come to the right place. Whether you are planning a family holiday, vacation travel, or joining us for an extended stay on business, Bed and Breakfast Associates Bay Colony offers a plethora of accommodations in Boston. Each of our properties deliver contemporary or traditional New England flavor, giving you a rich experience rather than just a stay in a room. In addition to Boston accommodations, view Cambridge, Brookline and surrounding communities including Cape Cod. Our Boston accommodations include Bed and Breakfasts, Vacation Rentals, and Extended Stay Rentals.
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| 1. Boston Vacation Rental Home (M501) |
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Location: Boston: Jamaica Plain |
| Type: Vacation Rental, Extended Stay in Winter |
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3 BEDROOMS, 1 BATH
Boston Vacation Rental Home (M501) This is a wonderful vacation rental home for friends or family gatherings. It is a comfortable, spacious 3-bedroom apartment on the first floor of a lovely 2 family house on a quiet street in the Boston area of Jamaica Plain, a great location in which to see and experience neighborly Boston.
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Rate(s)
$220 to $260 per night
$1320 to $1560 per week
$2700 per month
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| 2. Extended Stay on the Square (M319) |
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Location: Boston: South End |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM + LIVING ROOM OR 2 BEDROOMS, NO LIVING ROOM, 1 BATH
This 1851 brownstone, a true architectural gem, is located in the historic South End’s Worcester Square area, which is similar in concept to the Crescent in Bath, England. On this street, lovely brownstones surround an oval park replete with fountain, sculpture, and flowers in season.
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Rate(s)
$1950 to $190 per month
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| 3. The 1863 House Bed and Breakfast (M307) |
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Location: Boston: South End |
| Type: B&B |
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Your delightful hosts have been residents of their Centrally-located South End neighborhood since 1964. Their comfortable, precious home offers three guest rooms and lots of local knowledge! Their brick bow front Victorian townhouse was built in 1863 and features a new gourmet kitchen with a deck overlooking a secluded garden for quiet continental breakfasts.
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Rate(s)
$120 to $120 per night
$720 to $720 per week
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| 4. Park View Bed and Breakfast (M368) |
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Location: Boston: South End |
| Type: B&B, Extended Stay in Winter |
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This pleasant home is a welcome retreat and the warm, relaxed atmosphere is the deliberate creation of this delightful couple, who welcome families. The guest rooms are one flight up from the sidewalk. The primary room has a queen bed, looks out onto the park, and has a private attached bath with a large Victorian tub and hand held shower.
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Rate(s)
$65 to $130 per night
$390 to $780 per week
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| 5. Longwood Studio Suite at Fenway (M248) |
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Location: Boston: Kenmore-Fenway |
| Type: Vacation Rental, Extended Stay in Winter |
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STUDIO, SEPARATE KITCHEN/DINING, 1 BATH
You will feel like a true Boston resident in this pleasant and comfortable Boston vacation rental. Situated in a beautifully landscaped courtyard building, the furnished studio apartment contains a living room with queen murphy bed (which is a full mattress platform style bed) and double futon sleep sofa, a separate full kitchen/dining area, and a full bath.
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Rate(s)
$130 to $155 per night
$780 to $930 per week
$2100 per month
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| 6. Boston Vacation Rental (M373) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
Character abounds in this spacious apartment on the first floor (1 level above ground) of a pretty townhouse on a quiet, tree-lined South End street.
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Rate(s)
$155 to $175 per night
$930 to $1050 per week
$2200 per month
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| 6. Boston Vacation Rentals-2 (M373-2) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
A cozy apartment on the street level of a comfortable 19th century South End townhouse. The unit offers a cheery front-facing room (which includes a full kitchen area along one wall, a living room area with a double sleep sofa, and a small dining area next to the front windows), a bath, and a bedroom with a queen bed.
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Rate(s)
$135 to $160 per night
$810 to $960 per week
$2100 per month
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| 6. Family Retreat Boston Vacation Rental-3 (M373-3) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM + DEN (OR 2 BEDROOMS), 1 BATH
A spacious 1 or 2-bedroom, 2-level apartment with a bedroom with queen bed on the parlor level (one level above ground) and ground level in the back of a pretty South End townhouse.
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Rate(s)
$165 to $190 per night
$990 to $1140 per week
$2400 per month
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| 6. Boston Vacation Rental Room-4 (M373-4) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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FURNISHED ROOM
Charming guest room on the second floor of a classic brownstone building on a pretty, tree-lined South End street. The room is equipped with a private bathroom with tub and shower, attractive wood floors, and a decorative fireplace. This comfortable and functional space also contains a queen bed, desk, cable TV, microwave, small sink, small refrigerator, and coffeemaker.
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Rate(s)
$120 to $145 per night
$720 to $870 per week
$1600 per month
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| 7. On the Park Bed and Breakfast (M303) |
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Location: Boston: South End |
| Type: B&B |
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This South End Boston Bed and Breakfast exemplifies the distinct architecture of the South End’s many classic bow-front row houses, and boasts friendly neighbors and a kind hostess who offers a wealth of knowledge about Boston and thoughtful attention to your needs.
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Rate(s)
$110 to $110 per night
$770 to $770 per week
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| 8. Montgomery Place (M372) |
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Location: Boston: South End |
| Type: B&B |
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On a pretty street in the Historic South End, convenient to Copley Square, this traditional brownstone offers two spacious rooms plus 2 auxiliary rooms for additional guests from the same party. Room 1 has a king bed, private entry and is two steps below grade level with large, full windows.
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Rate(s)
$75 to $145 per night
$450 to $870 per week
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| 9. CL’s South End Bed and Breakfast (M363) |
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Location: Boston: South End |
| Type: B&B |
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Your hostess at this lovely Boston B&B in South End Boston, located in an 1870 Victorian townhouse, has been welcoming guests since 1985. The large guest room has a sitting area, a table for breakfast or writing, and an attached full bath with tub and shower. An expanded continental breakfast is served in the privacy of your room.
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Rate(s)
$135 to $135 per night
$810 to $810 per week
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| 10. South End Suite Vacation Rental (M365-1) |
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Location: Boston: South End |
| Type: Vacation Rental |
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1 BEDROOM, 1 BATH
In Boston’s famous South End neighborhood, on a pretty tree-lined street, you will enjoy this convenient street-level, one bedroom apartment with private entrance. This spacious unit offers a queen bed plus a queen sleep sofa, carpeting in the bedroom and hardwood floors in the living room, a full kitchen, full bath with a shower, and access to laundry in the building.
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Rate(s)
$155 to $185 per night
$930 to $1110 per week
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| 11. Braddock Suite (M365-ST) |
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Location: Boston: South End |
| Type: Vacation Rental |
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STUDIO, 1 BATH
Experience the true character and ambiance of Boston in this popular South End neighborhood studio condo set in a charming brownstone town house. It is a comfortable, rear-facing garden level unit, with a private entrance, traditionally decorated and containing a full kitchen, a king bed (that can be separated into twin beds) and a full bath with tub and shower.
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Rate(s)
$125 to $155 per night
$750 to $930 per week
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| 12. Back Bay Corporate Housing (M235) |
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Location: Boston: Back Bay |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 2 BATHS
An elegant and comfortable one bedroom, two bath furnished condominium in a classic brick townhouse along a small, quiet street near the Prudential Center and Copley Square. The entire apartment has been remodeled and decorated with high quality materials and workmanship. The bedroom contains a king bed, two closets, and a bath with Jacuzzi tub and shower.
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Rate(s)
$2900 to $2900 per month
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| 13. The Apple of Boston (M317-P) |
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Location: Boston: South End |
| Type: Vacation Rental |
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2-ROOM SUITE, 1 BATH
There is a certain je ne sais quoi about entering The Apple in Boston’s South End. Perhaps it is the distinctive charm of the historic architecture, or the well-executed attention to detail in the contemporary renovations. Whatever the secret may be, a stay at The Apple magically transports guests and creates a warm haven at the center of a bustling hub.
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Rate(s)
$180 to $200 per night
$1134 to $1260 per week
$2360 per month
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| 14. The Apple of Boston Furnished Apartment (M317-2) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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2 BEDROOMS, 2 BATHS
No matter what time of year you come, The Apple of Boston always has something wonderful to offer. The hosts have created a fascinating fusion of antiques with contemporary furnishings and faux finishes. The distinctive charm of the historic architecture, comfortable elegance, and soothing decor make The Apple a relaxing spot in the center of the bustling hub.
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Rate(s)
$325 to $375 per night
$2047 to $2362 per week
$3530 per month
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| 14. The Apple of Boston Penthouse (M317-3) |
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Location: Boston: South End |
| Type: Vacation Rental |
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2 BEDROOMS, 1 BATH
This unique accommodation provides an atmosphere of subtle elegance, open space, and sunny cheerfulness for a most enjoyable stay. The two-level penthouse is a masterfully crafted 18th century townhouse surrounded by distinctive, handcrafted objects d'art and museum-size paintings.
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Rate(s)
$300 to $350 per night
$1890 to $2205 per week
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| 15. Garrison Inn (M236) |
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Location: Boston: Back Bay |
| Type: Inn or Hotel |
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This traditional brownstone in Boston's historic Back Bay provides its guests with genuine warmth and comfort away from home. It is modern and complete with twenty-one intimate, renovated guest rooms. You are only steps from the finest restaurants, world class shopping, museums, major league sporting events, and theaters.
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Rate(s)
$145 to $185 per night
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| 16. Appleton Studio A (M306A) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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STUDIO, 1 BATH. Welcome to a cozy 2nd floor Boston studio apartment at 30 Appleton Street in a townhouse on the South End’s pretty Appleton street. The remodeled unit is quiet and sunny, with a queen bed, a kitchenette, a desk area, and a bathroom with shower only. The kitchenette contains a refrigerator, microwave, toaster/oven, and coffee maker.
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Rate(s)
$115 to $135 per night
$690 to $810 per week
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| 16. Appleton Studio B (M306B) |
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Location: Boston: South End |
| Type: Vacation Rental, Extended Stay in Winter |
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STUDIO, 1 BATH
Welcome to our Boston South End furnished studio apartment located in a 19th Century South End townhouse condo, three blocks from Copley Square, on one of Boston's prettiest residential streets.
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Rate(s)
$135 to $155 per night
$810 to $930 per week
$1850 per month
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| 17. 82 Chandler Street Bed & Breakfast (M314) |
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Location: Boston: South End |
| Type: B&B, Extended Stay in Winter |
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This beautiful, historic, four-story brick townhouse in the South End in Boston, at 82 Chandler St, was tastefully renovated in a traditional style that provides modern day convenience and comfort.
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Rate(s)
$135 to $175 per night
$851 to $1103 per week
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| 18. The Hancock (M242) |
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Location: Boston: Back Bay |
| Type: Inn or Hotel |
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Located in the heart of Copley Square in Boston’s Back Bay, this stately hotel is a fully-updated 64 room inn, offers modern amenities, a gracious lobby, and a perfect location for business or pleasure. All rooms have queen or twin beds, telephone, and individual climate controls. This inn has a 24-hour cancellation policy.
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Rate(s)
$109 to $209 per night
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| 19. Hotel on the Avenue (M240) |
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Location: Boston: Back Bay |
| Type: Inn or Hotel |
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This luxurious New England hotel offers comfortable suites complete with private pantries, fully-stocked mini bars, Italian marble baths, two telephones with dataports, two televisions, and a large writing desk with a private fax machine and high speed internet access. The bedroom is separated from the spacious living room by French doors, providing privacy and efficiency for guests.
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Rate(s)
$195 to $485 per night
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| 20. Abigayle’s Bed and Breakfast (M263) |
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Location: Boston: Kenmore-Fenway |
| Type: B&B |
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This charming brownstone, built in 1896, is set on a quiet, tree- lined street adjacent to Kenmore Square and the Charles River, and very near Boston University and Fenway Park. The property has been lovingly maintained as a private residence for two generations, and all original architectural details have been preserved.
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Rate(s)
$60 to $165 per night
$360 to $990 per week
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| 20. Kenmore Square Extended Stay (M263-A) |
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Location: Boston: Kenmore-Fenway |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH
Lovely 1-bedroom apartment with a large kitchen, sitting area, bedroom, bath and patio. The bedroom includes a double bed and a single futon. Private entrance is through the patio. The rent includes utilities and satellite TV. High speed Internet . All linens and kitchen items are provided. Phone line is ready for service that is paid by the guest.
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Rate(s)
$1900 to $1900 per month
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| 21. Mark’s Boutique Hotel (M244) |
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Location: Boston: Back Bay |
| Type: Inn or Hotel |
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A state-of-the-art boutique hotel with functional European ambiance and outstanding amenities in the center of Boston’s Back Bay.
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Rate(s)
$119 to $279 per night
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| 22. Century House (M262) |
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Location: Boston: Kenmore-Fenway |
| Type: Inn or Hotel |
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This turn-of-the century Romanesque-style inn offers eight finely-appointed suites on four floors. Attention to detail is evident throughout the inn, from the magnificent parlor to the individual decor of each gracious suite.
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Rate(s)
$228 to $295 per night
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| 23. Back Bay Executive Apartment (M227) |
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Location: Boston: Back Bay |
| Type: Vacation Rental, Extended Stay in Winter |
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STUDIO, 1 BATH
A lovely studio apartment in a Victorian brownstone along tree-lined Marlborough St. Well-maintained and updated with bow front windows, small but full galley kitchen, hardwood floors and a decorative fireplace.
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Rate(s)
$150 to $175 per night
$900 to $1050 per week
$2300 per month
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| 24. Back Bay Vacation Rental (M234) |
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Location: Boston: Back Bay |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
Treat yourself to this fabulous, comfortable, classic Victorian brick brownstone apartment in popular and prestigious Back Bay, Boston. Settle into your spacious living room with large bow-front windows. The bedroom overlooks a lovely, manicured patio, accessed from a lower level. The apartment is on the parlor level, one flight above the street.
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Rate(s)
$245 to $285 per night
$1470 to $1710 per week
$2995 per month
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| 24. Back Bay Vacation Rental Too (M234-2) |
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Location: Boston: Back Bay |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
Enjoy a rare opportunity to stay in a popular and prestigious Back Bay accommodation at affordable rates in this comfortable, spacious one-bedroom furnished apartment in a classic Victorian brick brownstone.
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Rate(s)
$175 to $215 per night
$1050 to $1290 per week
$2550 per month
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| 25. Back Bay Corporate Suite (M297) |
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Location: Boston: Back Bay |
| Type: Extended Stay Furnished Apartment |
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STUDIO WITH SEPARATE LIVING ROOM AREA, 1 BATH
This spacious corporate suite is a studio condo on Commonwealth Avenue near Exeter Street in the Back Bay. The unit is on the front of the building, and contains a full kitchen, living room area, and separate sleeping area with a queen bed. The first floor unit includes all utilities, including phone and cable TV.
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Rate(s)
$2500 to $2500 per month
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| 26. The Back Bay Lookout Corporate Housing (M226) |
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Location: Boston: Back Bay |
| Type: Extended Stay Furnished Apartment |
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STUDIO, SEPARATE SITTING AREA, SEPARATE KITCHEN, 1 BATH
Live like a true Bostonian in this sunny studio apartment in a stylish Victorian brownstone in Boston’s Back Bay. This front-facing unit with bay windows overlooking Beacon Street is recently renovated with hardwood floors, and a fully-equipped kitchen.
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Rate(s)
$2500 to $2500 per month
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| 26. Back Bay Boston Furnished Apartment (M226-2) |
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Location: Boston: Back Bay |
| Type: Extended Stay Furnished Apartment |
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STUDIO, SEPARATE SITTING AREA, SEPARATE KITCHEN, 1 BATH
This lovely corporate condominium is set quietly on the back side of a classic Back Bay brownstone. It is a stylish, sophisticated studio with queen bed and a sitting area with full sofa across from a working fireplace and a full, separate kitchen. There is cable TV, wireless high speed Internet and a bath with both tub and shower.
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Rate(s)
$2500 to $2500 per month
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| 27. The Beacon Hill Hideaway (M132-2) |
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Location: Boston: Beacon Hill |
| Type: Vacation Rental, Extended Stay in Winter |
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STUDIO, 1 BATH
This economical and cozy room with 9’ ceilings and two large windows is sunny and quiet. Perched on a quaint street in the most desirable area of Beacon Hill, you will enjoy a warm and comfortable Boston experience.
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Rate(s)
$135 to $165 per night
$810 to $990 per week
$1900 per month
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| 28. Best Vacation Rental in Boston (M161) |
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Location: Boston: Beacon Hill |
| Type: Vacation Rental, Extended Stay in Winter |
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3 BEDROOMS, 1 BATH
Experience classic Beacon Hill living in this spacious 3-bedroom Beacon Hill vacation rental Boston apartment with expansive views from a private roof deck. Located in a beautifully appointed, historic 19th century brick row house in the heart of Boston, puts you in walking distance to Charles Street, the Boston Common, and the Public Gardens.
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Rate(s)
$250 to $350 per night
$1500 to $2450 per week
$4500 per month
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| 28. Classic Beacon Hill Vacation Rentals (M161-2) |
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Location: Boston: Beacon Hill |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
This darling, one-bedroom apartment, housed in a 19th century row house along with a 3-bedroom vacation rental, has been completely renovated with lots of attention to detail. It includes a new kitchen, sparkling new bathroom, fresh paint and new furniture, yet we have maintained the style and sophistication of prestigious Beacon Hill.
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Rate(s)
$150 to $250 per night
$900 to $1500 per week
$3000 per month
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| 29. Quincy’s Quarters Six (M118) |
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Location: Boston: Financial District |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH
Relish the rare opportunity to stay just steps from Boston’s historic Faneuil Hall with the Marketplace’s restaurants, shops, and famous Freedom Trail. Adjacent to the Financial District, the Waterfront, and the North End, this popular location will give you easy access to tourist and business destinations alike.
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Rate(s)
$3300 to $3300 per month
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| 30. Little Nest on the Hill (M171-2) |
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Location: Boston: Beacon Hill |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH
This charming Beacon Hill short term rental, situated in a brick brownstone, offers a cozy two-room renovated short term rental apartment with a bedroom and combination living room/dining room/kitchen. Eclectic decor with hardwood floors and a lovely sterno fireplace that crackles and flames just like it was wood-burning. The unit is small, cozy and on the ground level.
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Rate(s)
$2500 to $2500 per month
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| 31. The Hidden Garden of Beacon Hill (M155) |
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Location: Boston: Beacon Hill |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH
An adorable, newly-remodeled apartment nestled into Boston’s prestigious Beacon Hill neighborhood. This ground level one–bedroom unit oozes character and sophistication with hardwood floors, exposed brick, and clean white walls throughout.
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Rate(s)
$28002 to $2800 per month
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| 32. Kathy’s Korner (M127) |
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Location: Boston: Beacon Hill |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH
This delightful and cozy one-bedroom apartment offers charm, warmth, and colonial style in a Beacon Hill brownstone. There is a full eat-in kitchen, one bedroom, and a living room with hardwood floors. Experience the quaint, narrow, hilly neighborhood streets lined with old brick buildings and flower boxes as you dine and shop along Charles and Cambridge Streets.
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Rate(s)
$249 to $2450 per month
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| 33. Inn on the Circle (M136) |
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Location: Boston: Beacon Hill |
| Type: Inn or Hotel |
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This 46-room turn-of-the-century Beacon Hill Bed and Breakfast inn is located at the foot of Beacon Hill close to Faneuil Hall Marketplace, Massachusetts General Hospital, and the subway. Modern rooms provide a full bath, telephone, TV with satellite service, and climate control systems. Most rooms have kitchenettes with a stove, oven, refrigerator, cookware, and utensils.
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Rate(s)
$113 to $194 per night
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| 34. Boston Yacht Inn (M123) |
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Location: Boston: North End-Waterfront |
| Type: Inn or Hotel |
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Experience incredible ocean views from your beamed, boathouse room at this Boston Hotel alternative-an historic North End Boston Inn (filled with Italian shops, restaurants, and culture), steps away from Quincy Market and the Freedom Trail, the New England Aquarium, and Boston’s financial district.
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Rate(s)
$275 to $450 per night
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| 35. B&B Afloat (M125) |
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Location: Boston: North End-Waterfront |
| Type: Vacation Rental |
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2 BEDROOMS, 2 BATHS
Something special for the nautically inclined! This delightful 40’ yacht is docked in a secure marina in Boston Harbor and remains there for your exclusive use during your stay. The boat’s spacious accommodations include two private state rooms (bedrooms), a main salon (living room), plus areas on the front and back decks to relax and enjoy your surroundings.
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Rate(s)
$220 per night
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| 36. North End Perch (M119) |
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Location: Boston: North End-Waterfront |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH1 BEDROOM, 1 BATH
Nestle into the North End is this wonderful extended stay suite in Boston, a one-bedroom furnished apartment set on the fifth floor of a stately concierge building across the street from Boston’s Waterfront.
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Rate(s)
$2350 to $2350 per month
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| 37. North End Treasure Furnished Apartment (M115) |
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Location: Boston: North End-Waterfront |
| Type: Extended Stay Furnished Apartment |
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1 BEDROOM, 1 BATH
Sophisticated and romantic 1-bedroom furnished apartment for a short term rental in Boston North End, with spectacular views of the Old North Church and of downtown Boston from a fabulous 4th floor deck.
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Rate(s)
$2800 to $2800 per month
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| 38. Little Italy North End Retreat (M116) |
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Location: Boston: North End-Waterfront |
| Type: Vacation Rental, Extended Stay in Winter |
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2 BEDROOMS, 1-1/2 BATHS
Stay in style in the heart of Boston’s North End neighborhood, known as Little Italy. This spacious, newly-renovated two-floor condo is located on the street level of a charming brick townhouse.
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Rate(s)
$325 to $390 per night
$1950 to $2340 per week
$3100 per month
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| 39. Charlestown Furnished Apartment (M465) |
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Location: Boston: Charlestown |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
This spacious one-bedroom apartment sits in a tall brick Colonial townhouse, constructed when Charlestown was the original Boston city center. The living room and eat-in kitchen face the lush patio. You are just one block from the Bunker Hill Monument and close to the Freedom Trail that takes you to The USS Constitution.
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Rate(s)
$135 to $155 per night
$810 to $930 per week
$2000 per month
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| 40. Monument House Furnished Apartment (M466) |
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Location: Boston: Charlestown |
| Type: Vacation Rental, Extended Stay in Winter |
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1 BEDROOM, 1 BATH
Near the famed Bunker Hill Monument on the Freedom Trail sits this cozy, lower-level apartment that offers privacy and convenience in an 1870's Victorian townhouse. The fully-furnished apartment has a private entry, a queen bed, a fully equipped Pullman kitchen, and a small living room with a queen sleep sofa and TV.
more ...
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Rate(s)
$120 to $145 per night
$720 to $870 per week
$1800 per month
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