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Boston Vacation Rentals

We represent vacation rentals in Boston and the surrounding area that are available from three days to several months. Choose a fully furnished studio, one-bedroom or two-bedroom unit, including linens and equipped kitchens or kitchenettes. With easy access by foot or public transportation, these vacation rentals in Boston, Cambridge, Brookline, and in nearby suburbs are ideal for individual guests, families, or friends who want to enjoy a private accommodation in Boston with more space and personality than a large hotel chain.


 
 
 
 
1.  Back Bay Vacation Rental Too (M234-2)   Location: Boston: Back Bay
Type: Vacation Rental, Extended Stay in Winter    
M234-2_bedroom rob temp_small-05 1 BEDROOM, 1 BATH APARTMENT 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 $225 per night
$1103 to $1418 per week
$2550 per month
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1.  Back Bay Vacation Rental (M234)   Location: Boston: Back Bay
Type: Vacation Rental, Extended Stay in Winter    
M234-livingroomfoyerb_small-01 1 BEDROOM, 1 BATH APARTMENT 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 and kitchen overlook 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
$1544 to $1796 per week
$2995 per month
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2.  Best Vacation Rental in Boston (M161)   Location: Boston: Beacon Hill
Type: Vacation Rental, Extended Stay in Winter    
M161_living room wall_small-01 3 BEDROOMS, 1 BATH APARTMENT 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)
$350 to $450 per night
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2.  Classic Beacon Hill Vacation Rentals (M161-2)   Location: Boston: Beacon Hill
Type: Vacation Rental, Extended Stay in Winter    
M161-2_livingroom_small-01 1 BEDROOM, 1 BATH APARTMENT 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)
$200 to $250 per night
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3.  The Beacon Hill Hideaway (M132-2)   Location: Boston: Beacon Hill
Type: Vacation Rental, Extended Stay in Winter    
M132-2_webexterior_Small-01 STUDIO (1 ROOM WITH KITCHENETTE), 1 BATH APARTMENT 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)
$150 to $170 per night
$945 to $1071 per week
$1950 per month
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4.  Monument House Furnished Apartment (M466)   Location: Boston: Charlestown
Type: Vacation Rental, Extended Stay in Winter    
M466_livingroom_small-01 1 BEDROOM, 1 BATH APARTMENT 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.
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Rate(s)
$120 to $150 per night
$756 to $945 per week
$1800 per month
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5.  Charlestown Furnished Apartment (M465)   Location: Boston: Charlestown
Type: Vacation Rental    
M465_livingroom_small-01 1 BEDROOM, 1 BATH APARTMENT 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. Just a few steps from Charlestown center, 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 $165 per night
$851 to $1040 per week
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6.  Longwood Studio Suite at Fenway (M248)   Location: Boston: Kenmore-Fenway
Type: Vacation Rental, Extended Stay in Winter    
M248_dining kitchen_small-01 STUDIO (1 ROOM WITH SEPARATE KITCHEN/DINING), 1 BATH APARTMENT You will feel like a true Boston resident in this pleasant and comfortable Boston vacation rental.
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Rate(s)
$130 to $165 per night
$819 to $1040 per week
$2100 per month
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7.  Boston Furnished Apartment (M601)   Location: Boston: Kenmore-Fenway
Type: Vacation Rental, Extended Stay in Winter    
M601_liv_small-01 STUDIO (1 ROOM WITH KITCHEN), SEPARATE SITTING AREA, SEPARATE KITCHEN, 1 BATH APARTMENT A tastefully decorated studio remodeled with high-quality materials and situated in a well-maintained building in the Brighton neighborhood of Boston at the Brookline border and only 1-1/2 miles to BU.
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Rate(s)
$125 to $155 per night
$788 to $977 per week
$1900 per month
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8.  North End Charm Vacation Rental (M114)   Location: Boston: North End-Waterfront
Type: Vacation Rental, Extended Stay in Winter    
M114_living area toward bed_small-01.jpg STUDIO (1 ROOM WITH KITCHEN), 1 BATH APARTMENT Snuggle into this lovely vacation rental with lots of charm and character. Nestled on a tiny street in the famous North End of Boston, and seconds away from the Old North Church along the Freedom Trail, you will enjoy contemporary furnishings mixed with 17th century quaintness.
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Rate(s)
$175 to $225 per night
$1103 to $1418 per week
$2500 per month
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9.  B&B Afloat (M125)   Location: Boston: North End-Waterfront
Type: Vacation Rental    
M125-deck harbor view_small-01 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)
$235 per night
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10.  Little Italy North End Retreat (M116)   Location: Boston: North End-Waterfront
Type: Vacation Rental, Extended Stay in Winter    
M116_living room and counter_small-01 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 $400 per night
$2048 to $2520 per week
$3200 per month
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11.  Family Retreat Boston Vacation Rental-3 (M373-3)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M373-3_livingarea_small-01 1 BEDROOM + DEN (OR 2 BEDROOMS), 1 BATH APARTMENT A spacious 1 or 2-bedroom, 2-level apartment with a bedroom with a 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
$1040 to $1197 per week
$2600 per month
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11.  Boston Vacation Rental Room-4 (M373-4)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M373-4_bedclose_small-01 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 $155 per night
$756 to $977 per week
$1700 per month
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12.  The Apple of Boston (M317-P)   Location: Boston: South End
Type: Vacation Rental    
M317_bed with corner liv_small-01 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)
$200 to $225 per night
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13.  Copley Vacation Rental on the Park (M325)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M325_Bed1_small-01.jpg STUDIO (1 ROOM WITH KITCHEN), 1 BATH APARTMENT Elegant oasis in the heart of the city! The best of all worlds: a stylish, comfortable studio with beautiful indoor and outdoor spaces.
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Rate(s)
$175 to $205 per night
$1103 to $1292 per week
$2500 per month
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14.  My Flat on Braddock (M366)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M366_Livingroom1_small-01.jpg 1 BEDROOM, 1 BATH APARTMENT Guests feel at home and comfortable in this crisp, South End Boston furnished apartment with thoughtful amenities near Copley Square and the Prudential Center. Hardwood floors with area rugs, throughout.
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Rate(s)
$175 to $205 per night
$914 to $1292 per week
$2500 per month
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15.  Boston Accommodation South End Niche (M327)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M327_Livingroom3-01.jpg 1 BEDROOM, 1 BATH APARTMENT Welcome to a quintessentially Boston one bedroom accommodation, located in the stylish South End. This cozy ground level apartment is decorated with artistic flair, and features charming architectural details throughout. The bedroom has a comfortable full size bed with elegant floor-to-ceiling headboard and large closet with French doors.
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Rate(s)
$175 to $205 per night
$1103 to $1292 per week
$2500 per month
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16.  Verona’s B&B (M314)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M314_Room2back_small-01 VACATION RENTAL This beautiful, historic, four-story brick townhouse in the South End in Boston was tastefully renovated in a traditional style that provides modern day convenience and comfort.
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Rate(s)
$135 to $199 per night
$851 to $1254 per week
$1945 per month
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17.  Appleton Studio A (M306A)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M306A_Bedroom1_small-01.jpg STUDIO (1 ROOM WITH KITCHENETTE), 1 BATH APARTMENT Newly remodeled. 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.
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Rate(s)
$125 to $155 per night
$788 to $977 per week
$1700 per month
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18.  Braddock Suite (M365-ST)   Location: Boston: South End
Type: Vacation Rental    
M365-ST_room1_small-01 STUDIO (1 ROOM WITH KITCHEN), 1 BATH APARTMENT Experience the true character and ambiance of Boston in this popular South End neighborhood studio condo set in a charming brownstone town house.
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Rate(s)
$145 to $165 per night
$914 to $1040 per week
$2000 per month
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19.  Appleton Studio B (M306B)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M306B_Living_small-01 STUDIO (1 ROOM WITH KITCHEN), 1 BATH APARTMENT 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)
$150 to $170 per night
$945 to $1071 per week
$2000 per month
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20.  The Apple of Boston Furnished Apartment (M317-2)   Location: Boston: South End
Type: Vacation Rental    
M317-2_den_small-01 3 BEDROOMS, 2 BATHS No matter what time of year you come, The Apple of Boston always has something wonderful to offer. This elegant, comfortable two+ bedroom, two bath duplex provides a distinctive, homey atmosphere artfully combining antiques with contemporary furnishings and faux finishes.
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Rate(s)
$350 to $450 per night
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21.  South End Suite Vacation Rental (M365-1)   Location: Boston: South End
Type: Vacation Rental    
M365-1_Exterior_small-01 1 BEDROOM, 1 BATH APARTMENT 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)
$175 to $205 per night
$1103 to $1292 per week
$2500 per month
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22.  Boston Vacation Rental (M373)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M373_bedroom_small-01 1 BEDROOM, 1 BATH APARTMENT 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
$977 to $1103 per week
$2200 per month
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23.  The Apple of Boston Penthouse (M317-3)   Location: Boston: South End
Type: Vacation Rental    
M317-3_diningkitchen_small-01 2 BEDROOMS, 1- 1/2 BATH APARTMENT This unique, elegant apartment is centrally located in the heart of the South End, overlooking lush trees and the majestic John Hancock tower. The sunny two-level penthouse is a masterfully crafted (and tastefully updated) 18th century townhouse filled with distinctive, handcrafted objects d'art and museum-size paintings.
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Rate(s)
$375 to $475 per night
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24.  Boston Vacation Rentals-2 (M373-2)   Location: Boston: South End
Type: Vacation Rental, Extended Stay in Winter    
M373-2_ext street_small-01 1 BEDROOM, 1 BATH APARTMENT 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 full size 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 $165 per night
$851 to $1040 per week
$2100 per month
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25.  Gray House Cambridge Guest Room (M873-7R)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M873-7R_bed area_small-01 FURNISHED ROOM This simple second floor furnished room is decorated in a casual, contemporary style. The room contains a large closet, a queen bed, a private bath with tub and shower, Cable TV, WIFI, a small refrigerator, and a tea kettle. It can be configured to adjoin The Frost House Too Furnished Apartment (M873-7), creating a two-bedroom, two-bath apartment.
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Rate(s)
$115 to $140 per night
$725 to $883 per week
$1400 per month
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25.  Family Vacation Rental in Cambridge (M873-1)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M873-1_living room toward window_small-01 2 BEDROOMS, 1-1/2 BATHS APARTMENT Located along a quiet street you will find this pleasant, crisp and soothing space, just a few steps up from the front yard.
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Rate(s)
$265 to $295 per night
$1670 to $1859 per week
$2850 per month
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26.  Hubbard Harvard Square Lodging (M817)   Location: Cambridge
Type: Vacation Rental    
M817mainsmall.jpg 2-BEDROOM, 1 BATH APARTMENT Welcome to a beautiful, stylish home in Harvard Square in Cambridge, along a lovely, quiet street and a stone’s throw from the historic buildings of Harvard University and bustling Harvard Square. Here you will enjoy an atmosphere of sophistication in Cambridge. The stairway to the 3rd floor leads to this sunny 2-bedroom apartment with lots of charm.
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Rate(s)
$215 to $275 per night
$1355 to $1733 per week
$2995 to $2995 per month
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27.  Scholars’ Corner Vacation Rental of Cambridge (M819)   Location: Cambridge
Type: Vacation Rental    
M819_living room with windows_small-01.jpg A scholar’s treasure awaits you in this sophisticated and peaceful 1-bedroom furnished apartment with large windows, 9 foot ceilings, hardwood floors and shelves of books. Enter into the lovely large kitchen, which overlooks a garden with table and chairs, and in which you have access to.
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Rate(s)
$145 to $175 per night
$914 to $1103 per week
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28.  Metro Boston Family Vacation Home (M820)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M820_Livingroom_small-01 2 Bedroom 1 Bath Apartment This comfortable newly renovated first floor apartment is located in Inman Square, between Harvard and MIT. It’s a short walk to shops, live music, and some of the best restaurants in the Boston area. Harvard and Central Square subway are each a 14-minute walk away, and MIT is an 18-minute walk. Just two subway stops away from the heart of Boston.
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Rate(s)
$245 to $275 per night
$1544 to $1733 per week
$3200 per month
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28.  Metro Boston Family Vacation Deal (M820-2)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M820-2_Livingroom_small-01 3 Bedroom 1 Bath Apartment Welcome to a classic antique Greek Revival house in charming Inman Square, Cambridge. This newly renovated two-floor apartment has three bedrooms and can accommodate up to six guests. Harvard and Central Square subway are each a 14-minute walk away, and MIT is an 18-minute walk.
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Rate(s)
$265 to $295 per night
$1670 to $1859 per week
$3500 per month
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29.  Gray House Cambridge Accommodations (M873)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M873_exterior side entrance_small-01 1 BEDROOM, 1 BATH APARTMENT A special place for those seeking a serene and soothing atmosphere, this one-bedroom Cambridge apartment contains one king bed (or two extra long single beds) in the bedroom, a full size futon sleep sofa in the living room, a full kitchen, full bath and a comfortable deck. The unit is decorated in a crisp, contemporary style with eclectic artwork and furnishings.
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Rate(s)
$145 to $170 per night
$914 to $1071 per week
$2350 per month
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30.  Bird House Suite Furnished Apartments Cambridge (M802)   Location: Cambridge
Type: Vacation Rental    
M802_front doorway_small-01
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Rate(s)
$135 to $160 per night
$851 to $1008 per week
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31.  Gray House Cambridge Furnished Apartments (M873-7)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M873-7_Apt C from liv to din_small- 01 1 BEDROOM, 1 BATH APARTMENT Enjoy this comfortable one-bedroom apartment in a multi-unit house on a quiet street in Cambridge, with shiny hardwood floors and a simple, pleasant contemporary decor. This modest unit contains a bedroom with queen bed, a queen futon sleep sofa in the living room, a single futon, a full kitchen for light cooking, and a full bath.
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Rate(s)
$155 to $180 per night
$977 to $1134 per week
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32.  Cambridge Guest House (M857)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M857_room 1 outside front_small-01 FURNISHED ROOMS For the budget conscious, this Cambridge guest house offers two first floor rooms with kitchenettes, private baths, and private entrances. Each room has central heat and air conditioning, private phones, basic cable TV, and WIFI. The house is conveniently located just off Massachusetts Avenue, very near the Davis Square subway (a 5-6 minute walk) and Tufts University. It is 1.
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Rate(s)
$75 to $95 per night
$450 to $570 per week
$1300 per month
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33.  Murhouse Suite Cambridge (M801)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M801_Exteriorhouse_small-01 STUDIO (1 ROOM WITH SITTING AREA, SEPARATE KITCHEN), 1 BATH APARTMENT A most elegant condominium awaits you on the first floor of this lovely 1860 Victorian home close to Harvard Square. The 30' living/bedroom has restored period moldings, hardwood floors, large windows, a large sisal woven area rug, and a decorative fireplace.
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Rate(s)
$175 to $195 per night
$1103 to $1229 per week
$2500 per month
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34.  Cambridge Lodging (M812)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M812_livingroom_small-01 2 BEDROOMS, 1 BATH APARTMENT This lovely two-bedroom apartment with patio and back yard nestled on the garden level of a cute cottage, offers families, business travelers, and couples a spacious place to relax and a convenient neighborhood in which to reach shops, restaurants, Harvard University and Boston’s many attractions. Tufts University and the subway at Davis Square is a short walk away.
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Rate(s)
$165 to $205 per night
$1040 to $1292 per week
$2195 per month
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35.  Cambridge Vacation Rental Rooms (M807)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M807_din kit liv new web_small-01 GUEST HOUSE WITH 3 FURNISHED ROOMS This spacious and luxurious home is one of our finest Cambridge accommodations. The house has been fully renovated and decorated with a sophisticated eye and high-end materials. There are three guest rooms on the second and third floors, each with a private bath and a Jacuzzi.
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Rate(s)
$120 to $150 per night
$756 to $945 per week
$1600 per month
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36.  Cambridge Vacation Rental House (M812-2)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M812-2_bedroom1_small-01 2 BEDROOMS, 2 BATHS Exquisitely decorated house with an international flavor of South East Asia and African furnishings. The first floor includes a living room, dining area, full kitchen, full bathroom, a washer and dryer, family room and a deck overlooking the back yard. The second floor has 2 bedrooms and another full bath.
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Rate(s)
$250 to $290 per night
$1575 to $1827 per week
$2695 per month
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37.  Harvard’s Haven Furnished Apartment (M814)   Location: Cambridge
Type: Vacation Rental, Extended Stay in Winter    
M814_livingroom_small-01 1 BEDROOM, 1 BATH APARTMENT This cute apartment on the back of a pretty Victorian home just minutes from Harvard Square is newly-remodeled with clean, contemporary decor. It offers two levels of living space, with a full kitchen with sitting area and the unit’s only bathroom located on the first floor.
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Rate(s)
$135 to $165 per night
$1040 per week
$2300 per month
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38.  Family Friendly Vacation Rental Metro Boston (M901)   Location: Medford
Type: Vacation Rental, Extended Stay in Winter    
2 Bedroom, 1 Bath Welcome to your comfortable home-away-from home, just outside of Boston in urban Medford and a quick ride to Boston’s attractions. It is also a perfect location for those who need access to nearby Tufts University. This spacious apartment is airy, sunny and comfortable. It has generously sized living space and funky retro décor with hardwood floors throughout.
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Rate(s)
$215 to $225 per night
$1355 to $1418 per week
$2500 per month
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