Houses in Massachusetts and holiday rentals – Holiday Lettings - Holiday Rentals Massachusetts

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Massachusetts

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5,200 Holiday homes

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(19) Excellent 

65

Apartment rental in Boston

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Great Apartment and Host” If you're looking for a comfortable apartment for an extended stay in Boston, consider this one. It's at least as nice as it looks in the photos. You get the entire unit -- it's spacious, nicely furnished and has an effici  …see more

from £121 / night

£686 - £1287 / week

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from £121 / night

(6) Very Good 

24

Holiday cottage with golf nearby in New Seabury

Cape Cod / New Seabury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Perfect vacation” We enjoyed our vacation in this holiday home very much. We found everything we needed and it was perfect. Our little son (1,5 years old) loved the garden and the nice beaches in the surrounding area. The supermarket and the restauran  …see more

from £117 / night

£803 - £2174 / week

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from £117 / night

4

Home rental in Massachusetts

Massachusetts / Lowell

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Our house is 5 minutes walk from restaurants,coffee shops, laundry, salon, and UMass Lowell. DOWNSTAIRS Bathroom - Sink and toilet, shampoo, soap. Dining area: Table and 4 chairs. Kitchen - New refrigerator, Gas stove, microwave, dishwasher, toaster. pots, pans, cups,  …see more

from £81 / night

£565 / week

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from £81 / night

(3) Excellent 

44

Holiday home in South Chatham

Chatham / South Chatham

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.6 km
  • Child friendly
  • Air conditioning
Completely renovated, this year round quaint Cape Cod open concept 1500 sq ft home has 3 bedrooms, 2 baths with a large two level outdoor deck overlooking beautifully landscaped yard. Sleeps 6-8 comfortably. Up to 10 including a pullout sleeper sofa. All rooms are brig  …see more

from £222 / night

£1291 - £3625 / week

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from £222 / night

(3) Excellent 

24

Holiday apartment rental

Massachusetts / Plymouth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Lovely Holiday Home” This apartment was so much bigger and nicer than the photographs indicate. It was clean , spacious,very comfortable and so well equipped., even condiments, herbs and oil were provided for cooking, as well as detergent and dish  …see more

from £190 / night

£1049 / week

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from £190 / night

52

Holiday home in Centerville

Cape Cod / Centerville

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
This house is right on the beach of the largest lake in Cape Cod, LAKE WEQUAQUET. The sand is at your doorstep and the water is 12 feet away.  …see more

from £230 / night

£1604 - £2249 / week

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from £230 / night

12

Holiday apartment with shared pool in Massachusetts

Massachusetts / Boston

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautifully furnished apartment is complete with a fully equipped kitchen, living area, and a spacious bedroom. The apartment features granite countertops, high ceilings and hardwood floors. Guests can enjoy the indoor heated pool, gaming and internet lounge, cardi  …see more

from £113 / night

£785 / week

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from £113 / night

21

Holiday apartment in Massachusetts

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bed, 2 Bath, Sleeps 5 The building’s historic 19th century façade, its 21st century amenities, intimate courtyard, and landscaped gardens, is truly a home away from home for the most refined traveler. At the crossroads of two of Boston’s most histo  …see more

from £145 / night

£1011 / week

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from £145 / night

16

Holiday apartment with shared pool in Massachusetts

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
1 Bed, 1 Bath, Sleeps 3 Situated right in the heart of Boston, overlooking the beautiful skyline, the builsing’s newly constructed, fully furnished, luxury apartments are beyond compare. Whether you are looking for a relaxing swim in the 25-yard indoor infinity p  …see more

from £113 / night

£785 / week

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from £113 / night

(10) Very Good 

19

Holiday home in Eastham

Cape Cod / Eastham

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Just perfect” We have been to the Cape before but stayed in Provincetown, this property have us the opportunity to see whole different side the the area, while still being within driving distance of P town. The house lived up to its description, it h  …see more

from £165 / night

£1152 / week

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from £165 / night

19

Holiday apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
2 Bed, 2 Bath, Sleeps 5 Situated right in the heart of Boston, overlooking the beautiful skyline, the builsing’s newly constructed, fully furnished, luxury apartments are beyond compare. Whether you are looking for a relaxing swim in the 25-yard indoor infinity p  …see more

from £201 / night

£1406 / week

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from £201 / night

18

Apartment rental in Massachusetts with shared pool

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
1 Bed, 1 Bath, Sleeps 3 Situated right in the heart of Boston, overlooking the beautiful skyline, the builsing’s newly constructed, fully furnished, luxury apartments are beyond compare. Whether you are looking for a relaxing swim in the 25-yard indoor infinity p  …see more

from £145 / night

£1011 / week

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from £145 / night

14

Massachusetts holiday apartment rental

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
This is a wonderful, vibrant neighborhood that is distinctly its own while also offering residents close-in access to high-end shopping, Boston Common, many of the most important cultural hotspots and, of course, Fenway Park. Back Bay puts you at the center of it all.  …see more

from £137 / night

£955 / week

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from £137 / night

23

Holiday apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bed, 2 Bath, Sleeps 5 These newly constructed, luxury apartments epitomize what it means to live well in one of Boston’s most eclectic and vibrant communities. An established neighborhood standout, the building’s apartments offer floor to ceiling windows  …see more

from £173 / night

£1209 / week

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from £173 / night

19

Apartment rental in Massachusetts

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bed, 2 Bath, Sleeps 5 Beginning with the most prestigious of locations and culminating in distinction of style, this building immerses you in the city’s best restaurants and bars, galleries and museums, and culture-focused festivals. Situated in the heart of Pe  …see more

from £145 / night

£1011 / week

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from £145 / night

(1) Excellent 

21

Boston holiday apartment rental

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
This furnished apartment is complete with a fully equipped kitchen, living area, and two spacious bedrooms. The apartment features hardwood flooring, expansive windows and stainless steel appliances. Guests can enjoy on-site amenities including a rooftop lounge with gri  …see more

from £145 / night

£1011 / week

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from £145 / night

39

Holiday home with golf nearby in West Chatham

Chatham / West Chatham

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children age 5+
ACCOMMODATIONS: 3 bedrooms plus den with 2.5 baths. Accommodating 8-10 people. Master suite: king bed w/en suite Guest room 1: queen bed Guest room 2: four twin beds (2 bunks) Guest room 3: den w/full bed Living room Dining room seats 8 (addition kitchen table sea  …see more

from £335 / night

£1775 / week

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from £335 / night

23

Holiday apartment in Massachusetts

Massachusetts / Cambridge

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxurious apartment features nine-foot ceilings, a spacious living area, bedroom, oversized closet, and fully-equipped kitchen. Amenities include a heated indoor swimming pool, a 2,200 square foot fitness center, a resident lounge with bar, media room, tot room and  …see more

from £105 / night

£729 / week

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from £105 / night

18

Holiday apartment with shared pool in Massachusetts

Massachusetts / Boston

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful, spacious apartment is equipped with superior features including European-style cabinetry, floor-to-ceiling windows and environmentally sustainable bamboo flooring. Guests will enjoy the great on-site amenities such as the salt water pool with rooftop dec  …see more

from £121 / night

£842 / week

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from £121 / night

20

Apartment rental in Boston

Massachusetts / Boston

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This beautiful apartment is complete with a fully equipped designer kitchen with hardwood cabinetry, living area, and a spacious bedroom. Enjoy landscaped gardens, a private courtyard with elegant fountains, a roof top terrace with Boston skyline views, concierge servi  …see more

from £113 / night

£785 / week

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from £113 / night

(2) Excellent 

19

Apartment rental in Massachusetts

Massachusetts / Boston

1 3 30 nights min

  • 1 bedroom
  • Sleeps 3
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This furnished apartment is complete with a fully equipped kitchen, living area, and a spacious bedroom. The apartment features hardwood flooring, expansive windows and stainless steel appliances. Guests can enjoy on-site amenities including a rooftop lounge with grilli  …see more

from £96 / night

£672 / week

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from £96 / night

18

Holiday apartment in Massachusetts

Massachusetts / Boston

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This apartment is complete with a fully equipped kitchen with stainless steel appliances, a living area, and a spacious bedroom. The community offers spectacular on-site amenities like a lounge area with a fireplace and plasma TV, billiards lounge, exercise classes, sho  …see more

from £105 / night

£729 / week

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from £105 / night

19

Holiday apartment in Massachusetts

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
This beautiful apartment is complete with a fully equipped designer kitchen with hardwood cabinetry, living area, two spacious bedrooms and two bathrooms. Enjoy landscaped gardens, a private courtyard with elegant fountains, a roof top terrace with Boston skyline views  …see more

from £145 / night

£1011 / week

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from £145 / night

11

Home rental in Orleans

Cape Cod / Orleans

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Our home is located in a quiet upscale neighbourhood close to all amenities. Walk to grocery store, downtown shopping, library, tennis courts and town field. Less than a 5 minute drive to ocean and bay. Quick access to highway and all the surrounding Cape towns. Rel  …see more

from £202 / night

£1452 / week

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from £202 / night

20

Massachusetts holiday apartment rental

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful, spacious apartment is equipped with superior features including European-style cabinetry, floor-to-ceiling windows and environmentally sustainable bamboo flooring. Guests will enjoy the great on-site amenities such as the salt water pool with rooftop dec  …see more

from £169 / night

£1180 / week

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from £169 / night

27

Massachusetts holiday apartment accommodation

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets
At this building, guests can enjoy magnificent apartment homes with high ceilings, oversized windows, gourmet kitchens with granite countertops and much more. This luxurious on-site amenities include an outdoor pool, basketball & tennis courts, a movie theater, chil  …see more

from £96 / night

£672 / week

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from £96 / night

20

Holiday apartment with shared pool in Massachusetts

Massachusetts / Boston

2 5 30 nights min

  • 2 bedrooms
  • Sleeps 5
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
2 Bed, 2 Bath, Sleeps 5 Formerly known as the Gaiety Theater, The building is located on the site of what was once “Bostons Most Modern Playhouse” dating back to 1908. This newly constructed, eco-friendly 27 floor high-rise is surrounded by beautifully pres  …see more

from £145 / night

£1011 / week

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from £145 / night

18

Apartment rental in Massachusetts with shared pool

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful furnished apartment provides you with an entirely equipped kitchen and expansive floorplans. Residing here residents can take advantage of copious delightful amenities such as an outdoor pool, 24-hour concierge, fitness center and many other. This loca  …see more

from £96 / night

£672 / week

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from £96 / night

21

Holiday apartment in Massachusetts

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bed, 2 Bath, Sleeps 5 The building’s historic 19th century façade, its 21st century amenities, intimate courtyard, and landscaped gardens, is truly a home away from home for the most refined traveler. At the crossroads of two of Boston’s most histo  …see more

from £154 / night

£1073 / week

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from £154 / night

(11) Excellent 

24

Holiday windmill letting

Cape Cod / Centerville

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
Fernbrook Windmill is a unique residence located close to the beaches of Nantucket Sound in Centerville, a classic Cape Cod village. Sleeping 12, with a wrap-around terrace and private heated swimming pool, its the perfect place to enjoy the Cape through the seasons<  …see more

from £958 / night

£6700 / week

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from £958 / night

14

Provincetown holiday condo rental

Cape Cod / Provincetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning
  • Private garden
This property is available on a weekly basis, from 3pm Saturday to 10am the following Saturday.  …see more

from £392 / night

£2742 / week

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from £392 / night

22

Apartment rental in Massachusetts

Massachusetts / Cambridge

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
2 Bed, 2 Bath, Sleeps 5 This building is located in the heart of Kendall Square in Cambridge, an award winning neighborhood marked as the global center for innovation and technology. Just steps from MIT and dubbed as one of the most exciting places to live, work, shop,  …see more

from £161 / night

£1124 / week

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from £161 / night

(1) Very Good 

19

Holiday apartment in Boston

Massachusetts / Boston

2 5 30 nights min

  • 2 bedrooms
  • Sleeps 5
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
This luxury building is ideally located in the heart of the acclaimed Theater District, Boston's own version of Broadway, just blocks away from the Boston Common, Tufts Medical/Dental, Opera House and Newbury Street.<br />Fully furnished apartment with Full T  …see more

from £137 / night

£955 / week

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from £137 / night

4

Apartment rental in Massachusetts

Massachusetts / Cambridge

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
TEST PROPERTY DO NOT RENT. TEST PROPERTY DO NOT RENT. TEST PROPERTY DO NOT RENT. TEST PROPERTY DO NOT RENT. TEST PROPERTY DO NOT RENT.  …see more

from £9 / night

£57 / week

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from £9 / night

13

Holiday guest house in Vineyard Haven

Martha's Vineyard / Vineyard Haven

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Air conditioning
  • Private garden
This property is in downtown Vineyard Haven within the historic district. The barn has a sleeping loft, open living, dining & kitchen area. The efficiency kitchen has a two burner cooktop,under counter refrigerator,coffee maker,microwave and large capacity convec  …see more

from £198 / night

£1384 / week

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from £198 / night

16

Boston holiday studio rental

Massachusetts / Boston

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
This beautiful furnished apartment features a fully-equipped, chef-style kitchen with GE stainless steel appliances, a bedroom, walk-in closet, spacious living area and much more. Guests can enjoy on-site amenities including a fitness center with Yoga studio, dog bathin  …see more

from £105 / night

£729 / week

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from £105 / night

24

Holiday apartment in Boston

Massachusetts / Boston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
This apartment is complete with a fully equipped kitchen with stainless steel appliances, a living area, and two spacious bedrooms. The community offers spectacular on-site amenities like a lounge area with a fireplace and plasma TV, billiards lounge, exercise classes,  …see more

from £145 / night

£1011 / week

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from £145 / night

18

Apartment rental in Massachusetts

Massachusetts / Boston

1 3 30 nights min

  • 1 bedroom
  • Sleeps 3
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
1 Bed, 1 Bath, Sleeps 3 A distinctive presence in the Boston skyline, the building’s precise and modern architectural silhouette is inspired by its location at the nexus of several of the city’s most compelling neighborhoods. Overlooking the Rose Kennedy Gr  …see more

from £137 / night

£955 / week

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from £137 / night

20

Apartment rental in Massachusetts

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
1 Bed, 1 Bath, Sleeps 3 These newly constructed, luxury apartments epitomize what it means to live well in one of Boston’s most eclectic and vibrant communities. An established neighborhood standout, the building’s apartments offer floor to ceiling windows  …see more

from £105 / night

£729 / week

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from £105 / night

22

Holiday apartment in Massachusetts

Massachusetts / Boston

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
1 Bed, 1 Bath, Sleeps 3 These newly constructed, luxury apartments epitomize what it means to live well in one of Boston’s most eclectic and vibrant communities. An established neighborhood standout, the building’s apartments offer floor to ceiling windows  …see more

from £105 / night

£729 / week

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from £105 / night

Top Destination reviews

New lux. Apt.private roof deck harbor/skyline
Fabulous Apartment

I cannot recommend this enough. The apartment was exactly as described, only better. Very clean, new, spacious. All facilities were there and more. Pure luxury stay. Theresa, the owner, emailed me with directions which were perfect. The restaurant … see more
Affordable Luxury -3bd/3ba -$2,300 w/Linens Incl
A fabulous home from home in Cape Cod with beautiful beach close by and access to shared pool, loved it!!!

We have had a brilliant stay in a lovely home on Cape Cod. A very well equipped house close to a beautiful sandy beach and with access to a shared pool. Owners were extremely accommodating, giving lots of help with bike hire etc. Ideally situated for … see more
Luxury 3 story with private roof deck
Fabulous, superbly well equipped condo off the beaten track

We stayed here for a 3 night city break in early September and the accommodation is fully set up and very well equipped for up to six people in 3 double rooms. There are great views over to the city from both the kitchen/living room/deck and from the … see more
Boston Waterfront Luxury Home
well appointed apartment

The apartment is the best equipped I have stayed in. Comfortable and spacious it offers an excellent base to explore Boston. Being based in Charlestown offers the opportunity to explore a fascinating local area and the centre of Boston is either walk … see more
1 bedroom Apartment in Allston/Brookline
Great place to stay

My friend and I had a wonderful stay at this property. It was clean, comfortable and a real home from home. The location was excellent and about 20 minutes from the centre of Boston on the Metro (Tip: buy a one week unlimited travel pass if you are … see more