Holiday condos in Massachusetts

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North America Holidays
169262 properties
United States Holidays
120271 properties
Holiday rentals Cape Cod
2,933 properties
Holiday rentals Martha's Vineyard
741 properties
Houses Nantucket
523 properties
Apartments Boston
221 properties
Berkshires
102 properties
Apartments Cape Ann
88 properties
Cambridge
38 properties
Somerville
23 properties
Plymouth
23 properties
Estates Waltham
16 properties
Houses Ipswich
15 properties
Houses Marshfield
12 properties
Houses Newbury
11 properties
Scituate
10 properties
Brookline
10 properties
Hampshire County
9 properties
Beach rentals Marblehead
8 properties
Apartments Newburyport
8 properties
Marlborough
7 properties
South Chelmsford
7 properties

Massachusetts

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67 Holiday homes

Filters applied: Condo (67)

Travellers going to Massachusetts are booking June dates now. Secure your holiday home today and have the perfect trip.

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 £399 / night

£2787 / week

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from £399 / night

(3) Excellent 

38

Cape Cod / Dennis Port

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £82 / night

£656 - £902 / week

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from £82 / night

(2) Excellent 

34

Cape Cod / North Truro

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £287 / night

£1845 - £2869 / week

Enquire View

from £287 / night

(14) Very Good 

30

Cape Cod / Hyannis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

 …see more

from £144 / night

£1005 - £1554 / week

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from £144 / night

33

Berkshires / Hancock

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £98 / night

£683 / week

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from £98 / night

9

Falmouth / Teaticket

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

 …see more

from £123 / night

£861 - £902 / week

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from £123 / night

(2) Excellent 

13

Cape Cod / Provincetown

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

 …see more

from £106 / night

£738 - £1066 / week

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from £106 / night

(1) Excellent 

31

Cape Cod / Brewster

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

 …see more

from £287 / night

£1557 - £1844 / week

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from £287 / night

15

Cape Cod / Mashpee

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning

 …see more

from £144 / night

£820 - £984 / week

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from £144 / night

(1) Very Good 

24

Cape Cod / Brewster

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £100 / night

£697 - £1271 / week

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from £100 / night

(2) Very Good 

21

Massachusetts / Boston

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £287 / night

£2050 - £2468 / week

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from £287 / night

9

Cape Cod / Provincetown

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Pet friendly

 …see more

from £106 / night

£1353 - £1722 / week

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from £106 / night

16

Massachusetts / Marblehead

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £146 / night

£1016 / week

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from £146 / night

(2) Excellent 

12

Cape Cod / Dennis Port

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £119 / night

£820 - £1025 / week

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from £119 / night

51

Massachusetts / Boston

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 9 km
  • Child friendly
  • Car not necessary

 …see more

from £123 / night

£855 / week

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from £123 / night

(1) Excellent 

8

Massachusetts / Boston

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £246 / night

£1640 / week

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from £246 / night

12

Cape Cod / New Seabury

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Air conditioning

 …see more

from £586 / night

£4099 / week

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from £586 / night

6

Massachusetts / Boston

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

 …see more

from £144 / night

£943 - £1906 / week

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from £144 / night

5

Cape Cod / Dennis Port

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

 …see more

from £177 / night

£1066 / week

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from £177 / night

12

Cape Cod / Chatham

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £200 / night

£1394 / week

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from £200 / night

(3) Excellent 

16

Harwich / West Harwich

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

 …see more

from £258 / night

£1804 / week

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from £258 / night

22

Cape Cod / Provincetown

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £340 / night

£2378 / week

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from £340 / night

12

Cape Cod / Falmouth

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly

 …see more

from £103 / night

£718 - £1005 / week

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from £103 / night

(3) Excellent 

24

Massachusetts / Boston

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £107 / night

£746 / week

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from £107 / night

6

Cape Cod / Provincetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £211 / night

£1476 - £1804 / week

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from £211 / night

14

Massachusetts / Boston

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 2 km
  • Child friendly
  • Air conditioning

 …see more

from £214 / night

£1492 / week

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from £214 / night

42

Massachusetts / Boston

2 8 6 nights min

  • 2 bedrooms
  • Sleeps 8
  • 6 nights min
  • Air conditioning

 …see more

from £164 / night

£1065 / week

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from £164 / night

4

Cape Cod / Falmouth

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £144 / night

£1005 / week

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from £144 / night

12

Cape Cod / West Yarmouth

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £82 / night

£574 / week

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from £82 / night

21

Cape Cod / Brewster

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Child friendly
  • Air conditioning

 …see more

from £226 / night

£1578 / week

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from £226 / night

8

Cape Cod / Provincetown

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £118 / night

£820 / week

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from £118 / night

17

Cape Cod / Provincetown

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary

 …see more

from £99 / night

£656 - £1722 / week

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from £99 / night

10

Cape Cod / Chatham

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £214 / night

£1558 - £2050 / week

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from £214 / night

(2) Very Good 

7

Cape Cod / Provincetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £205 / night

£1394 / week

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from £205 / night

13

Berkshires / Hancock

3 6 30 nights min

  • 3 bedrooms
  • Sleeps 6
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £205 / night

£1435 / week

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from £205 / night

10

Massachusetts / Boston

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £205 / night

£1066 / week

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from £205 / night

12

Chatham / South Chatham

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £492 / night

£2705 / week

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from £492 / night

14

Berkshires / Hancock

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from £144 / night

£1005 / week

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from £144 / night

15

Cape Cod / Mashpee

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly

 …see more

from £118 / night

£820 / week

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from £118 / night

10

Harwich / Harwich Port

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

 …see more

from £82 / night

£574 / week

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from £82 / 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