Holiday condos in Massachusetts

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  • United States
  • Massachusetts

Location

  • All locations
  • Berkshires (4)
  • Beverly (1)
  • Boston (15)
  • Brookline (2)
  • Cambridge (1)
  • Cape Ann (1)
  • Cape Cod (46)
  • Hull (2)
  • Marblehead (1)
  • Martha's Vineyard (1)
  • Salisbury (1)

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Also consider

Holiday rentals Cape Cod
2,959 properties
Holiday rentals Martha's Vineyard
776 properties
Apartments Boston
520 properties
Houses Nantucket
497 properties
Apartments Cape Ann
128 properties
Berkshires
103 properties
Cambridge
103 properties
Quincy
45 properties
Somerville
25 properties
Plymouth
24 properties
Newton
18 properties
Houses Worcester
16 properties
Lexington
13 properties
Houses Ipswich
13 properties
Brookline
13 properties
Scituate
13 properties
Houses Marshfield
9 properties
Estates Waltham
9 properties
Beach rentals Marblehead
8 properties
Marlborough
8 properties
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75 Holiday homes

Filters applied: Condo (75)

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1 / 33

Berkshires / Hancock

2 bedroomsSleeps 83 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £68 / night

£0 / week

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from £68 / night

1 / 11

Cape Cod / Hyannis

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £191 / night

£1985 / week

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from £191 / night

(4) Excellent 

1 / 32

Cape Cod / Hyannis

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
 …see more

from £134 / night

£1069 - £1447 / week

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from £134 / night

1 / 14

Luxurious Provincetown Retreat - Provincetown condo sleeps 4

Cape Cod / Provincetown

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
A rare historic gem located in Provincetown's Gallery District at the top of Pearl St. This exclusive unit is one of two redeveloped from a 19th-century barn that later served as the Cape School of Art and the studio and residence of the American painter Edwin Dickinson  …see more

from £360 / night

£2520 / week

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from £360 / night

1 / 4

Cape Cod / Provincetown

2 bedroomsSleeps 45 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min stay
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £305 / night

£2058 / week

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from £305 / night

1 / 24

Cape Cod / Brewster

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £132 / night

£917 - £1184 / week

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from £132 / night

1 / 16

Massachusetts / Marblehead

1 bedroomSleeps 51 night min stay

  • 1 bedroom
  • Sleeps 5
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £212 / night

£0 / week

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from £212 / night

1 / 4

Courtyard Resort Timeshare Studio 8/13-8/20 ONLY

Cape Cod / Hyannis

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Timeshare - Sleeps up to 4 people ONLY (8/13-8/20 ONLY) Studio with bed, living area and kitchen Flat screen TV with cable 2 burner cooktop, refrigerator, coffeemaker, microwave Dining area Murphy bed and pull-out sofa climate control features Outdoor patio or deck Indo  …see more

from £88 / night

£610 / week

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from £88 / night

1 / 8

Cape Cod / Provincetown

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Pets welcome;
 …see more

from £8 / night

£688 - £1451 / week

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from £8 / night

1 / 16

Harwich / West Harwich

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0.3 km; Great for children of all ages ;
 …see more

from £240 / night

£1680 / week

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from £240 / night

(1) Excellent 

1 / 24

Massachusetts / Boston

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £153 / night

£0 / week

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from £153 / night

1 / 20

Cape Cod / Provincetown

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
 …see more

from £115 / night

£726 - £2214 / week

Book Book View

from £115 / night

1 / 13

Cape Cod / Provincetown

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car not necessary;
 …see more

from £99 / night

£688 - £993 / week

Book Book View

from £99 / night

(1) Excellent 

1 / 10

Cape Cod / Provincetown

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; No pets allowed;
 …see more

from £153 / night

£1069 - £1146 / week

Book Book View

from £153 / night

1 / 9

Falmouth / Teaticket

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 1 km; Swimming pool; Great for children of all ages ;
 …see more

from £115 / night

£802 / week

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from £115 / night

1 / 10

Cape Cod / Falmouth

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £104 / night

£726 / week

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from £104 / night

1 / 10

Cape Cod / Chatham

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
 …see more

from £199 / night

£1375 - £1680 / week

Book Book View

from £199 / night

(2) Excellent 

1 / 12

Cape Cod / Dennis Port

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £123 / night

£764 - £878 / week

Book Book View

from £123 / night

1 / 17

Cape Cod / Provincetown

1 bedroomSleeps 3Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Nearest beach 1 km; Great for children of all ages ; Car not necessary;
 …see more

from £84 / night

£535 - £1222 / week

Book Book View

from £84 / night

1 / 42

Massachusetts / Boston

2 bedroomsSleeps 86 nights min stay

  • 2 bedrooms
  • Sleeps 8
  • 6 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £152 / night

£992 - £1871 / week

Book Book View

from £152 / night

1 / 20

Cape Cod / Hyannis

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Great for children of all ages ; No pets allowed;
 …see more

from £210 / night

£1527 / week

Book Book View

from £210 / night

(1) Excellent 

1 / 31

Cape Cod / Brewster

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 2 km; Swimming pool;
 …see more

from £267 / night

£1450 - £1717 / week

Book Book View

from £267 / night

(1) Excellent 

1 / 21

Massachusetts / Boston

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
 …see more

from £230 / night

£1527 - £4352 / week

Book Book View

from £230 / night

1 / 6

Massachusetts / Boston

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £210 / night

£1375 / week

Book Book View

from £210 / night

1 / 12

Cape Cod / Chatham

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 0 km; Great for children of all ages ;
 …see more

from £186 / night

£1298 / week

Book Book View

from £186 / night

1 / 5

Cape Cod / Dennis Port

1 bedroomSleeps 44 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Not suitable for children;
 …see more

from £149 / night

£955 / week

Book Book View

from £149 / night

(1) Excellent 

1 / 38

Cape Cod / Dennis Port

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 0.1 km; Swimming pool;
 …see more

from £77 / night

£764 - £840 / week

Book Book View

from £77 / night

1 / 14

Berkshires / Hancock

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £134 / night

£936 / week

Book Book View

from £134 / night

1 / 4

Cape Cod / Falmouth

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £134 / night

£936 / week

Book Book View

from £134 / night

1 / 28

Massachusetts / Cambridge

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £191 / night

£0 / week

Book Book View

from £191 / night

(2) Very Good 

1 / 7

Cape Cod / Provincetown

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Car advised;
 …see more

from £191 / night

£1298 / week

Book Book View

from £191 / night

1 / 4

Cape Cod / West Yarmouth

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £66 / night

£459 / week

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from £66 / night

1 / 6

Massachusetts / Salisbury

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Air conditioning;
 …see more

from £99 / night

£688 / week

Book Book View

from £99 / night

1 / 16

Cape Cod / Provincetown

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £133 / night

£916 - £1297 / week

Book Book View

from £133 / night

1 / 37

Massachusetts / Boston

1 bedroomSleeps 230 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 30 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £140 / night

£0 / week

Book Book View

from £140 / night

1 / 6

Massachusetts / Brookline

3 bedroomsSleeps 52 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Great for children of all ages ; Air conditioning; Pets welcome;
 …see more

from £249 / night

£1680 / week

Book Book View

from £249 / night

1 / 12

Cape Cod / Falmouth

1 bedroomSleeps 47 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
 …see more

from £96 / night

£668 - £936 / week

Book Book View

from £96 / night

(1) Excellent 

1 / 8

Massachusetts / Boston

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; Air conditioning;
 …see more

from £230 / night

£1527 / week

Book Book View

from £230 / night

1 / 15

Cape Cod / Brewster

2 bedroomsSleeps 430 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
 …see more

from £102 / night

£0 / week

Book Book View

from £102 / night

1 / 6

Cape Cod / Provincetown

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; No pets allowed;
 …see more

from £164 / night

£1146 - £1375 / week

Book Book View

from £164 / night

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