50 Best Massachusetts Apartments on Holiday Lettings - Vacation rentals

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Vacation rentals Cape Cod
3,023 properties
Martha's Vineyard
738 properties
Apartments Boston
612 properties
Apartments Nantucket
541 properties
Apartments Berkshires
105 properties
Vacation rentals Cape Ann
87 properties
Apartments Cambridge
73 properties
Apartments Somerville
38 properties
Worcester
29 properties
Apartments Plymouth
25 properties
Brookline
18 properties
Waltham
17 properties
Ipswich
15 properties
Apartments Quincy
15 properties
Apartments Marshfield
12 properties
Newbury
11 properties
Apartments Newton
10 properties
Lexington
10 properties
Vacation rentals Scituate
10 properties
Hampshire County
8 properties

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5,564 Vacation rentals

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 $101 / night

$706 / week

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from $101 / night

(6) Very Good 

24

Vacation 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 mi
  • Child friendly
Lovely open-plan home furnished in comfortable, casual style. Fully-equipped kitchen with counter seating, dining area and sitting area with TV, flow into second step-down sitting area which opens with sliding glass doors onto deck and back yard. Master bedroom (with  …see more

from $152 / night

$1003 - $2616 / week

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from $152 / night

(29) Excellent 

25

Massachusetts / Marblehead

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Air conditioning

 …see more

from $162 / night

$1129 - $1306 / week

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from $162 / night

(19) Excellent 

65

Apartment rental in Boston

Massachusetts / Boston

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Contemporary One Bedroom, One Bath fully furnished condominium home (711 SF) at a Luxury Condominiums Building at the Boston/Charlestown historic Navy Yard, on the waterfront of Boston Harbor, situated right on the freedom trail and historic attractions such as the USS  …see more

from $197 / night

$1306 / week

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from $197 / night

(3) Excellent 

17

Harwich / Harwich Port

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly

 …see more

from $303 / night

$1815 - $5141 / week

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from $303 / night

(3) Excellent 

44

Vacation home in South Chatham

Chatham / South Chatham

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 0.6 mi
  • 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 $278 / night

$1613 - $4531 / week

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from $278 / night

(7) Excellent 

14

Massachusetts / Scituate

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Air conditioning

 …see more

from $137 / night

$857 / week

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from $137 / night

(12) Very Good 

32

Cape Cod / Dennis Port

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly

 …see more

from $152 / night

$1008 - $1512 / week

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from $152 / night

(1) Excellent 

5

Massachusetts / Clinton

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from $353 / night

$2016 / week

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from $353 / night

(3) Excellent 

6

Berkshires / Savoy

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+

 …see more

from $202 / night

$1210 / week

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from $202 / night

35

Martha's Vineyard / Vineyard Haven

6 14 7 nights min

  • 6 bedrooms
  • Sleeps 14
  • 7 nights min
  • Ask about children

 …see more

from $519 / night

$3629 - $6149 / week

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from $519 / night

22

Cape Cod / Truro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from $177 / night

$1008 - $2621 / week

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from $177 / night

(1) Good 

8

Massachusetts / Arlington

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from $76 / night

$504 / week

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from $76 / night

(2) Excellent 

14

Cape Cod / Marstons Mills

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

 …see more

from $130 / night

$908 - $1916 / week

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from $130 / night

(19) Excellent 

22

Cape Cod / Hyannis

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $91 / night

$404 - $1609 / week

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from $91 / night

(1) Excellent 

4

Vacation home in Massachusetts

Massachusetts / Concord

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Suitable for children age 5+
  • Pet friendly
Sunbeam camp house is located on the banks of the Concord River. Fish from the back deck or just relax and watch the river go by.Rural location, offstreet parking. Canoe and kayak available for use. Large deck over the river with a gas grill great for outdoor entert  …see more

from $13 / night

$89 / week

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from $13 / night

(2) Excellent 

19

Berkshires / North Adams

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly

 …see more

from $132 / night

$807 - $1654 / week

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from $132 / night

(6) Excellent 

20

Berkshires / West Stockbridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $278 / night

$1613 - $2319 / week

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from $278 / night

(3) Excellent 

24

Vacation apartment rental

Massachusetts / Plymouth

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
A beautiful one-bedroom with additional queen sleep-sofa in the heart of historic Plymouth harbor is waiting for you. Not more than 15 yards to the water and a 3-minute walk to the Mayflower and Plymouth Rock, this location couldn't be better for a vacation rental  …see more

from $237 / night

$1311 / week

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from $237 / night

6

Berkshires / Lee

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Ask about pets
  • Private garden

 …see more

from $157 / night

$857 / week

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from $157 / night

(12) Excellent 

16

Cape Cod / Truro

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $167 / night

$656 - $1437 / week

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from $167 / night

(4) Excellent 

40

Cape Cod / Dennis Port

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $1080 / night

$7560 - $8064 / week

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from $1080 / night

17

Cape Cod / Dennis Port

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Car not necessary

 …see more

from $404 / night

$1800 - $5478 / week

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from $404 / 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 mi
  • Swimming pool

 …see more

from $101 / night

$807 - $1109 / week

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from $101 / night

(1) Excellent 

15

Cape Cod / South Yarmouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

 …see more

from $101 / night

$706 / week

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from $101 / night

15

Cape Cod / Falmouth

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from $303 / night

$1865 / week

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from $303 / night

(3) Excellent 

12

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children

 …see more

from $116 / night

$807 - $1613 / week

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from $116 / night

(1) Excellent 

16

Chatham / West Chatham

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly

 …see more

from $177 / night

$958 / week

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from $177 / 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 mi
  • Swimming pool

 …see more

from $177 / night

$1235 - $1911 / week

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from $177 / night

(2) Excellent 

11

Cape Cod / Dennis Port

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $101 / night

$706 - $1613 / week

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from $101 / night

(1) Excellent 

10

Berkshires / West Stockbridge

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $303 / night

$1260 - $4123 / week

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from $303 / night

(1) Excellent 

15

Massachusetts / Newton

2 5 2 nights min

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

 …see more

from $160 / night

$1101 - $1275 / week

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from $160 / night

(1) Excellent 

18

Martha's Vineyard / Edgartown

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $360 / night

$2520 - $5242 / week

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from $360 / night

(5) Excellent 

12

Cape Cod / Dennis Port

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $360 / night

$2520 - $3226 / week

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from $360 / night

(5) Excellent 

22

Massachusetts / Newton

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 48 mi
  • Child friendly
  • Air conditioning

 …see more

from $230 / night

$1512 - $2032 / week

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from $230 / night

(1) Excellent 

10

Cape Cod / Dennis Port

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $130 / night

$908 - $1462 / week

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from $130 / night

(14) Very Good 

15

Cape Cod / Hyannis

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $252 / night

$1210 - $1966 / week

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from $252 / night

11

Massachusetts / Conway

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Ski
  • Suitable for children age 5+

 …see more

from $167 / night

$983 / week

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from $167 / night

21

Martha's Vineyard / Menemsha

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Suitable for children age 5+

 …see more

from $720 / night

$5040 - $8568 / week

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from $720 / night

(11) Excellent 

24

Vacation windmill rental

Cape Cod / Centerville

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Fernbrook Windmill comprises a modern fully-serviced house built in a Classic Cape style around the original windmill that served the Fernbrook Estate. The original windmill was built in 1881 to draw fresh water for the Fernbrook Estate. A 'Cape Style' additio  …see more

from $1216 / night

$8509 / week

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from $1216 / night