50 Best Massachusetts Apartments on Holiday Lettings - Vacation rentals

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Vacation rentals Cape Cod
3,024 properties
Martha's Vineyard
744 properties
Apartments Nantucket
523 properties
Apartments Boston
169 properties
Vacation rentals Cape Ann
130 properties
Apartments Berkshires
105 properties
Apartments Cambridge
39 properties
Apartments Somerville
24 properties
Apartments Plymouth
23 properties
Ipswich
17 properties
Waltham
16 properties
Apartments Marshfield
12 properties
Brookline
12 properties
Newbury
12 properties
Apartments Scituate
10 properties
Hampshire County
9 properties
Apartments Marblehead
9 properties
Apartments Newburyport
9 properties
South Chelmsford
7 properties
Apartments Quincy
6 properties

Massachusetts

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5,173 Vacation rentals

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(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 $147 / night

$1004 - $2717 / week

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from $147 / night

(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
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 $151 / night

$857 - $1608 / week

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from $151 / night

(3) Excellent 

24

Vacation apartment rental

Massachusetts / Plymouth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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

(3) Excellent 

45

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 - $4532 / week

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from $278 / night

(10) Very Good 

19

Vacation 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
Cosy, welcoming home in South Eastham on the outer Cape. The property is well equipped and with lots of space for families or groups. Our traditional Cape Cod house features 4 bedrooms, 2 baths, a generous open plan living/dining/kitchen leading out to a deck. The hous  …see more

from $206 / night

$1440 / week

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from $206 / night

52

Vacation home in Centerville

Cape Cod / Centerville

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Close your eyes and imagine the perfect beach house .Well that's what Mc's Shack Beach House . Situated down a leafy lane right on the beach, on your own private stretch of beach. Mc's Shack Beach House is approx 1700 sq ft ,it has 2 large bedrooms ,a  …see more

from $287 / night

$2005 - $2811 / week

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from $287 / night

39

Vacation 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 mi
  • 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 $419 / night

$2218 / week

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from $419 / 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 $253 / night

$1815 / week

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from $253 / 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 $1197 / night

$8375 / week

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from $1197 / night

13

Vacation 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 $247 / night

$1729 / week

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from $247 / night

14

Provincetown Vacation condo rental

Cape Cod / Provincetown

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
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 Dick  …see more

from $490 / night

$3428 / week

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from $490 / night

6

Vacation home in Massachusetts

Massachusetts / Boston

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Quiet but just a minute off the interstate, a great place to stay for a few days. Easy access to Newton, Cambridge or Boston. Lovely deck and backyard to relax in the summer. 3 bedrooms and a playroom spread over 3 floors, a garage. A BBQ and a backyard make your stay v  …see more

Pricing unknown

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Pricing unknown

4

Apartment rental in Massachusetts

Massachusetts / Cambridge

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
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from $11 / night

$71 / week

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from $11 / night

6

Vacation apartment in Massachusetts

Massachusetts / Boston

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
This is a test property - do not book or inquire.This is a test property - do not book or inquire.This is a test property - do not book or inquire.This is a test property - do not book or inquire.This is a test property - do not book or inquire.This  …see more

from $13 / night

$88 / week

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from $13 / 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 $101 / night

$706 / week

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from $101 / night

(1) Good 

6

Vacation apartment in Massachusetts

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Air conditioning
Large, bright apartment located steps from Coolidge Corner. 1 bed/1 bath. Fully equipped kitchen with dishwasher. There is also a gym and laundry located in the building.Across the street from a T stop and walking distance to the heart of Coolidge Corner.  …see more

Pricing unknown

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Pricing unknown

4

Massachusetts / East Longmeadow

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

 …see more

from $5435 / night

$38044 / week

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from $5435 / night

(2) Excellent 

23

Berkshires / North Adams

2 10 Min stay varies

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

 …see more

from $157 / night

$908 - $3075 / week

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from $157 / night

(1) Excellent 

8

Massachusetts / Nantucket

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

 …see more

from $461 / night

$3226 - $3982 / week

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from $461 / night

(13) Excellent 

20

Cape Cod / Hyannis

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $137 / night

$1276 / week

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from $137 / 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 - $5142 / week

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from $303 / night

(4) Excellent 

12

Cape Cod / Harwich

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $159 / night

$1109 - $1563 / week

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from $159 / night

16

Cape Cod / Centerville

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from $182 / night

$1261 - $1513 / week

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from $182 / night

12

Cape Cod / Dennis Port

Studio 5 1 night min

  • Studio
  • Sleeps 5
  • 1 night min
  • Ask about children

 …see more

from $109 / night

$757 - $1361 / week

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from $109 / night

(4) Excellent 

19

Cape Cod / Chatham

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly

 …see more

from $202 / night

$1412 - $2218 / week

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from $202 / night

10

Cape Cod / Eastham

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from $317 / night

$2218 - $2924 / week

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from $317 / night

(3) Excellent 

11

Cape Cod / Forestdale

2 5 Min stay varies

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

 …see more

from $303 / night

$2117 - $2621 / week

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from $303 / night

12

Massachusetts / Belmont

2 5 2 nights min

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

 …see more

from $202 / night

$1019 / week

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from $202 / night

(5) Excellent 

28

Harwich / Harwich Port

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $202 / night

$1361 - $2117 / week

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from $202 / night

(2) Excellent 

21

Cape Cod / Eastham

Studio 8 7 nights min

  • Studio
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

 …see more

from $260 / night

$1815 - $2823 / week

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from $260 / night

24

Massachusetts / Fairhaven

2 6 Min stay varies

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

 …see more

from $202 / night

$1412 / week

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from $202 / night

24

Martha's Vineyard / Vineyard Haven

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

 …see more

from $328 / night

$2294 - $3962 / week

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from $328 / night

17

Massachusetts / Quincy

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary

 …see more

from $46 / night

$318 / week

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from $46 / night

17

Cape Cod / Orleans

Studio 10 7 nights min

  • Studio
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning

 …see more

from $865 / night

$6049 - $6855 / week

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from $865 / night

(6) Excellent 

25

Cape Cod / Truro

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $656 / night

$2218 - $13660 / week

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from $656 / night

(1) Excellent 

5

Massachusetts / Nantucket

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

 …see more

from $418 / night

$2924 - $3025 / week

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from $418 / night

(1) Excellent 

11

Bourne / Sagamore Beach

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $303 / night

$2017 - $2319 / week

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from $303 / night

24

Cape Cod / Hyannis

3 10 Min stay varies

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

 …see more

from $353 / night

$2470 - $2823 / week

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from $353 / night

28

Martha's Vineyard / Edgartown

4 10 Min stay varies

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

 …see more

from $793 / night

$5545 - $9577 / week

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from $793 / night

9

Bourne / Sagamore Beach

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly

 …see more

from $130 / night

$908 - $1311 / week

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from $130 / night

1