Short city breaks Massachusetts | Holiday Lettings UK

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  • United States
  • Massachusetts
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  • Belmont (1)
  • Berkshires (10)
  • Boston (44)
  • Cambridge (9)
  • Cape Ann (5)
  • Cape Cod (38)
  • Fall River (1)
  • Hull (1)
  • Ipswich (1)
  • Lexington (1)
  • Marblehead (1)
  • Marshfield (1)
  • Martha's Vineyard (4)
  • Nantucket (5)
  • Newton (4)
  • Plymouth (2)
  • Revere (1)
  • Salisbury (1)
  • Scituate (1)
  • Seekonk (2)

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Also consider

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Apartments Boston
570 properties
Houses Nantucket
494 properties
Apartments Cape Ann
108 properties
Berkshires
101 properties
Cambridge
77 properties
Somerville
27 properties
Plymouth
25 properties
Quincy
19 properties
Houses Worcester
19 properties
Estates Waltham
18 properties
Houses Ipswich
14 properties
Brookline
14 properties
Houses Newbury
12 properties
Houses Marshfield
11 properties
Scituate
11 properties
Newton
10 properties
North Chelmsford
10 properties
Lexington
10 properties
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133 Holiday homes

Filters applied: City breaks (133)

(17) Excellent 

65

Boston Waterfront Luxury Home - Boston apartment sleeps 2

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 £149 / night

£989 - £1210 / week

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from £149 / night

(22) Very Good 

11

Massachusetts / Boston

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly

 …see more

from £191 / night

£1146 / week

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from £191 / 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 £123 / night

£840 - £974 / week

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from £123 / night

(8) Excellent 

55

Berkshires / North Egremont

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Ask owner if suitable for children

 …see more

from £145 / night

£955 / week

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from £145 / night

39

On the Water, Cape Cod Chatham, VIEWS, sleeps 10 - West Chatham house sleeps 10

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 £317 / night

£1680 / week

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from £317 / night

(2) Very Good 

19

Beach House w/Water View! - South Yarmouth house sleeps 10

Cape Cod / South Yarmouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
Our Beach House is located on a quiet street abutting acres of conservation area, within a 2 minute leisurely walk to several beautiful Nantucket Sound beaches. Magnificent views of salt water march and pond from family room, dining room, kitchen, living room, master be  …see more

from £230 / night

£1222 - £3436 / week

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from £230 / night

(3) Excellent 

24

Plymouth Harbor View - Plymouth apartment sleeps 4

Massachusetts / Plymouth

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • 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 £134 / night

£688 - £955 / week

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from £134 / night

(2) Excellent 

9

Massachusetts / Seekonk

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 8 km
  • Swimming pool
  • Air conditioning

 …see more

from £172 / night

£957 / week

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from £172 / night

(1) Excellent 

11

Massachusetts / Seekonk

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from £76 / night

£530 - £1491 / week

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from £76 / night

(2) Excellent 

17

Harwich / Harwich Port

3 8 Min stay varies

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

 …see more

from £230 / night

£1375 - £3894 / week

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from £230 / night

19

Cape Cod / Sandwich

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

 …see more

from £208 / night

£1451 - £2672 / week

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from £208 / night

(6) Excellent 

25

Cape Ann / Gloucester

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £249 / night

£1680 - £1985 / week

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from £249 / night

(2) Very Good 

39

Martha's Vineyard / Edgartown

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

 …see more

from £222 / night

£1375 - £1737 / week

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from £222 / night

(5) Excellent 

22

Massachusetts / Newton

2 6 Min stay varies

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

 …see more

from £175 / night

£1146 - £1443 / week

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from £175 / night

(1) Excellent 

14

Berkshires / Sheffield

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £382 / night

£2672 / week

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from £382 / night

27

Berkshires / North Adams

3 15 1 night min

  • 3 bedrooms
  • Sleeps 15
  • 1 night min
  • Ski
  • Child friendly
  • Car not necessary

 …see more

from £123 / night

£611 - £1939 / week

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from £123 / night

(4) Excellent 

25

Massachusetts / Boston

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 8 km
  • Child friendly
  • Air conditioning

 …see more

from £115 / night

£764 / week

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from £115 / night

14

Luxurious Provincetown Retreat - Provincetown condo sleeps 4

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 Dickinson  …see more

from £360 / night

£2520 / week

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from £360 / night

(6) Excellent 

27

Massachusetts / Boston

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £191 / night

£1126 / week

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from £191 / night

(6) Excellent 

15

Cape Cod / Harwich

3 6 Min stay varies

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

 …see more

from £134 / night

£802 - £1413 / week

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from £134 / night

24

Massachusetts / Nantucket

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from £382 / night

£2672 / week

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from £382 / 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 km
  • Child friendly

 …see more

from £230 / night

£1527 - £1756 / week

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from £230 / night

(1) Excellent 

16

Massachusetts / Boston

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 2 km
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £126 / night

£840 / week

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from £126 / night

(6) Excellent 

16

Massachusetts / Boston

3 4 5 nights min

  • 3 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 48 km
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £219 / night

£1527 / week

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from £219 / night

17

Cape Ann / Gloucester

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.32 km
  • Child friendly

 …see more

from £328 / night

£1680 - £2481 / week

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from £328 / night

(1) Excellent 

19

Berkshires / North Egremont

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £287 / night

£2004 / week

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from £287 / night

(7) Good 

43

Massachusetts / Boston

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £92 / night

£653 - £1081 / week

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from £92 / night

(3) Very Good 

26

Cape Ann / Gloucester

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Private garden

 …see more

from £84 / night

£588 / week

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from £84 / night

(5) Excellent 

21

Massachusetts / Boston

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 km
  • Child friendly
  • Car not necessary

 …see more

from £152 / night

£1064 / week

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from £152 / night

(2) Excellent 

19

Berkshires / North Adams

2 10 1 night min

  • 2 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Ski
  • Child friendly

 …see more

from £100 / night

£611 - £1939 / week

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from £100 / night

27

Berkshires / Tyringham

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £191 / night

£764 / week

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from £191 / night

(9) Very Good 

7

Cape Ann / Rockport

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Car not necessary

 …see more

from £69 / night

£478 / week

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from £69 / night

(11) Excellent 

62

Cape Cod / West Hyannisport

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

 …see more

from £176 / night

£1222 / week

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from £176 / night

17

Berkshires / Williamstown

4 16 3 nights min

  • 4 bedrooms
  • Sleeps 16
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £459 / night

£2749 / week

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from £459 / night

5

Massachusetts / Nantucket

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £726 / night

£4199 - £15268 / week

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from £726 / night

22

Massachusetts / Boston

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £191 / night

£1336 / week

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from £191 / night

(1) Excellent 

40

Cape Cod / Centerville

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 4 km
  • Child friendly
  • Air conditioning

 …see more

from £111 / night

£917 / week

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from £111 / night

18

Cape Cod / Provincetown

3 6 Min stay varies

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

 …see more

from £459 / night

£3207 - £3436 / week

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from £459 / night

(3) Excellent 

8

Cape Cod / Eastham

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £90 / night

£630 - £668 / week

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from £90 / night

(2) Excellent 

20

Berkshires / Pittsfield

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £115 / night

£688 / week

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from £115 / night

Top Destination reviews

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
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

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