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> Massachusetts
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Best Boston Apartments on Holiday Lettings - Condos

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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
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Great rentals within 20 miles that match your search

Vacation home with indoor pool in Amagansett

Amagansett house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $1,088 / night

$4,008 / week

1 / 6

Great rentals within 20 miles that match your search

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Home rental in Eliot

Eliot house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $544 / night

$3,808 / week

1 / 0

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $137 / night

$859 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private indoor pool

from $91 / night

$573 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $91 / night

$573 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $91 / night

$573 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation hotel apartment in Ayer

Ayer hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private indoor pool

from $91 / night

$573 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation home in South Sutton

South Sutton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $287 / night

$1,603 / week

1 / 15

Great rentals within 20 miles that match your search

Wells Vacation home rental

Wells house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 15

1 filter does not match: Private indoor pool

from $625 / night

$4,374 - $6,893 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation apartment in White Horse Beach

White Horse Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 9

1 filter does not match: Private indoor pool

from $144 / night

$831 / week

1 / 72

Great rentals within 20 miles that match your search

Fall River Vacation apartment rental

Fall River apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $161 / night

$1,260 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Newbury

Newbury house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 30

1 filter does not match: Private indoor pool

from $1,143 / night

$8,588 - $12,114 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation apartment rental

Chelsea apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private indoor pool

from $458 / night

$3,206 / week

1 / 8

Great rentals within 20 miles that match your search

Vacation chalet in Cape Neddick

Cape Neddick chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from $876 / night

$6,132 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home in Osterville

Osterville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $1,031 / night

$8,588 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Edgartown

Edgartown house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Private indoor pool

from $802 / night

$5,611 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Brookline

Brookline apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Private indoor pool

from $287 / night

$2,004 / week

1 / 6

Great rentals within 20 miles that match your search

Vacation home in Eastham

Eastham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from $1,031 / night

$11,450 / week

1 / 19

Great rentals within 20 miles that match your search

North Eastham Vacation home rental

North Eastham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Private indoor pool

from $573 / night

$458 - $4,580 / week

1 / 9

Great rentals within 20 miles that match your search

Vacation home in West Yarmouth

West Yarmouth house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Private indoor pool

from $1,718 / night

$11,450 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home rental

Nantucket house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private indoor pool

from $1,088 / night

$7,615 / week

1 / 9

Great rentals within 20 miles that match your search

Warren Vacation apartment rental

Warren apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Private indoor pool

from $195 / night

$1,260 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation home in Wellfleet

Wellfleet house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from $1,031 / night

$5,725 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation chateau with shared pool, golf nearby in New Castle

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private indoor pool

from $654 / night

$2,863 - $7,439 / week

1 / 5

Great rentals within 20 miles that match your search

Vacation home rental

Harwich Port house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from $315 / night

$2,205 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation apartment in Oak Bluffs

Oak Bluffs apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $487 / night

$3,407 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation home in Norwich

Norwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from $229 / night

$1,603 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment in Readville

Readville apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private indoor pool

from $171 / night

$1,195 / week

1 / 17

Great rentals within 20 miles that match your search

Hull Vacation home rental

Hull house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $287 / night

$1,890 - $1,947 / week

1 / 7

Great rentals within 20 miles that match your search

Vacation home with swimming pool in East Hampton

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $343 / night

$2,397 / week

1 / 13

Great rentals within 20 miles that match your search

Vacation home in East Sandwich

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $356 / night

$2,500 - $5,500 / week

1 / 16

Great rentals within 20 miles that match your search

Stoughton Vacation home rental

Stoughton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Private indoor pool

from $272 / night

$1,900 / week

1 / 25

Great rentals within 20 miles that match your search

East Sandwich Vacation home rental

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

from $220 / night

$1,600 - $2,200 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home in Marstons Mills

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 filter does not match: Private indoor pool

from $314 / night

$2,200 - $3,800 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home in Sandwich

Sandwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

from $240 / night

$1,700 - $3,300 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in Brookline

Brookline apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private indoor pool

from $125 / night

$859 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in Forestdale

Forestdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Private indoor pool

from $200 / night

$1,400 - $1,950 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation home in Centerville

Centerville house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Private indoor pool

1 review

from $241 / night

$5,611 / week

1 / 17

Great rentals within 20 miles that match your search

Sandwich Vacation home rental

Sandwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private indoor pool

1 review

from $314 / night

$2,200 / week

1 / 13

Great rentals within 20 miles that match your search

Sandwich Vacation home rental

Sandwich house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Private indoor pool

from $270 / night

$1,900 - $3,000 / week

1 / 18