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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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  • House (80)
  • Hotel apartment (2)

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Private pool

Great rentals within 20 miles that match your search

Vacation apartment with swimming pool in East Orleans

East Orleans apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6
1 review

from $1,429 / night

$10,000 / week

1 / 35

Great rentals within 20 miles that match your search

Falmouth Vacation apartment rental

Falmouth apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,145 / week

1 / 7

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Vacation apartment rental

Marion apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

1 review

from $224 / night

$1,563 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Barnstable

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Property type

4 reviews

from $456 / night

$3,190 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation apartment in Chatham

Chatham apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Private pool

from $602 / night

$4,208 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation home with golf nearby in Oak Bluffs

Oak Bluffs house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 19

1 filter does not match: Property type

1 review

from $6,870 / night

$48,090 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation apartment in North Truro

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

20 reviews

from $178 / night

$1,065 / week

1 / 18

Great rentals within 20 miles that match your search

Apartment rental in Provincetown

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

4 reviews

from $360 / night

$2,519 / week

1 / 22

Great rentals within 20 miles that match your search

Plymouth Vacation home rental

Plymouth house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Property type

3 reviews

from $1,031 / night

$7,214 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Brewster

Brewster apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Private pool

from $409 / night

$2,863 / week

1 / 3

Great rentals within 20 miles that match your search

Vacation apartment in Provincetown

Provincetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Private pool

1 review

from $516 / night

$3,607 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation apartment in North Truro

North Truro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

12 reviews

from $284 / night

$1,988 / week

1 / 56

Great rentals within 20 miles that match your search

North Truro Vacation apartment rental

North Truro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

from $287 / night

$1,603 / week

1 / 8

Great rentals within 20 miles that match your search

Home rental in Truro

Truro house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 filter does not match: Property type

2 reviews

from $3,435 / night

$22,900 / week

1 / 44

Great rentals within 20 miles that match your search

Vacation apartment in Nunavut

Nunavut apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

from $141 / night

$1,413 / week

1 / 5

Great rentals within 20 miles that match your search

Home rental in Nantucket

Nantucket house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

6 reviews

from $3,206 / night

$22,442 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home in Centerville

Centerville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 filter does not match: Property type

11 reviews

from $1,712 / night

$13,128 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation hotel apartment in Hyannis

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from $221 / night

$1,547 / week

1 / 19

Great rentals within 20 miles that match your search

Orleans Vacation home rental

Orleans house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from $1,309 / night

$9,160 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation apartment rental

New Seabury apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation apartment in New Seabury

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in New Seabury

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in New Seabury

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment rental in New Seabury with shared pool

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment accommodation

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

New Seabury Vacation apartment rental

New Seabury apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Private pool

from $295 / night

$2,060 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Plymouth

Plymouth house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 11

1 filter does not match: Property type

from $516 / night

$3,607 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment rental in South Dennis

South Dennis apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Private pool

from $328 / night

$2,290 / week

1 / 17

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 pool

from $144 / night

$831 / week

1 / 72

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 pool

from $493 / night

$2,405 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation home in West Harwich

West Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

2 reviews

from $516 / night

$1,145 - $3,435 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation apartment in Provincetown

Provincetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Private pool

from $327 / night

$2,285 / week

1 / 4

Great rentals within 20 miles that match your search

Vacation home in Nantucket

Nantucket house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Property type

from $3,435 / night

$22,671 / week

1 / 33

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 pool

from $487 / night

$3,407 / week

1 / 15