Winthrop Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 57

Architectural, Accessible, Charming House

  • 4
  • 7
  • 6 nights min

$551

Details

1 / 12

SUNNY HOME 9 MINUTE WALK TO HARVARD SQUARE

  • 3
  • 7
  • 7 nights min

$644

Details

1 / 18

Batcave

  • 3
  • 5
  • 7 nights min

$201

Details

1 / 18

Beacon Hill Boston Furnished Studio - 94 Charles Street Unit 3

  • Studio
  • 2
  • Min stay varies

$118

Details

1 / 9

Beautiful 2bdrm, Walk to Downtown, Waterfront, Convention Center

  • 2
  • 6
  • 2 nights min

$250

Details

1 / 11

Affordable Private Room With Airbed!

  • 1
  • 1
  • 7 nights min

$31

Details

1 / 14

2BR + Office Mid-century Style Kendall Square Condo

  • 2
  • 4
  • 14 nights min

$186

Details

1 / 20

Charlestown Boston Furnished Apartment Rental 12 Mount Vernon Street Unit 1

  • 2
  • 4
  • Min stay varies

$124

Details

1 / 14

Colbyco Cambridgeport 35 - Cambridge, MA

  • 2
  • 5
  • 1 night min

$351

Details

1 / 17

The Dartmouth Executive 1+ Bed Suite at Copely Sq

  • 1
  • 4
  • Min stay varies

$228

Details

1 / 15

Beacon Hill Boston Furnished Studio 94 Charles Street Unit 7

  • Studio
  • 2
  • Min stay varies

$118

Details

1 / 7

New Beacon Back Bay Great 3BR 3 Bath Penthouse Apt

  • 3
  • 8
  • Min stay varies

$330

Details

1 / 6

Boston a la Francaise

  • 3
  • 6
  • 7 nights min

$300

Details

1 / 5

One bedroom furnished apartment in North Cambridge

  • 1
  • 3
  • 7 nights min

$214

Details

1 / 21

Heart of Boston - Beacon Hill

  • 1
  • 4
  • Min stay varies

$200

Details

1 / 9

Large Furnished room for rent, quiet location

  • 1
  • 1
  • 90 nights min

$26

Details

1 / 12

Victorian in Greater Boston 50 yards from beach

  • 2
  • 6
  • 3 nights min

$125

Details

1 / 40

Boston College Is Across The Street

  • 2
  • 6
  • 2 nights min

$300

Details

1 / 18

Colbyco Cambridgeport 33 - Cambridge, MA

  • 3
  • 8
  • 3 nights min

$450

Details

1 / 4

Queen One Bedroom Suite

  • 1
  • 4
  • 1 night min

$219

Details

1 / 5

New Beacon Back Bay Elegant 3BR 2 Bath Apts.

  • 3
  • 8
  • Min stay varies

$310

Details

1 / 6

Clean and quiet close to T

  • 2
  • 2
  • 1 night min

$125

Details

1 / 16

THREE BEDROOM 2 FULL BATHS MINUTES FROM BOSTON

  • 3
  • 8
  • 2 nights min

$500

Details

1 / 15

Back Bay Boston Furnished Apartment Rental - 296 Marlborough Street Unit 1

  • 2
  • 6
  • Min stay varies

$212

Details

1 / 1

VR Test

  • 1
  • 1
  • 2 nights min

Inquire for Rates

Details

1 / 17

Back Bay Boston Furnished Apartment Rental - 296 Marlborough Street Unit 7

  • 2
  • 5
  • Min stay varies

$212

Details

1 / 5

Cambridge Trip Decker

  • 1
  • 2
  • 1 night min

$1001

Details

1 / 15

Colbyco D Street - South Boston, MA

  • 3
  • 8
  • 3 nights min

$501

Details

1 / 15

Fenway/Kenmore Sq. Flat

  • 1
  • 4
  • 6 nights min

$135

Details

1 / 4

Room in Huge Modern, 4BR Condo (2)

  • 1
  • 1
  • 30 nights min

$61

Details

1 / 16

Close 2T Private Room with AirBed

  • 1
  • 1
  • 7 nights min

$36

Details

1 / 9

Contemporary Harvard Square Apartment.

  • 2
  • 4
  • 3 nights min

$300

Details

1 / 13

South End Boston Furnished Apartment Rental - 784 Tremont Street Unit 6

  • 1
  • 4
  • Min stay varies

$99

Details

1 / 5

New Beacon Back Bay 2 Bedroom Apt.

  • 2
  • 6
  • Min stay varies

$229

Details

1 / 23

The Golden Slipper, B&B Afloat and Charter

  • 2
  • 6
  • 1 night min

$260

Details

1 / 8

Private and Convenient to MIT/Harvard/Downtown

  • 1
  • 2
  • Min stay varies

$54

Details

1 / 7

South Boston Furnished Apartment Rental - 538 East Broadway Unit 8

  • 1
  • 2
  • 5 nights min

$77

Details

1 / 4

King Studio

  • 1
  • 2
  • 1 night min

$190

Details

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