Winthrop Vacation Rentals, Houses & More


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1 / 4

Queen One Bedroom Suite

  • 1
  • 4
  • 1 night min

$219

Details

1 / 4

King Studio

  • 1
  • 2
  • 1 night min

$189

Details

Great rentals within 30 miles that match your search

1 / 7

Ocean view apartment minutes to Downtown Boston and airport

  • 2
  • 5
  • 1 night min

$129

Details

1 / 11

Luxury 2 bedrooms near Logan airport, downtown Boston, walk to subway and bus

  • 2
  • 8
  • 1 night min

$199

Details

1 / 8

1 minute walk to subway, 10 minutes to airport

  • 4
  • 8
  • 1 night min

$70

Details

1 / 9

1 minute to T and beach, 15mins to downtown Boston

  • 4
  • 7
  • 1 night min

$350

Details

1 / 10

Entire luxury private apt near airport T stop

  • 2
  • 5
  • 1 night min

$250

Details

1 / 16

Entire Private 2Bd Apartment/Condo Near Airport Blue Line Train Station Boston

  • 2
  • 5
  • 3 nights min

$250

Details

1 / 19

Luxurious Boston 2 BR Apt near airport and subway #1

  • 2
  • 5
  • 1 night min

$275

Details

1 / 19

Entire Luxurious Private 2bd Apartment/Condo Near Airport Train station Boston

  • 2
  • 5
  • 1 night min

$185

Details

8
1 / 25

New lux. Apt.private roof deck harbor/skyline

  • 2
  • 4
  • 3 nights min

$350

Details

26
1 / 64

Luxury 3 story with private roof deck

  • 3
  • 6
  • 3 nights min

$400

Details

1 / 12

Cozy Zen house by the beach with queen bed and loft with full bed for 2

  • 1
  • 4
  • Min stay varies

$66

Details

1 / 24

Boston Harbor Yacht, Skyline view, Free Parking

  • 2
  • 6
  • Min stay varies

$250

Details

1 / 8

Newest corner of Historical Revere

  • 1
  • 2
  • 5 nights min

$100

Details

1 / 14

Spectacular Luxury Super Yacht In Boston Harbor Sleeps Eight In Four Staterooms

  • 4
  • 8
  • 1 night min

$3995

Details

20
1 / 5

Green Turtle II Yacht in Boston Harbor - Boston's #1 B & B -Tripadvisor

  • 3
  • 6
  • 1 night min

$300

Details

21
1 / 65

Boston Waterfront Luxury Home

  • 1
  • 2
  • Min stay varies

$165

Details

1 / 23

2 Bedroom Suite in Boston Harbor View

  • 2
  • 6
  • Min stay varies

$349

Details

48
1 / 23

The Golden Slipper, B&B Afloat and Charter

  • 2
  • 6
  • 1 night min

$260

Details

1 / 10

Boston Harbor View Luxury Suites

  • 1
  • 4
  • Min stay varies

$149

Details

1
1 / 9

Boston Harbor View 1 Bedroom Luxury Suites

  • 1
  • 4
  • Min stay varies

$149

Details

1 / 23

Boston Harbor View Corporate Suites

  • 1
  • 4
  • Min stay varies

$149

Details

1 / 13

Luxury 2BR in Seaport with Many Amenities

  • 2
  • 5
  • 7 nights min

$300

Details

11
1 / 29

Boston North End luxury apartment.

  • 1
  • 2
  • 3 nights min

$210

Details

1
1 / 80

Best priced Beautiful 2 beds sleep up to 6 (h2d)

  • 2
  • 6
  • Min stay varies

$159

Details

1 / 47

Best location - heart of Boston's North End (h2a)

  • 1
  • 2
  • Min stay varies

$69

Details

1 / 41

Huge perfect 1 bed sleeps 5 in best location (h2b)

  • 1
  • 5
  • Min stay varies

$99

Details

1
1 / 11

Gorgeous duplex in the Heart of North End (h2c)

  • 1
  • 3
  • Min stay varies

$79

Details

1 / 19

North End Luxurious Modern One Bedroom Condo

  • 1
  • 3
  • 3 nights min

$256

Details

1 / 18

North End Luxurious Modern One Bedroom Condo

  • 1
  • 3
  • 3 nights min

$275

Details

1 / 7

N. End gem 2 bds for 4-6 best Price Location ( m3)

  • 2
  • 6
  • 1 night min

$119

Details

3
1 / 45

Amazing Little Italy location, 2bd sleeps 4-6 (m2)

  • 2
  • 6
  • 1 night min

$139

Details

1
1 / 7

Best priced 2 beds in the Heart of Boston (m4)

  • 2
  • 6
  • 1 night min

$109

Details

52
1 / 58

Boston North End, Little Italy, Beautiful new 3BR 3BA apt. (M1G)

  • 2
  • 8
  • Min stay varies

$249

Details

1 / 105

Deluxe Studio in Watermark Seaport near BCEC BSSTD1

  • 1
  • 3
  • 1 night min

$239

Details

1 / 4

Close to Downtown, Seaport District and Convention Center

  • 2
  • 6
  • 1 night min

$150

Details

1 / 7

Marriott's Custom House - Fri-Fri, Sat-Sat, Sun-Sun only!

  • 1
  • 4
  • 7 nights min

$350

Details

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