Vacation Rentals & Cabins in Winthrop

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NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 18A) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$116

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 5B) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$116

NEW LISTING! Captain Gosnold Village - 3BR Cottage (Unit 17ABC) - Walk to Beach

Hyannis hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$742

Captain Gosnold Village - Studio Unit 7B

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$222

NEW LISTING! Captain Gosnold Village - Studio Cottage (Unit M1) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$103

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16A) - Walk to Beach

Hyannis hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$116

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit 8AB) - Walk to Beach

Hyannis hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$169

LAKE HOUSE * FORMER MIKE TYSON`S MANSION WITH POOL, TENNIS COURT

Farmington cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$3,442

Walk To Joshua Pond & Main St. 2 Bedroom Cottage, Central Cape Location

Osterville apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$523

Walk to Beach and Main St. - 3BR/3BA Cottage at Captain Gosnold Village (15ABC)

Hyannis Port apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$209

Walk To Lake Wequaquet. Close to Main Street & Beaches. Central Cape

West Barnstable apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$523

NEW LISTING! Captain Gosnold Village - 1BR Cottage (Unit 16BC) - Walk to Beach

Hyannis Port hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$116

Cove at Yarmouth

West Yarmouth hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$256

NEW LISTING! Captain Gosnold Village - 2BR Cottage (Unit M6) - Walk to Beach

Hyannis Port hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Beach or lakeside relaxation Non-Smoking property

All filters match

Price per night from

$169

These homes match some but not all of your filters. Clear all filters

Prime Village Location - 5 Minute Walk to Beach!

Ogunquit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$241

Flower Farm

East Machias house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$144

The Gene Pitney Green Room

Stafford Springs apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$172

Test Property Secure2

Sudbury apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$861

Sweet Farmhouse with Ocean Views

Rockland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$172

Quaint 2 bdrm unit

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$229

4 BR Medford Square

Medford house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$574

Test Property for Fun Testing

Nunavut apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$142

TEST PROPERTY - FLIPKEY

Boston house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 1

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$11,473

Lovely cottage on Lake George, NY. Dock INCLUDED

Cleverdale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$230

The FarmHouse

Millerton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$287

The I.B. Munson House Inn - Bedroom 1

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 2

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 3

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$224

The I.B. Munson House Inn - Bedroom 4

Wallingford b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$224

Colonial Home

Dedham guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$64

Gorgeous Two Bedroom on Union Avenue, one and a half blocks to the Racetrack

Saratoga Springs apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$1,027

The Outback E Dennis/Brewster 1 bedroom 2 Guests Only 2019 availability

East Dennis cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$201

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$1,320

Private Bedroom with Shared Bath, Close to Harvard/MIT/Kendall/T

Cambridge house

  • 8 bedrooms
  • 2 bathrooms
  • sleeps 14

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$115

Chase House Inn - Edwin Stanton Room

Cornish house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$172

Catskills Retreat: Wineries, Farmer Markets, Hiking

Walker Valley house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$373

Enjoy Providence with all the Comforts of Home

Providence apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$58

Couples Getaway! Log Cabin in the White Mountains

Intervale log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 45 minutes

1 of 2 match: Beach or lakeside relaxation, Non-Smoking property

1 of 2 filters match

Price per night from

$201

Viewing 38 of 3,528
rentals in Winthrop

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