Vacation Rentals & Cabins in Winthrop

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New - 100 yards to beach - up to $300 off rental

Old Orchard Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$217

Two Level Condo/North Conway/ Views

North Conway apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$201

New House, Walk to the Pier, Super-Host

Old Orchard Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$184

Spectacular White Mountain Home Getaway

North Conway house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$459

Log Cabin in the Best Town on Mt. Desert Island

Southwest Harbor log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“This is very clean, well-accomodated, and in a great location!” Our family just returned from a week in this great cabin. We wanted to be very close to acadia National Park, but not in a busy area. The location was perfect for this. The cabin is within walking distance of a small town with great restaurants and stores, and a very short drive (some 5 minutes, some 10 minutes, some 15 minutes) to all the sights of the national park. And when you return to the cabin you experience its quiet and natural setting at its best. It was rejuvenating to be there. The owners have obviously taken a lot of time and effort to make their home user-friendly. It comes equipped with everything you need for cooking and relaxing. Everything is clean and cared for, and the entire cabin has a cozy yet spacious feel to it. Very highly recommended!

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Price per night from

$303

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Rockport cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

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Price per night from

$281

“Surf View” - Oceanfront

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$345

iDream beautiful place by the sea

Ogunquit house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$656

Cozy Wells cottage close to beach-avail 6/28-7/5

Wells cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 46 minutes

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Price per night from

$217

Beach & King / Beach House - 10% off April & May, 2024!

Rockport house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$976

“An Oasis By The Sea” August 30, 2012 Dear Rose & Guy- Thank you very, very much for our wonderful stay at Periwinkle Cottage! From the beautifully decorated rooms, the most comfortable beds, soft luxurious towels and linens, convenient kitchen, TV to the lovely outdoor sitting area and garden... Omg...what a gem! It is a true delight! And the cottage is immaculate and very peaceful and tranquil. We will definitely recommend your "oasis by the sea" to our family and friends! Love, Penny and Urs Westport, Connecticut

Responds fast! avg. 2 hours 13 minutes

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Price per night from

$166

“Big Surf” - Oceanfront

Hampton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$557

Green Edge Of Fabulous Downtown

Portsmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$630

Ogunquit beach house sleeps 6 Opening. May 19 th

Ogunquit condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$327

Clean and Cozy Oceanfront Condo

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$287

Eden Villa

Bar Harbor house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$739

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Ogunquit Condo - 5 Minute Walk to Footbridge Beach!

Ogunquit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Walk to The Pier, steps to Cascade Plaza, Super-Host

Old Orchard Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$138

Cozy bedroom apartment in a heart of

Beverly apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$192

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$287

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Price per night from

$161

Tiny House Cottage

Boothbay Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

The Harborfront, Beverly/Salem, Boston North Shore

Beverly apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$516

Historic-Waterfront In Town on the River.

Kennebunkport house

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 18

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Price per night from

$2,164

Single Family Home minutes from the beach

Old Orchard Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Pleasant stay at Old Orchard Beach” Great place to stay with kids, nice yard and deck. I like that it's away from the noise and congestion but still has nearby restaurants to walk to . Had a very pleasant stay.

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Price per night from

$161

Waterfront Cottage, Stroll Away from Historic Bath

Bath cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$320

A Commanding View of Old Orchard Beach

Old Orchard Beach house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

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Price per night from

$373

Beautiful Waterfront Log Cabin - White Mountains

White Mountains house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 9

“Lake cabin” Beautiful location..owner very kind and helpful.Very private..yet close to attractions.The view from the deck is beautiful.

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Price per night from

$430

Book the Nook at Hampton Beach New Hampshire! hamptonnook

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$138

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Price per night from

$184

Sweet Dreams W032

Wells house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$431

Flower cottage Machias Maine

Machias cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

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Price per night from

$115

Downtown Beverly's hidden gem

Beverly house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

Wells Rested - W579 Unit A

Wells house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$87

Charming Early 1900s Lakeside Cottage

Rangeley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$230

Lake Winni - WF - 428

Meredith house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$11,473

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Price per night from

$385

Silver Lake - WF - 359

Lochmere house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$335

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