Vacation Rentals & Cottages in Southwest Harbor

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289 cottages

Mirror Lake Manor Olympic House

Lake Placid house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 22

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Price per night from

$973

Barnstable Village Private Pool

Barnstable house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

“Great place to stay” The home was clean and well maintained. The pool was a huge hit with my niece and the rest of the family. We were in a great location, close to a beach, some shops and restaurants.

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$457

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

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Price per night from

$968

Luxurious 2BR - 2Bath W/ Gym | Downtown at Yale

New Haven apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$1,182

Famous Liberty View Farm

Clintondale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$861

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Lake Winni - WF - 438

Moultonborough house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$57,225

Comfortable & well-appointed On the Line Mas & RI (1st floor)

Pawtucket apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 17 minutes

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Price per night from

$150

Penthouse - 1 king BR - steps to Back Bay Station!

Boston condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$517

Private room in house. Albany Medical/colleges and Downtown Albany.

Albany house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$63

Private room in house. Albany Medical/colleges and Downtown Albany.

Albany house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$63

Private room in house. Albany Medical/colleges and Downtown Albany.

Albany house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$63

4 bedroom Victorian Condo

Boston condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$572

Angels Landing waterfront property in center of town, Unit #18

Provincetown studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$189

Newport Adorable Apt. Historic Hill 1 Bdrm

Newport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$164

Provincetown MA. 2 Bedroom Condo with 2 parking sp

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$361

Katama House "CLOSE TO THE BEACH"

Acushnet house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$311

THE STABLES IN THE CARRIAGE HOUSE

Kingston villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$339

“Home away from home” My sisters and I rented this cottage on Labor day weekend for our annual sisters get away. Ella was very helpful giving exact directions to the cabin which is important when you are not familiar with a location. She was able to suggest many activities in the area as well as cute little restaurants/taverns in towns nearby. The cabin was truly like a home away from home. Ella clearly takes pride in the upkeep of the property. You are within walking distance to a grocery store, café, liquor store and a little store where you can find many necessities. This is a great get away for any time of the year. I am hoping to return sometime in the next year!

Responds fast! avg. 53 minutes

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Price per night from

$113

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

“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

$167

“Best weekend ever :)” I have recently rented the bungalow and just have great things to say about it. The place is so cozy, and cute, they had everything we needed and the location couldn't be better. It's very close to any of the skii resorts and many attractions, market...It was only my boyfriend and I and the bungalow was just the perfect choice to spend a holiday weekend. Ella, the owner, was very helpful providing us any info we could need. We are already planning to go back the beggining of the year and summer for sure. Thank you so much Ella!!!

Responds fast! avg. 53 minutes

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Price per night from

$102

Fabulous Post & Beam Berkshire Rental

Monterey house

  • 2 bathrooms
  • sleeps 7

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Price per night from

$206

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

Awesome Water View Penthouse

Provincetown penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$746

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Price per night from

$885

Exciting, spacious, vacation condo

Provincetown condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great location” I love this condo, the location is fantastic and it comes with all the comforts of home. This was my second year and I plan on booking next summer.

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Price per night from

$164

Responds fast! avg. 53 minutes

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Price per night from

$107

1 minute walk to subway, 10 minutes to airport

Revere b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 49 minutes

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Price per night from

$339

Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!

Windham tented camp

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 53 minutes

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Price per night from

$115

Edgartown - Clean, quiet, and comfortable home close to bike trail

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$746

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

Back Inn Time--The Loft

Saint Albans apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$362

Cozy bedroom apartment in a heart of

Beverly apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$192

Apartment - Platja d'Aro (Platja d´Aro) - Swimming Pool And Private Terrace

Oakville apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$238

Malden West End Apartment close to Boston

Malden apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$224

Private Room with Shared Bathroom Close to MIT/Kendall/MGH/Harvard/Subway

Cambridge house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$69

GREAT VACATION HOUSE-GREAT LOCATION TO SOUTH BEACH

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$345

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rentals in Southwest Harbor

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