Vacation Rentals & Cottages in Southwest Harbor

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NH Country Retreat Family Reunions & Weddings

Tamworth house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Shared outdoor pool (unheated) Golf within 30mins drive

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Price per night from

$401

Match: Shared outdoor pool (unheated) Golf within 30mins drive

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Price per night from

$975

Match: Shared outdoor pool (unheated) Golf within 30mins drive

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Price per night from

$802

Match: Shared outdoor pool (unheated) Golf within 30mins drive

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Price per night from

$401

Match: Shared outdoor pool (unheated) Golf within 30mins drive

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Price per night from

$81

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Price per night from

$201

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3 Bedroom Townhouse 1 Mile to Lift

Newry townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$402

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

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$184

Highland House

Westbrook house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 23

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$1,717

Beachfront Condo with Great Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$253

Charming Cottage with a Channel View

Weirs Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$183

Family House on Short Sands at York Beach

York Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$402

Sweet Farmhouse with Ocean Views

Rockland apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$171

Annie's Outlook at Sunset Cottages

Acadia National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Great location, beautiful view, cosy place” We visited for a week with our kids (9, 12 years) in July, I can only support my Co-reviewers: a most beautiful location, the sea at your feet, a spectacular sight with sunsets and rocks for kids to climb, with love, taste and insight prepared surroundings (find a bench/picknic table at the places you like to sit), a cosy, clean place, with all you need to feel comfortable, kind people meeting your needs/wishes whereever possible, lots of interesting things to do (hikes, biking, whale watching) in close distance.

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$186

Ellenton Cottage on the Cove, Prospect Harbor

Prospect Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

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Price per night from

$311

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

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Price per night from

$746

2500ft | 3 Bed Front HBR | 60’ Lap Pool | Fire Pit | DT 5 Min Walk

Chester house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$419

Remote Hunting Camp in Northern Maine - Bear's Lair

Linneus studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$142

Mountain Log Home, Panoramic Views! Hot Tub! 3 bedrooms, 3.5 Baths.

Madison house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$572

Remote Hunting Camp in Northern Maine - Moose Den

Linneus studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$142

Ocean Waterfront - Walk to Pemaquid Light

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$369

Prime Village Location - 5 Minute Walk to Beach!

Ogunquit condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$241

Lynn Ann Cottage with great deck in “Island Section”! Dog friendly!

Hampton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Just right for a wonderful beach vacation” My husband and I have stayed at this cute little cottage for many years. It is by no means fancy or large, but it is just what is needed for a great little get away every fall. We can bring our family dog with us, and we enjoy drinking our coffee on the gorgeous deck every morning, and taking walks on the beach at sunset. We keep coming back because of the fabulous location and wonderful memories!

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$328

The Graingers' Family Beach House! Totally new renovation!

Hampton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$493

“Cozy New England Cottage Was Perfect!” It was just a short walk to lobster rolls and nightly entertainment, which was great for unwinding at the end of the night after a tough day at the beach! The neighborhood was nice and quiet, with friendly people and a wonderful atmosphere. It was fantastic to be able to see the Wednesday night fireworks from my back deck! The cottage was comfortable and I felt like I was right at home. Lots of amenities, like aC, cable, and wireless internet!

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$279

Camden cottage near ocean and downtown.

Camden house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Couldn't ask for more!” This rental cottage was extremely well equipped and spotless. The owners were very hospitable and were available for all our needs including questions concerning the Camden area. The lawn and gardens were well maintained. We spent many evenings sitting in the adirondack chairs on the front lawn and many mornings enjoying our coffee on the back deck. The location was ideal as we could walk into town to shop, sight see and sit by the harbor and watch the boats while enjoying an ice cream from a nearby ice cream shop. We were four senior citizens looking for a quiet, comfortable and friendly locale and we found it here. We all said we would definitely return to Camden and stay at this home-away-from-home again.

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$253

Slice of Paradise at Hampton Beach, NH

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$270

LARGE 3 BEDROOM W/AIR COND. & FREE BEACH PARKING

Old Orchard Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$410

Kendall Farm Cottages

Perry cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$197

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$666

The Tranquility Suites - ideal for Extended Stay

Fredericton b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$167

Breath taking Ocean Harbour Front 3 Bedroom 2 Bath

Chester condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 42 minutes

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$168

Brand New Modern Loft Home

Topsham house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$213

The Loft Guest Cottage

New Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$230

Sea Glass Cottage - Home From Home

St. Martins house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$252

Responds fast! avg. 3 hours 47 minutes

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$316

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$197

Long Lake escape; spectacular lake views! A pet friendly, family owned home.

North Bridgton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 58 minutes

1 of 2 match: Shared outdoor pool (unheated), Golf within 30mins drive

1 of 2 filters match

Price per night from

$172

Viewing 38 of 344
rentals in Southwest Harbor

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