Vacation Rentals & Cottages in Southwest Harbor

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"DISCOUNTED PRICE FOR ANY WEEK IN JUNE" Townhouse in Ocean Park Meadows, OOB

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Shared outdoor pool (unheated) Staffed property

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Price per night from

$290

Slopeside Attitash near StoryLand, White Mountains

Glen condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated) Staffed property

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Price per night from

$229

Match: Shared outdoor pool (unheated) Staffed property

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Price per night from

$401

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Price per night from

$80

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SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$373

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$143

The Mission House Bed & Breakfast - a beautiful, historic property

Gagetown b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Staffed property

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Price per night from

$109

1 of 2 match: Shared outdoor pool (unheated), Staffed property

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Price per night from

$195

Very Private Family Compound on Lake Winnisquam

Belmont villa

  • 10 bedrooms
  • 4 bathrooms
  • sleeps 25

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$2,038

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), Staffed property

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Price per night from

$185

Little Cottage at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Peaceful, Romantic and Inspiring” First I must say that all folks involved in the rental and care of the cottages are the tops. They know just how to be there for everything you might need without being intrusive, and the cottage is very bright and clean. This small cottage is on one spectacular piece of property where we sat by the cove each night in strategically placed adirondack chairs to watch the glorious sunsets. Cannot recommend Little Cottage too highly for a couple or single, as long as they are not too tall. The location is perfect for those who want to be on the quiet side.

1 of 2 match: Shared outdoor pool (unheated), Staffed property

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Price per night from

$136

Relaxing And Clean - Maine Seacoast

Kittery house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Staffed property

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Price per night from

$157

STRONG TIMBERS B AND B CRICKET HOLLOW

Kingsclear b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Staffed property

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Price per night from

$117

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$314

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$139

Escape to Ogunquit - a pool, the beach, Perkins Cove and the Footbridge

Ogunquit condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$543

Beachfront Condo with Great Views

Old Orchard Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Staffed property

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Price per night from

$251

White Mountains, NH Resort Condo with pool

Lincoln apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Beautiful and highly recommended” The townhouse was clean and well maitained. There was plenty of room for four or more people. The upstairs balcony over looking the living rooom and the slider to the deck was great. There were views from just about every window. The fireplace made for a great way to relax and enjoy the townhouse. I would highly recommend this property to a friend and I plan to go back. It is close by to many attractions and restaurants. There a is a shuttle bus to Loon Mountain for skiing. I am looking forward to staying agisn next year.

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$126

Virginia's Sunset at Sunset Cottages

Bernard cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$152

Unique A-Frame Farmhouse on Working Farm in Maine

Rumford farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$229

Green Edge Of Fabulous Downtown

Portsmouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$627

Comfy Seaside Cabana

Hunts Point villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 56 minutes

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$374

The 1760 Tavern, Charming Antique Colonial

Townsend manor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$205

Getaway To Silence , Artsy Forested Woodland Home

Parsonsfield house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$502

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$154

Unique A-Frame Working Farmhouse in Maine

Rumford b&b

  • 3 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$144

Oceanfront Cottage On Linekin Bay Boothbay Harbor

Boothbay Harbor cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$287

Secluded Home-COTTAGE AT OTTER CREEK-Sleeps 9!

Otter Creek house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$258

Hillside Ocean View 2BR with Private Beach Access

Ipswich house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$189

Rust Pond Camp at Grey Shingles Camps

Wolfeboro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$292

Tiny House Cottage

Boothbay Harbor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Staffed property

1 of 2 filters match

Price per night from

$172

Private Lakefront Cottage on a Unique Setting - Maine At It's Best!

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$180

Linderhof - 2 bedroom condo

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$154

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$447

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$334

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$277

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$365

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