Vacation Rentals & Cottages in Southwest Harbor

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138 cottages

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Match: Shared outdoor pool (unheated) Solarium or roof terrace

All filters match

Price per night from

$981

Reservations

New Castle chateau

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated) Solarium or roof terrace

All filters match

Price per night from

$659

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

3 Bedroom, 3 Bath Spacious Condo

Ogunquit condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$360

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$374

Perfect little Condo

Waterville Valley condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$145

Rustic, Romantic, & Spacious Log Chalet BEST PLACE for Family, & Friends

Cape Neddick chalet

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$883

Cozy loghouse 5 bedrooms- Hidden gem

Fredericton cottage

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 13

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$380

Maine Bed & Boat, NEBI

Damariscotta boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$339

LunaBlu Lodge

Bethel house

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$1,039

Dreamy Oceanfront Escape

Port Mouton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 55 minutes

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$590

Cozy Riverside Retreat Cottage with 2 Fire Places

Crousetown house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$126

Beachside Cottage by the Sea w/beach access - Aboiteau Beach

Cap-Pelé chalet

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$210

Maine Bed & Boat, MAZU

Damariscotta yacht

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$338

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 36 minutes

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$137

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$316

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: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$522

Ocean Surf Cottage at Summerville Beach - Reboot Your Soul

Hunts Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$264

Cozy 3 BR Cottage On Hills Beach - Available from July 17 to July 24.

Biddeford Pool cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$412

Getaway To Silence , Artsy Forested Woodland Home

Parsonsfield house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$506

Wonderland on a Lake

Freedom house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$460

34 Pleasant Street Lubec, ME

Lubec cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$281

Tidewater Popham Beach House

Phippsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$457

Responds fast! avg. 33 minutes

1 of 2 match: Shared outdoor pool (unheated), Solarium or roof terrace

1 of 2 filters match

Price per night from

$171

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

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$182

Linderhof - 2 bedroom condo

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$156

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$216

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$366

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$279

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$388

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$310

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$326

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$449

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$293

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$289

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$335

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$284

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$406

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

Old Orchard Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Solarium or roof terrace, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$291

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rentals in Southwest Harbor

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