Vacation Rentals & Cottages in Southwest Harbor

/ Home
/ Vacation Rentals
/ United States
/ Maine
/ DownEast and Acadia Maine
/ Mount Desert Island
Book with confidence.

Updating...

age 0-16
142 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

142 cottages

Why am I receiving these results?

Match: Shared outdoor pool (unheated) Skiing – property near ski resort

All filters match

Price per night from

$974

Match: Shared outdoor pool (unheated) Skiing – property near ski resort

All filters match

Price per night from

$801

Match: Shared outdoor pool (unheated) Skiing – property near ski resort

All filters match

Price per night from

$401

Match: Shared outdoor pool (unheated) Skiing – property near ski resort

All filters match

Price per night from

$201

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

SKI IN SKI OUT! Luxury Rare Mountainside Unit

Glen condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Skiing – property near ski resort, 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: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$144

Renovated House Nestled in the White Mountains

Campton house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$315

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: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$543

Lake Winni - Condo - 205

Laconia house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$139

Red House w/ Access to Sebago Cove

Naples house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$379

ON MOUNTAIN, SKI IN-SKI OUT Sleeps 14-16 HappyTrails

Newry house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

Responds fast! avg. 1 hour 58 minutes

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$1,598

Slopeside condo with great view on Burke Mountain

East Burke condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$401

Linderhof - 2 bedroom condo

Glen condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$155

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$386

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$270

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$292

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$365

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$386

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$308

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Skiing – property near ski resort, 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 6

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$288

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$334

Spruce Point Inn

Capitol Island log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, 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 6

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$277

"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: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$291

Spruce Point Inn

Capitol Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$324

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

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$180

Sebago Cape with Mountain Views and Lake Access

Raymond house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$149

Cozy Loft - Mountain Views & Sebago Lake Access

Raymond studio

  • Studio
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

Sebago Lake Home with Mountain & Lake Views

Raymond house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$81

White Mountain Getaway

Lincoln house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$258

Forest Ridge townhouse, free shuttle to Loon

Lincoln townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 24 minutes

1 of 2 match: Shared outdoor pool (unheated), Skiing – property near ski resort

1 of 2 filters match

Price per night from

$430

Ogunquit beach house sleeps 6 Opening. May 19 th

Ogunquit condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$327

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$270

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$270

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$285

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$285

1 of 2 match: Skiing – property near ski resort, Shared outdoor pool (unheated)

1 of 2 filters match

Price per night from

$285

Viewing 38 of 142
rentals in Southwest Harbor

×

Also consider