Vacation Rentals & Cottages in Southwest Harbor

Updating...

age 0-16
208 Results

Relevance

Price: low to high

Price: high to low

Reviews

208 cottages

Amazing Maine Get-Away - Maine's Western Mountains

Andover house

  • 16 bedrooms
  • 7 bathrooms
  • sleeps 32

Match: Stereo system Private outdoor pool (unheated)

All filters match

Price per night from

$1,141

Resort Home with Hot Tub Pools Fireplace

Campton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 13 minutes

Match: Stereo system Private outdoor pool (unheated)

All filters match

Price per night from

$286

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

Stylish home on Lovely Salt Water Cove

Stonington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$286

Johnson House

Greenland house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$392

Damariscotta waterfront home

Damariscotta house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$514

Bayberry Cottage - Storybook cottage in the lovely woods of Pretty Marsh

Mount Desert cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

“summer vacation” good clean place , very spacious near town. Tv cable or internet require for bad weather.

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$146

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$510

Pinelodge Cottage - rustic beauty oceanfront near ANP

Bernard cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$561

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: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$167

Seal Cove Beach Smokeshed Cottages

Grand Manan house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$114

Beautiful harbor-front home

Boothbay Harbor condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$224

Summer Vacation Rental Old Orchard Beach

Old Orchard Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$359

9 Perio Point

Beals house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$237

Cedarledge Cottage at Seaside Cottages, waterfront, Acadia - "quiet" side of MDI

Southwest Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$262

Maine Ocean Front 2 Bedroom Cottage

Tenants Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“A Little Bit of Heaven” Several years ago I had the good fortune to rent this cottage "sight unseen" and have been returning each year for 10 or so years which tells you how much I love it here. Dream about it in the winter too. It is immaculate, close to a small beach, stores, and not too far from Rockland and Camden. If I could, I would spend the summer here and be in heaven! Tranquil, beautiful, soothing and good for the soul are some of the ways I would describe Hupper Cottage. The owners are terrific and most accommodating. In my opinion you won't find a better place to stay in Maine for rest and relaxation! Walking and sight seeing are great, and the lobster and sunsets are fabulous! Great hub for sightseeing in mid-coast Maine as well.

Responds fast! avg. 2 hours 24 minutes

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$160

Aldernest Den-Quiet Side of Mount Desert Island/Acadia - short walk to the shore

Southwest Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$180

Pinelodge Cottage, Quiet side of Mt. Desert Island, Acadia Natl.Park, waterfront

Mount Desert cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$278

Oar Island

Bremen cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

“perfect” We love Oar Island. It is the perfect vacation place for families with children of different ages, or just a couple. There is hiking, sunning, relaxation, but mostly what we love about Oar Island is the isolation. It is an adventure as well, since the only way to get there is by the little motorboat. It is a getaway for certain kinds of people; but if you prefer the Marriott type of stay, this is not that kind, it is much more "out-doorsy".

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$268

Seacroft

Stockton Springs log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“clean,quiet and comfortable” very conviently located,to all that taht mid-coast Maine has to offer. Bed was comfortable and kitchen well equiped. The outside porch was a great place to relax after a busy day,with a nice view of the beautiful gardens. Within a short distance you will find several good local resturants and shopping. Margaret is a wonderful hostess and makes you feel right at home. Also,it is a great value for anyone not needing special handicap access.

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$143

Secluded Yet Accessible Cottage with Beach

Brownfield cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$122

Moosehead Lakefront (Mount Kineo) Cottage Rental

Rockwood cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$229

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$294

Palace / MerVeille

Biddeford cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$189

Kezar Lake; 10 acre estate on a the Lake.

Lovell house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$343

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$183

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

Limerick house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$180

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$195

Charming Home Near Rumford Falls & Ski Areas, Sunday River

Rumford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 51 minutes

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$113

Hillside Cottages Norway ME Arran

Norway caravan/mobile home

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$149

Gorgeous Secluded Log Home

Pittsburg house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 50 minutes

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$284

Plymouth's Historic 1920 Doll House - a Tiny House

Plymouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$211

Two Level Condo/North Conway/ Views

North Conway apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$200

Seal Rock - crafted cabin on the water near Acadia and Bar Harbor

Mount Desert log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$226

Acadia Dreamscape - quiet & private, near Acadia National Park

Southwest Harbor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$142

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$380

Harbor Breeze A - downstairs duplex in the village of Bar Harbor

Bar Harbor apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Loved the rental, not the parking” We wanted to be downtown as it is always more difficult to find parking for dinner and shopping. The house is on a quiet street convenient to town and the bar for launching our kayak. Our one concern was that there was not enough off street parking for our vehicle and a vehicle for the upstairs rental without blocking someone in. We were lucky being there in September and no one rented the upstairs. Even in September, we never saw parking on the street that was available should someone be upstairs. We loved the rental, but just got lucky on the parking.

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$210

Ledgewood Cottage - large & comfortable near Long Pond & Acadia

Lamoine cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$420

Big Dragonfly - cozy and quaint in the village of Bar Harbor

Bar Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Stereo system

1 of 2 filters match

Price per night from

$188

Viewing 38 of 208
rentals in Southwest Harbor

×

Also consider