Vacation Rentals & Cottages in Southwest Harbor

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60 cottages

Andy's Retreat - Heated outdoor pool, Hot Spring jacuzzi, central AC, BBQ

Falmouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (heated) Cycling trips

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Price per night from

$684

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Beach Getaway

Moody cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Cycling trips, Shared outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Responds fast! avg. 1 hour 52 minutes

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$360

Waterfront Home on Scenic Cove

Harpswell house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$183

Ocean Front Cottage on Penobscot Bay

Belfast cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$320

Salt Water Farm,The Studio, Waterfront Organic

Brooksville apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$169

Idyllic Suite, Ocean and Island Views near Acadia

Southwest Harbor apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$161

Haiku House - your gateway to Acadia

Acadia National Park cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$542

Camden Bungalow close to ocean & downtown.

Camden house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$223

Quintessential Rustic Maine Oceanfront Cottage with Sunset Views

Tremont cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$343

Pleasant Street Village Home

Vinalhaven house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$280

ACADIA National Park. Walk to Ocean, Restaurants! Private Deck Mountain VIEW

Winter Harbor house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Comfy and Clean” Our family of five just returned from staying five nights in Winter Harbor. The stay was wonderful and the house was really great. We all felt so at home. The house was spotlessly clean. The neighborhood was very friendly. The owner provided so much helpful information on area sights and restaurants. There was everything we could possible need in the house for cooking. Three bedrooms upstairs provided nice privacy for early risers to start their day without bothering the others. Nice little deck for quiet reading in the sun. Short bike ride to Grindstone Neck. Could have easily biked to Schoodic Point but ended up driving. Just loved it. Hope we can go back again!!!

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$314

Cozy 1 bedroom house in Rockport Village

Rockport house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$143

Log Cabin in the Best Town on Mt. Desert Island

Southwest Harbor log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“This is very clean, well-accomodated, and in a great location!” Our family just returned from a week in this great cabin. We wanted to be very close to acadia National Park, but not in a busy area. The location was perfect for this. The cabin is within walking distance of a small town with great restaurants and stores, and a very short drive (some 5 minutes, some 10 minutes, some 15 minutes) to all the sights of the national park. And when you return to the cabin you experience its quiet and natural setting at its best. It was rejuvenating to be there. The owners have obviously taken a lot of time and effort to make their home user-friendly. It comes equipped with everything you need for cooking and relaxing. Everything is clean and cared for, and the entire cabin has a cozy yet spacious feel to it. Very highly recommended!

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$302

Minutes from Popham Beach - Cozy Maine Coast Cottage

Phippsburg cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$257

34 Pleasant Street Lubec, ME

Lubec cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$280

Tranquility on Penobscot Bay Private Retreat: Perfect Midcoast/DownEast Location

Stockton Springs house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 42 minutes

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$343

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$468

Oceanfront Cottage w/ Dock & Mooring - walking distance to Acadia

Southwest Harbor cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$571

"Tugwassa" On Down East Jones Pond- poet's cottage

Gouldsboro log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$172

Bar Harbor Getaway

Bar Harbor house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$229

Tidewater Popham Beach House

Phippsburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$456

Maine. Lovely Cottage on Penobscot Bay

Penobscot cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Amazingly well equipped and idylically located.” Everything you could want in a vacation cottage except a beach. Great for a poet or a painter. Not a lot of action in the immediate neighborhood, but not far away.Quiet, well maintained and comfortable.

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$242

The Carriage House in Downtown Bar Harbor! Holland Ave Vacation Rentals!

Bar Harbor house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$400

Lobster Harbor View Modern Cottage 4+ Bed, 2 Bath

Tenants Harbor log cabin

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$311

SUNSETS ON SEBEC LAKE

Dover Foxcroft cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$195

Waterfront vacation home--fully equipped

Liberty house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$375

Spectacular Oceanfront Retreat

Spruce Head house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$400

Midcoast Waterfront Maine Home- Direct Waterfront, secluded site.

Cushing house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$310

lakefront chalet style house on sebec lake

Sebec chalet

  • 1 bedroom
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$400

Lake Front Maine Cabin on Cold Stream Pond

Burlington log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$229

Lakeside Cabin Near Belfast Bay w/ Kayaks & Canoe

Swanville log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$114

Charming ocean front cottage in Harpswell

Harpswell cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 55 minutes

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$176

Beachfront Cottage on Indian Point

Georgetown cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$314

Pristine oceanfront cottage

Milbridge cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$294

Greenville Log Cabin w/ Bunkhouse

Greenville log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 11

“Excellent stay” the location is amazing the beach is on the doorstep this is a great family pet friendly caven We ll visit again

Responds fast! avg. 2 hours 39 minutes

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$172

Moose Tracks

Lincolnville cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“Wonderful” My family and I spent a week at Moose Tracks and we had a fantastic time! We couldn't have asked for better weather, and the lake was absolutely beautiful. We hope to come back next summer!

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$245

The Pickering House - an 1854 Harbor View Home

Deer Isle farmhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (heated), Cycling trips

1 of 2 filters match

Price per night from

$457

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rentals in Southwest Harbor

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