Showing

PreviousNext property

$100

2 BR / 0 BA / Sleeps 6

Calm Breezes - Southwest Harbor vacation rentals
1 / 10

$100

Inquire

Calm Breezes

2 BR / Sleeps 6 | Quick view

Details

This cute camp nestled in the woods on a ridge in Southwest Harbor not only welcomes your four-legged friends, but offers a discount for people that bring their pets along! Calm Breezes is a comfortable camp with basic kitchen appliances, two bedrooms plus a sleeping loft, and a deck for watching the deer in evenings …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Microwave
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$172

4 BR / 0 BA / Sleeps 8

Clarkside - Southwest Harbor vacation rentals
1 / 13

$172

Inquire

Clarkside

4 BR / Sleeps 8 | Quick view

Details

Hunt for sea glass on your own private beach from this duplex property adjoining the neighboring Southside. Clarkside and Southside are near the village amenities of Southwest Harbor, and share a lane with the Claremont Hotel, perfectly situated for strolling over for dinner or drinks. Clarkside has four bedrooms, all…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$143

2 BR / 2 BA / Sleeps 5

Acadia shorefront - Just for you - Southwest Harbor vacation rentals
1 / 5

$143

Inquire

Acadia shorefront - Just for you

2 BR / 2 BA / Sleeps 5 | Quick view

Details

This wonderfully situated cottage combines convenience, privacy,and direct access to the shore, where there is a wide beach framed by massive ledges replete with tidepools, mussel beds, and other fascinations for young and old. The cottage is a comfortably furnished, fully equipped vacation home with a large deck. On …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$286

4 BR / 3 BA / Sleeps 8

1 Reviews

$286

Book

Family Friendly Farmhouse with fantastic views

4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located in Manset, 2 miles south of Southwest Harbor, this classic New England farmhouse has 4 bedrooms, 2.5 baths, living room, kitchen, dining room, laundry, back deck and front porch with spectacular views of mountains and harbor. Fully furnished and equipped for your vacation needs. Dining room seats 8. Second …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Beautiful house in a calm area

Left on Jul 27, 2014 for a stay in July 2014

Our stay in the Farmhouse at South-West Harbor was a great experience. We were seven in the house: the grand-parents (my wife and I), my two daughters, my son-in-law and my two grand-daughters. There was ample room for everyone and needless to say that the two kids stayed on the third floor enjoying the view. The kitchen is fully equipped for cooking and we enjoyed dining using the multiple …

PreviousNext property

$150

3 BR / 3 BA / Sleeps 6

Nepenthe Den - Southwest Harbor vacation rentals
1 / 21

$150

Book

Nepenthe Den

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Nepenthe Den is a newly renovated and spacious Farmhouse with water and mountain views conveniently located in the heart of Southwest Harbor. We have thoughtfully tried to provide all the amenities you would have in your own home. We want you to feel as comfortable as possible while on vacation. Nepenthe has a fully …
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Fireplace
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children

PreviousNext property

$415

5 BR / 0 BA / Sleeps 9

Diamond Rock - Southwest Harbor vacation rentals
1 / 19

$415

Inquire

Diamond Rock

5 BR / Sleeps 9 | Quick view

Details

29 Sail Mountain Road is home to this wonderful hidden gem called "Diamond Rock." Very distant views of the ocean can be enjoyed, especially from the Captain's Watch. The entry leads up to a large open main room offering a living space with fireplace, two dining areas, eat-in kitchen, half bath, and above is the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$458

5 BR / 0 BA / Sleeps 9

1 / 12

$458

Inquire

Sunnymead

5 BR / Sleeps 9 | Quick view

Details

This cozy cottage not only has a lovely wooded setting, but also a right of way to the ocean, so a short stroll from the yard takes you to one of the best private beaches on the island! Sunnymead's interior is warm and inviting with comfortable seating in front of the wood-burning fireplace, and a dining room with …
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Toaster
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$171

3 BR / 2 BA / Sleeps 5

4 Reviews

$171

Inquire

Pauls Cottage @ Seaside Cottages, Mt Desert Acadia

3 BR / 2 BA / Sleeps 5 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Paul's Cottage is the year-round home where my father-in-law spent his retirement years. Built to resemble a New England barn, the spacious pine-paneled living room features a cathedral ceiling and a granite fireplace that is likely the largest you have ever seen! 3 Bedrooms – The three bedrooms will comfortably …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(4)

We will keep coming back!

Left on Nov 28, 2011 for a stay in October 2011

My husband and I found this place in 2005 and we absolutely fell in love with it. We have come back at least once per year since then. The cottage is on the peaceful "Quietside" of the island so you can relax, yet close to everything Acadia National Park has to offer. The huge fireplace is perfect for chilly fall nights; the sunsets off the back deck are breath-taking; and on most mornings we …

PreviousNext property

$678

6 BR / 4 BA / Sleeps 13

1 / 22

$678

Book

Woodfield

6 BR / 4 BA / Sleeps 13 | Quick view

Details

EXCEPTIONAL OPPORTUNITY & HIGHLY RECOMMENDED!!! Woodfield is a one of its kind, classic traditional shingled oceanfront residence overlooking the entrance to Somes Sound, with breathtaking views of the ocean and surrounding mountains. This spacious six bedroom home is bordered by Acadia National Park, offers …
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$186

4 BR / 0 BA / Sleeps 9

1 / 15

$186

Inquire

Customs House

4 BR / Sleeps 9 | Quick view

Details

Welcome to Customs House – an oasis of peace and serenity that combines 19th century charm with 21st century convenience. Built in 1858, extensively remodeled in 2003, and newly furnished in 2013, Customs House offers comfortable spaces throughout to relax, gracious new Maine cottage furnishings, every modern …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$350

6 BR / 4 BA / Sleeps 14

6 Reviews

$350

Book

Captain Nathan Clark House

6 BR / 4 BA / Sleeps 14 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Historic home Located at the corner of Clark's Point and Claremont Road overlooking Southwest Harbor. Built in the 1800's as a home for the sea captain Nathan Clark. Wood planked floors, wood panel walls, updated kitchens. Three queen beds, two full size, four twin beds. Water view from the dining room, master bedroom…
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Clothes Dryer
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(6)

a great time

Left on Jul 08, 2010 for a stay in June 2010

We had 3 families with 9 total children and the place was perfect beds for everyone. Highly recommend renting both sections if you have a large group. The Rebecca's section of the house is and addition and was great especially in the morning when the other side was sleeping, and the early risers could eat breakfast without waking everyone up. The 2 kitchens and 2 frigs accommodated all our …

PreviousNext property

$243

3 BR / 0 BA / Sleeps 7

1 / 12

$243

Inquire

Western Way

3 BR / Sleeps 7 | Quick view

Details

You'll have many opportunities to watch for Mermaids from this spacious townhome: from the deck of the main living space and the master bedroom you'll have views of Southwest Harbor and the ocean, or perhaps a glimpse of one taking a dip in the heated swimming pool below. The townhome is filled with Mermaid charm …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$786

7 BR / 0 BA / Sleeps 14

1 / 11

$786

Inquire

Sea Ledges

7 BR / Sleeps 14 | Quick view

Details

Located just down the road from Hinckley’s Boat Yard, one mile outside of Southwest Harbor, Sea Ledges boasts one of the most beautiful waterfront views on the island. With seven bedrooms and five baths, Sea Ledges offers old world elegance that can accommodate almost any family size. The Cottage comes with the…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$158

2 BR / 0 BA / Sleeps 4

1 / 13

$158

Inquire

The Bungalow

2 BR / Sleeps 4 | Quick view

Details

Located right in Southwest Harbor, just before Seawall Road, "The Bungalow" is an opportunity to stay centrally on Mount Desert Island and close to all of Acadia National Park's wonder. Visit the Bass Harbor Lighthouse, only a few miles away, have a picnic at Seawall Beach, walk in to the village of Southwest Harbor …
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$115

2 BR / 0 BA / Sleeps 4

1 / 6

$115

Inquire

Gilbert Cottage

2 BR / Sleeps 4 | Quick view

Details

This two bed, one bath cabin is set in a convenient location in Southwest Harbor. **Nightly Rates Not Available. 7 day minimum.** Additional amenities include: coffee maker, sheets, comforters, grill or outdoor fireplace, dish towels/cloths, vacuum, blankets.
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$115

3 BR / 0 BA / Sleeps 6

1 / 8

$115

Inquire

Summer Song

3 BR / Sleeps 6 | Quick view

Details

Take in the Quiet Side of Mount Desert Island from this comfortable three bedroom home in Manset. Beach access is minutes away down a short residential lane, and Seawall beach with Wonderland and Ship Harbor Trail are just around the corner. Summer Song offers a small kitchen with access to the back deck and a large …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$158

3 BR / 0 BA / Sleeps 6

1 / 10

$158

Inquire

Southside

3 BR / Sleeps 6 | Quick view

Details

Enjoy your own private beach or relax on the deck when you stay at this duplex property adjoining the neighboring Clarkside. Southside is near the village amenities of Southwest Harbor, and shares a lane with the Claremont Hotel, perfectly situated for strolling over for dinner or drinks. Upstairs at Southside there …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$243

3 BR / 0 BA / Sleeps 6

1 Reviews

$243

Inquire

Rice Cottage

3 BR / Sleeps 6 | Quick view
“ Average ” 1 Reviews

Details

Reviews

(1)

Rice Cottage best accommodates the discerning traveler who enjoys the delicate combination of respite and charm. Come to discover Acadia National Park and Mount Desert Island's environs all from a quaint setting right in Southwest Harbor. From Rice Cottage, start your days with morning walks and talks. Enjoy the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Great location - bad location

Left on Sep 10, 2013 for a stay in August 2013

Spent the last week of August here.

It's an interesting home. As you can see in the pic it's made up of 3 parts, the bedrooms and living room which flow in to what appears to be a newer section with the kitchen and then a newer section that is a day room coupled with the laundry and downstairs bath.

It's located within an easy walk to downtown Southwest Harbor.

However, it sits …

PreviousNext property

$715

4 BR / 0 BA / Sleeps 8

1 / 5

$715

Inquire

Ti Amo

4 BR / Sleeps 8 | Quick view

Details

Just 10 yards from the rocky shore and with fabulous views of Somes Sound, Bear Island Light and the Western Way, Ti Amo sits awaiting your party to enjoy the ideal Maine setting. Add your own flair for enjoying Mount Desert Island, and you will not want to depart! Ti Amo's first floor offers a kitchen with all …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$143

3 BR / 0 BA / Sleeps 8

1 / 10

$143

Inquire

Pine Knoll Cottage

3 BR / Sleeps 8 | Quick view

Details

This location has it all for those looking to be near park trails and town, and still maintain a private setting when they return home for the day. Set atop Sail Mountain, Pine Knoll is spacious and bright, enjoys air conditioning, a large deck with hot tub, and a lovely wooded setting with granite outcroppings. …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$143

4 BR / 0 BA / Sleeps 6

1 / 13

$143

Inquire

Kingsley Harbor House

4 BR / Sleeps 6 | Quick view

Details

**Reduced rates for July and August** **$1900/week for parties up to 6 people. Each additional guest $150 per person to a maximum of 8 people.** This immaculate in-town house provides all the comfort you need with four bedrooms and two baths, and a great proximity to the village of Southwest Harbor's shops and …
  • Washing Machine
  • Clothes Dryer
  • Towels Provided
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$180

2 BR / 1 BA / Sleeps 4

1 / 13

$180

Book

Summer Cottage Nestled in the Woods

2 BR / 1 BA / Sleeps 4 | Quick view

Details

This two bedroom summer cottage is nestled in the woods of Manset on the shore road, with a small pond off the deck and a peek-a-boo view of the ocean and mountains and direct access to road that runs along the ocean and through the boatyards. There are two bedrooms, a bath, and a great room with kitchen, dining, and …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children

PreviousNext property

$208

2 BR / 2 BA / Sleeps 5

1 / 8

$208

Book

Ledges' Guest Cottage - shorefront & just for you

2 BR / 2 BA / Sleeps 5 | Quick view

Details

Our Guest Cottage is designed to be shared by two couples or a family with up to three children. It is fully equipped, including use (at your risk however) of our canoe. The property is superbly located at the tip of Clark Point, which lies between Southwest Harbor and Somes Sound. Sit on the deck and look out …
    • Suitable for children - ask
    • Suitable for the elderly

    PreviousNext property

    Inquire for rates.

    5 BR / 0 BA / Sleeps 9

    1 / 12

    Inquire for rates

    Inquire

    Connor Point

    5 BR / Sleeps 9 | Quick view

    Details

    When you are ready to enjoy a vacation on Maine's ocean with views to swoon for and a mooring for your boat, plus sloping lawns and perfect winds, make your destination plans for Connor Point in Southwest Harbor. Available only 2 weeks per year, this traditional Maine home on the water is the one to ask for. Access to…
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • Towels Provided
    • Dishwasher
    • Pet friendly
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Looking for more rentals?


    We're showing only results that match your dates and preferences.


    See all 65 Southwest Harbor rentals, all 0 Bar Harbor and Mount Desert Island rentals, or start a new search.


    There are no more results in Southwest Harbor. Top of page