Southwest Harbor Vacation Rentals

Southwest Harbor Vacation Rentals & also vacation rentals in Bass Harbor, Bar Harbor, Northeast Harbor, Blue Hill, Trenton & all the villages of Mount Desert island & Acadia National Park.

Oceanfront & lakefront cottages, cabins, condos, villas, and estates. For more details and availability, just click on the listings below.

Many Pet Friendly Vacation Rentals! Just look for the running dog.

Most rentals go from Saturday to Saturday. Check in: 3 PM-- Check out: 10 AM unless otherwise stated. Most Listings have 2 photos and a detailed description with prices. Although these pages are frequently updated, please check with our office to confirm current prices & availability

Page 1 of 5, showing 20 records out of 86 total, starting on record 1, ending on 20

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Accommodations For 2

Calm Waters (SW04-D1)

50 Clark Point Road, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: Ocean Front, Water View, In Town, Water Access

Delightful seasonal air-conditioned shore front cottage located at the head of the harbor. In town, yet private. Just a short walk to the town center for dining, shopping and a free Island Explorer bus stop. Located in a peaceful setting, yet convenient to all that SW Harbor has to offer. Calm Waters is the perfect spot to land after a busy day of wandering around MDI and exploring throughout Acadia National Park.


Manset Studio (SW02-A1)

325 Seawall Road, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: Rural

Charming garage apartment, nicely landscaped and located just 1 mile from Seawall. This property is situated in a quiet setting, yet centrally located to access the National Park and shopping and just a short 5 minute drive to town for shopping, dining or to catch the free Island Explorer bus. The bright pine interior makes this a pleasant vacation place.

The Studio (SW02-H3)

42 Fernald Point Road, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: Ocean Front, Water View, In Town, Rural, Water Access

Delightful shore front hideaway, ideal for that honeymoon couple. Located in a very desirable picturesque area of Southwest Harbor with a panoramic ocean view and within walking distance of golf course and Acadia National Park hiking trails.

Acadia (SW04-B1)

106 Clark Point Road, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: Water View, In Town

Charming 1 bedroom apartment located in a 3 apartment duplex. This unit is near the the upper town dock offering a nice deck with harbor views and is close proximity to downtown Southwest Harbor for dining, shopping and the free Island Explorer Bus.

King's Point Cabin (SW02-M1)

5 Wellington Lane, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.5 / Max People: 2
Area: Ocean Front, Water View, Rural, Water Access

Charming cabin at the end of a private road with shore access. Nice deck with yard space and water views. Close proximity to town for dining, shopping and to catch the FREE Island Explorer bus for a day of sightseeing on MDI and throughout Acadia National Park.

Serenity (YR Apartment)

56 Freeman Ridge Road, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: In Town, Rural

Brand new 1 bedroom, 1 bath garage apartment. Great location for those looking for a great year round community.

Cape Overlook (SW02-A2)

11 Robinson Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 2.0 / Max People: 2
Area: Water View, In Town

SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.
"Cape Overlook" is the perfect spot to land after a day of exploring all that MDI & Acadia National Park have to offer. This charming home is well equipped inside and out. It offers a lovely furnished deck that expands the front of the house with unobstructed views of the Western Way and mountains beyond. For convenience, you are within close proximity to town for dining, shopping and everything else that a quaint little town might have to offer.




The Little House (SW02-H1)

9 Winding Lane, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: In Town

This Lovely rustic cabin tucked in the woods off of Dirigo Road is within easy walking distance to the center of SW Harbor for dining, shopping or catching the FREE Island Explorer bus to explore Acadia National Park and all it has to offer. Many Acadia trails are within a five-minute drive. After a day of hiking the trails of the Park, a ride on the Cranberry Isles ferry, or a round of golf at the Causeway Club, enjoy the private deck and relax in the natural surroundings to take in the natural surroundings of "The Little House". It's the perfect spot for those looking to be off the beaten path.

Tree House (SW02-S1)

455 Seawall Road, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 2
Area: Water View

Perfect honeymoon retreat! Surrounded by spectacular scenery, privacy and quiet, the Tree House is the ideal place to stage all of your adventures to explore the riches of Mount Desert Island. The house is perched up high with limited views of Western Way and Cranberry Island from the deck. Enjoy and relax to the endless chatter of birds and the distant sounds of boats traveling by. Stroll down the private shore path to the oceans edge and miles of shoreline to explore. Or catch the free Island Explorer bus, right from the end of the driveway to take you on limitless adventures into the park. Perfect place for two to rekindle and relax. **2nd floor entry via an exterior spiral staircase. This property might not be good for those unsteady on their feet.

Accommodations For 4

Overboard (SW04-D2)

15 Lawler Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.5 / Max People: 4
Area: Water View, In Town, Water Access

4 level cottage within walking distance from town for dining, shopping, the free Island Explorer bus and the Great Harbor Marina. There is access to the shore via a common right of way.

Cottage at Seawall Point Lane (SW04-D3)

11A Seawall Point Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: Rural

Charming cedar shingled cottage, with pine floors throughout the living and dining areas and two bedrooms. There is a large yard in the back for children to play. This cottage is within walking distance to Seawall Beach and a just a short drive to Acadia National Park's Wonderland and Ship Harbor.

Knollette (SW04-F2)

31A South Causeway Lae, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: In Town

Tucked away in the woods, this cozy, fully equipped cottage is only minutes from the center of Southwest Harbor, a short walk to the ocean and within easy access to Acadia National Park. A perfect spot for a quiet vacation. A larger cottage on the property can be rented with this house, making it a perfect setting for a family reunion. Check out ID number SW11-F1.

Seascape Way (SW04-G1)

17 Seascape Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: Water View, Rural

Well equipped 2 bedroom, 1st floor apartment located near Seawall, with distant views of the ocean and Duck Islands. Only minutes from several walking trails of Acadia National Park making it a nice place to vacation and relax after a day of sightseeing.

Spindle Cottage (SW04-L2)

5 Cutler Road, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.5 / Max People: 4
Area: Ocean Front, Water View, In Town, Water Access

Located within a family compound on Clark Point, this rustic charming cottage sits at waters edge. It offers splendid 180 degree views of he islands, mountains of Acadia and ocean activity. A small deck with a beach complete this delightful setting.

Seabrook 2 (SW04-M2)

Lawler Lane, Southwest Harbor

Bedrooms: 1 / Bathrooms: 1.0 / Max People: 4
Area: In Town

A renovated barn with upstairs apartment. Two blocks to restaurants, stores and free Island Explorer bus to Acadia National Park.

The Shore Cottage (SW04-M3)

Kinfolk Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: Ocean Front, Water View, Mountain View, In Town

Charming, contemporary waterfront cottage. This 2 bedroom property overlooks the ocean and also offers views of the mountains and outer islands. Very bright and open. Close proximity to town for dining and shopping.

Gladeview (SW04-R2)

Pork Chop Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: Rural

Cozy private home located at the beginning of the Great Salt Water Marsh that separates the villages of Bass Harbor & Southwest Harbor. From the wrap around deck you enjoy a peaceful setting and occasional wildlife that inhabit the Marsh. The Fire Trail of Acadia National park, that leads you to Seawall, and and the entrance to the Marsh are within walking distance. Bring your bicycle and kayak. Short drive to restaurants & shopping.

Cozy Cottage (SW04-S4)

East Ridge Road, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: In Town

SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.
Beautifully decorated, clean home loaded with amenities. Located minutes from the center of Southwest Harbor, short distance to ocean and Acadia National Park and fresh water swimming. Private and quiet setting.

The Treehouse (SW04-W1)

31 Herrick Road, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.5 / Max People: 4
Area: In Town, Water Access

This open cathedral cottage is nestled in the trees on the shore off Norwood's Cove, with shared float dock and Adirondack chairs. The cottage offers open living/dining/kitchen plan with a lot of windows. New in 2017 there is a queen master bedroom added, located off the dining room and French doors to the deck. An added bonus for the nature lover is the outside shower. This property is close proximity to town for dining, shopping and the convenience of catching the FREE Island Explorer bus for a day of sightseeing in Acadia National Park.

Muir Teachin (Sea Cottage) (SW03-O1)

5 Lawler Lane, Southwest Harbor

Bedrooms: 2 / Bathrooms: 1.0 / Max People: 4
Area: In Town

This quaint cottage offers granite counter tops, cherry floors, tiles flooring in the bathroom and a lovely covered porch to relax on. Another porch on the 2nd story offers views of the harbor and surrounding area. The cottage is located within a walking distance of 2 - 3 minutes to town for dining, shopping, activities and local events. You can also catch the free Island Explorer bus in town for a day of sightseeing and adventure in Acadia National Park. There is also a public path to the water which offers easy access to the shore and a great spot to launch a kayak or canoe.

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