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 4 of 4, showing 18 records out of 78 total, starting on record 61, ending on 78
Accommodations For 8
Mendelson Log Cabin (SW08-M3)
38 Dirigo Road, Southwest Harbor
Area: In Town, Rural
Charming log cabin set in a quiet, residential location on the Dirigo Road. This 3 bedroom, 2 bath home has a large wrap around deck and a small yard in the rear. East proximity to town and the harbor as well.
The Wood Box (SW06-C4)
53 Seawall Road, Southwest Harbor
Area: Ocean Front, Water View, In Town, Water Access
Formerly listed with us as “Woodhaven,” The Wood Box has had some recent renovations. This summer cottage has been in the same family since it was built in 1932. Situated directly on the shore with a stone patio on the water side, The Wood Box has full views of the mountains and the water. Close proximity to downtown for dining and shopping.
The Roost (SW08-G2)
19A Winding Lane, Southwest Harbor
Area: Water View, Mountain View, Rural
The Roost, built in 2000 and renovated in 2014, combines rustic style with contemporary use of space and conveniences. It has outstanding views from the upper deck of the Somes Sound, mountains of Acadia and outlying islands. Located in a quiet residential area, yet close to local amenities. An easy walk will take you to center of the village, to the town docks or quiet lanes that lead you across the causeway to golf course and access to the trails of Acadia National Park. Decks on both the main level and the second level master bedroom.
Herrick Road Home (SW08-M4)
83 Herrick Road, Southwest Harbor
Area: In Town
SUNDAY TO SUNDAY RENTAL - CALENDARS WILL REFLECT SATURDAY TO SATURDAY. Freshly remodeled and updated, you will find this lovely property located in the Clark Point Road neighborhood in Southwest Harbor, within easy walking distance (approximately 3 blocks) to town center in one direction and the working harbor in another. The front yard, deck, and front rooms offer views of the neighborhood, the Western Mountain cluster, while the brick terrace with dining table that seats eight and fire pit enhance the secluded, quiet rear garden. Sound-insulated interior walls and floors provide quiet space separation and privacy. And child-friendly design provides an engaging and safe environment for children. Catch the free Island Explorer bus in town for a day of exploring around Acadia National Park / MDI without having to worry about parking or traffic.
Causeway Cottage (SW08-H1)
17 North Causeway Lane, Southwest Harbor
Area: Water View, Mountain View, In Town
Charming, private light filled cottage located off desirable Fernald Point Road, next to the Causeway Club. Inside you will find plenty of room for everyone to enjoy their Maine vacation. The open floor plan boasts a sky light in the living room, lots of light filled windows through out, wood floors (downstairs) as well as beautifully crafted, vaulted wood ceilings. Enjoy the comfort of the screened in porch or the lovely sunny deck, both of which look towards the golf course and peaks of Norwood Cove. For the hiker, The Causeway Cottage is close proximity to Flying Mountain, Valley Cove, Acadia Mountain, just to name a few, and is also an easy drive into town for your dining and shopping needs. Bar Harbor is also a 25 - 30 minute car ride.
Dir Treu (SW08-M1)
50 Shore Road, Southwest Harbor
Area: Water View, Mountain View, Rural
Spacious home with spectacular view of the harbor, the mountains and islands. Located across the road from the Manset town dock, this home offers spacious comfortable living with a wrap around deck to enjoy the view. A smaller cottage in front of this home can be rented with this home for a family reunion or vacationing with friends. With lots of amenities and tasteful furnishings "Dir Treu" is an ideal vacation home for you and your family.
Accommodations For 9
Tide Down (SW09-S2)
7 Harbor Ave, Southwest Harbor
Area: Water View, In Town
Enjoy lovely peaks of the water from this 4 bedroom, 2 bath house situated on an in-town picturesque side road that ends at a harbor overlook. Decks on the ground and second level allow for outdoor seating and entertaining. For the sailors or adventurers there's an outdoor shower, too.
Accommodations For 10
The Sheilin aka Johnston Cottage (SW09-J1)
65 Route 102A, Southwest Harbor
Area: Ocean Front, Water View, In Town, Water Access
SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.
Located on the Manset shore, this lovely rustic open beam cottage with a fireplace in the living room, offers plenty of room for a large family vacation. From the living room and deck you overlook the Great Harbor with extended views up Somes Sound, outlying islands and the mountains of Acadia. A great place for canoeing and kayaking. Also within walking distance to town and the FREE Island Explorer shuttle bus.
Aleria (SW10-M1)
16 Kinfolk Cottage, Southwest Harbor
Area: In Town
A beautiful and charming 100 year old cedar shingled "Captains House" with covered granite porch and large open yard situated on a quiet dead end road. Easy walk to the center of town, the park or the ocean. Offering a spacious yard and comfortable rooms centered around a large fireplace in the living room and a modern kitchen. A wonderful summer house for your Maine vacation that can accommodate 2 families.
Harbor View Cottage (SW10-H2)
90 Clark Point Road, Southwest Harbor
Area: Ocean Front, Water View, In Town, Water Access
This 1930 built home has been fully renovated in 2018 by the new owners. Everything is new - kitchen, bathrooms, floors, paint, etc. The house is ideally situated in town and on the water with shore access. Acadia National Park is accessible by car or free Island Shuttle Bus. The property is composed of the main house and guest house. Walk to town for ice cream or a popover. Walk to Beal's for a lobster. Launch your kayak from the house. Sit on the large deck and watch the lobster boats come and go. Take in a magnificent sunset and relax!
Hamblen House & Guest Quarters (SW10-D1)
49 Seal Cove Road, Southwest Harbor
Area: In Town
SUNDAY TO SUNDAY RENTAL. INQUIRE FOR AVAILABILITY.
Hamblen House is a historic home that offers modern amenities with yesteryear charm, where original wood flooring, wainscoting and period moldings combine with updated features such as granite, stainless steel and modern color palettes. The main house is perfectly suited for four, and the stylish, detached guest house accommodates up to 4 - 6 more. This charming offering will be your home away from home. Acadia National Park's Seal Cove entrance is literally just down the street, as are other national park venues such as St. Saviour, Flying, Acadia, and Beech Hill mountains, the park's Echo Lake swimming area and the Seawall and Ship Harbor entrances to the park. It's conveniently located less than one mile from Southwest Harbor's bustling village and fine shopping and restaurants, and Causeway Club golf, too. Start your day from the upper balcony with a cup of coffee and a warm blueberry muffin. Spend your day exploring the national park, one of the island's special villages, or venture beyond Mt. Deserts Islands shores looking for whales or puffins. And finally, wind down at the end of the day by sitting with family and friends around the fire pit.
Accommodations For 12
Underledge (SW12-G1)
16 Ledge Road, Southwest Harbor
Area: Ocean Front, Water View, Mountain View, In Town, Water Access
Built in the 1900's this beautifully maintained home sits right at the oceans edge, offering views of the mountains and the outlying islands. The large wrap around lawn starts at the front of the house and rolls down to the water, where one will find a fire pit and Adirondack chairs. There is a large waterside deck with furniture and a screened porch which has been furnished with wicker furniture that just invites you to sit down and enjoy the views after a busy day or the peacefulness of morning coffee. "Underledge" is within easy proximity of downtown Southwest Harbor for several dining and shopping options and access to the free Island Explorer bus for a day of sightseeing on MDI. This family home offers 8 bedrooms and 4 1/2 baths, so there is room for everyone!
Hawes Cottage (SW12-M1)
Meadow Lane, Southwest Harbor
Area: Ocean Front, Water View, Rural, Water Access
This wonderful house sits right at the water's edge in a splendid location. Private location with views of Cranberry Island, the mountains of Acadia and the Western and Eastern Ways - an ideal spot for a family vacation and only minutes from the center of town or Acadia National Park to enjoy all its activities, although, you may not want to leave this wonderful place.
Woodfield Cottage (SW12-Z1)
6 Rocky Pasture Lane, Southwest Harbor
Area: Ocean Front, Water View, In Town, Water Access
SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.
Traditional, shingled Maine cottage overlooking the entrance to Somes Sound. Bordered by Acadia National Park, enjoy the beach, deck and glassed enclosed porch. An unmatched setting for scenic beauty and access to the ocean and the Park all to enjoy your Maine vacation!
Tigsacolle (SW12-M3)
11 Kinfolk Lane, Southwest Harbor
Area: In Town
Recently updated 1926 summer cottage on the National Register of Historic Places situated a few minutes walk from Southwest Harbor town center, the harbor and the Causeway golf/pool/ tennis club. Features a charming kitchen with modern appliances, a dining room table that can accommodate a large family as well as a fireplace in the living room for the occasional cool evening.
Accommodations For 13
Knollen (SW13-F1)
South Causeway Lane, Southwest Harbor
Area: In Town
Spacious cottage ideal for gatherings of friends and family or for retreats. Ideal location close to ocean, town, Acadia National Park, public golf course and tennis courts. Six bedrooms with beds for 13. Comfortably furnished dining room, living room with stone fireplace, TV/study room, screened porch. fully equipped kitchen. Spacious yard and woods surround the house. Garage and additional parking. 5 minute walk to the ocean, Island ferry, restaurants, stores, library, gym etc. Enjoy the near by picturesque causeway for watching tide changes and sunset. Nearby to local golf course, tennis court, hiking & biking trails. Free Island Explorer stop nearby too. The Knollen has all you could want for cooking, grilling, playing indoor and outdoor games, learning about Mt. Desert, Acadia and local restaurants and attractions. There even is a piano!
Sea Ledges (SW09-S1)
Shore Road, Southwest Harbor
Area: Ocean Front, Water View, Mountain View, Rural, Water Access
Large summer home with new dock and large lower lawn areas. Located just down the road from Hinckley's Boat Yard, Sea Ledges boasts one of the premier 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 property comes with the use of a private, deep water dock for tenants enjoyment.
Accommodations For 15
Balla Cragga (SW11-H1)
Kinfolk Lane, Southwest Harbor
Area: Ocean Front, Water View, In Town
Large 100+ year old stone house with stone patio, views of the mountains and ocean and use of a private dock for an additional fee. Located on a quiet, dead end street, just a 5 - 10 minute walk to center of town.
DISCLOSURE/DISCLAIMER
If you are booking your property online and have any doubts or questions about a particular property, for example: the location, view, layout, amenities etc., just give us a call at 207-244-3891 or email us. We should be able answer or clarify your concerns.
Our intention is to have "only" satisfied customers. We have tried to provide fair descriptions of the rental properties. On rare occasions, when a renter arrives they are disappointed with the rental unit. Once a lease is signed, there will be no refunds, however, we will do our best to sublet it with owners permission.
If you have any doubts, you should make an effort to view the property in person prior to signing the lease.
More Information
We are continually putting new listings online. If you can't seem to find what you need, please either fill out the Rental Inquiry Form, email us or give us a call at (207) 244-3891 and we'll be glad to help.
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Payment Policy
Rental payments must be in US funds and can be in the form of a personal check, cashier's or certified check,traveler's check or cash. Visa, Master Card, and Discover are now accepted. If paying by credit card there will be a 3.5% administrative fee applied to the payment.