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 2 of 5, showing 20 records out of 86 total, starting on record 21, ending on 40
Accommodations For 4
Field View (SW06-S4)
377 Main Street, Southwest Harbor
Area: In Town
SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.
Charming bungalow just off the center of town. Very convenient location for your shopping and dining needs, as well as walking distance to the FREE Island Explorer bus stop for all your sight seeing pleasures.
Harbor Oasis (SW04-P1)
7 Ocean Way, Southwest Harbor
Area: Ocean Front, Water View, Mountain View, In Town
This renovated Maine vacation cottage in the lovely village of Southwest Harbor, sleeps 4 people and is located down a quiet lane close to the shore and within an easy walk to shops and restaurants as well as just minutes to Acadia National Park. A large attached deck offers great views to the left, of the water and ample space for dining and viewing the expansive harbor. The gazebo, located directly on the shore, is a most relaxing place for enjoying a refreshing libation morning, noon and night with 180 degree views of the harbor. The open floor plan provides living and dining spaces, as well as a spacious kitchen. A clever placement of the flat screen tv above the cozy gas fireplace, allows easy conversation flow throughout. The two queen bedrooms are also on the first floor as is the full bath with radiant tiled flooring and tub-shower combination. Bustling Bar Harbor is just 20 minutes away with many shopping, dining and 'people watching' opportunities.
NOTE: It is NOT recommended to try and launch canoes or kayaks from the shoreline as there is no flat portion, it’s full of jagged rocks (very slippery) and there is a rather steep hill directly into the water.
Apple Cottage (SW04-S1)
457 Seawall Road, Southwest Harbor
Area: Ocean Front, Water View, Rural, Water Access
Charming guest cottage set back from the water that offers 2 bedrooms, a nice deck and great views of the mountains and Somes Sound. Easy open floor plan for convenience. Close to Seawall and some park trails (Wonderland and Ship's Harbor) and just a shore drive from town for shopping and dining.
Coveside Cabin (SW04-H1)
74 Fernald Point Road, Southwest Harbor
Area: Ocean Front, Water View, Water Access
Rustic, older log cabin tucked in the woods on desirable Fernald Point Road. One can enjoy the small deck overlooking a babbling brook and the views of Fernald Cove. This property is surrounded by nature and tall pines. Located just a short distance from the Causeway Club and downtown SW Harbor.
Accommodations For 5
Spruce Cottage (SW04-C2)
164 Shore Road, Southwest Harbor
Area: Water View, Rural
Sunday to Sunday rental although calendars still reflect Saturday to Saturday
This cozy two bedroom summer cottage is nestled in the woods of Manset, next door to the owners' home yet nicely screened for your privacy. The deck overlooks a small pond and early risers may well spot deer in the back yard. A short walk along the Shore Road provides beautiful views of the ocean and the mountains of Acadia as well as easy access to the town dock, boat rentals, Cranberry Island Ferry, churches and the free Island Explorer bus stop. Groceries and other Southwest Harbor shops and restaurants are just minutes away
Blue Skies (SW05-M2)
20 Dirigo Road, Southwest Harbor
Area: In Town, Rural
Two bedroom 2nd level rental located in a desirable location within close proximity to town, the marina and all that Acadia National Park has to offer. This rental is attached to a main residence and has a private separate, entrance and parking. The owners may be in residence from time to time. There is a heat pump for heat or air conditioning and a ceiling fan. There is also a generator in case of emergency.
Gilbert Cottage (SW05-L1)
34 Long Pond Road, Southwest Harbor
Area: In Town, Rural
Classic Maine cottage nestled in the spruce woods above Southwest Harbor. The house will charm you with its pine interior, brick chimney wood burning fireplace and cathedral ceilings in the dining area and living room. Outside there is a small yard and deck for stargazing or grilling. This cottage is private, yet still close to town, making it an ideal summer getaway for a couple or a family.
Hillcrest Cottage (SW05-S1)
Hillcrest Circle, Southwest Harbor
Area: In Town, Rural
Two bedroom, fully equipped home located in a quiet wooded setting. Located with in close proximity to town for your dining and shopping needs. In town you can also grab the free Island Explorer bus for a day of exploring in Acadia National Park.
Wesley House (SW06-S1)
16 Wesley Avenue, Southwest Harbor
Area: In Town
Well equipped and maintained house near the center of town, located on a quiet side street, that is convenient to shopping, dining and one of the many stops for the FREE Island Explorer Bus service.
8 Wesley Avenue (8 Wesley Avenue WR)
8 Wesley Avenue, Southwest Harbor
Area: In Town
Charming in town home available for the winter rental season only. Being offered fully furnished. Full basement with washer and dryer. Lovely fenced in yard with patio.
Fernwood (SW05-B1)
57 Dirigo Road, Southwest Harbor
Area: In Town
SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.
Charming Maine cottage that was featured in the September '16 issue of Country Living, has undergone an extensive renovation while preserving historic character. Fernwood is located on highly desirable Dirigo Road and within walking distance to Main St., restaurants, Cranberry Isles ferry, Causeway Club and MDI Sailing Center. Designed and renovated in the Maine coastal cottage vernacular, this three bedroom, 2 bath home exudes historic charm while providing modern conveniences. Enjoy visiting local farm stands and cooking in the fully equipped kitchen thoughtfully designed with high end appliances, custom cabinets and soap stone sink. Dine alfresco on the screened porch or relax on the sun porch after a day in Acadia. In the evening you may enjoy a stroll to the Claremont Boathouse for drinks and dinner at the lobster pound. Acadia trails such as Flying Mountain, St. Sauveur and Wonderland are minutes away. The owners have carefully curated the cottage with local art, antiques and comfortable furnishings.
Cranberry View (SW05-S2)
455 Seawall Road, Southwest Harbor
Area: Mountain View, Water Access
If peace and quiet in your own home are what you desire, Cranberry View is the perfect retreat to bring the family and escape it all. The house offers the visitor plenty of privacy and a private shore path to the ocean's edge, surrounded by spectacular scenery. There is easy access to every activity Acadia has to offer, even free public transportation, in season, right from the end of the driveway. Easy convenience to the park, shopping, free public transportation in season, and all the other activities here on Mt Desert Island. About two hundred yards from the coastline. Delightful character with a large yard and gardens surrounding. Wander down the enchanting shore path to the water's edge, or enjoy nature from the deck, listening to the endless chatter among the birds and the sounds of the nearby ocean. A great place for your kids and adults to explore all that Mount Desert and Acadia National Park have to offer.
Lawrence Guest Cottage (SW05-L2)
7B Cutler Road, Southwest Harbor
Area: Ocean Front, Water View, Mountain View, Water Access
Charming guest cottage located near the Claremont Hotel. Follow the mowed path that leads you down to a beautiful shoreline of granite ledges and a sandy beach where one can spend the day gazing out over the water watching the passing boats, view of Somes Sound and the mountains of Acadia. These lovely views can also be seen from the deck of the cottage. Just a short car ride from downtown Southwest Harbor where one can shop, dine or catch a ride on the free Island Explorer for a day of discovering all the Mount Desert Island and Acadia National Park have to offer.
Accommodations For 6
Southwest Sun (SW06-C1)
9 Wood Street, Southwest Harbor
Area: In Town
"Southwest Sun" is a lovely property to that you can bring the whole family too with lots of room to spread out and have fun! Enjoy harbor views from the front deck and stargazing in the evening is a must! Convenient location to walk or bike into town for dining and shopping, as well as easy access to jump on the free Island Explorer bus. A short drive to Bar Harbor and Northeast Harbor and many popular hiking entrances. Southwest Sun is a comfortable place to come back to after a busy day of exploring and making great family memories!
Pilot House (SW06-C2)
465 Main Street, Southwest Harbor
Area: Ocean Front, Water View, In Town
SUNDAY TO SUNDAY RENTAL, HOWEVER CALENDARS STILL REFLECT SATURDAY TO SATURDAY BOOKINGS.This inviting oceanfront property, thoughtfully updated over the years, offers unrivaled waterfront views from its in-town, Southwest Harbor setting. With ample living space on three levels, you'll have plenty of room to gather with friends and family. From the updated kitchen, to the elevated deck with expansive views, to the beautifully landscaped yard, this serene retreat, known locally as "Pilot House," welcomes up to 6 persons with 3 bedrooms and 3 baths.
Talaria Cottage (SW06-A2)
23 Mansell Lane, Southwest Harbor
Area: Rural
Quaint 2 bedroom cottage with views of the Manset shore and mountains from the 2nd level. Walking distance of the Great Harbor Marina (approx. 15 mins.) The Seawall entrance to Acadia National Park is about 2 miles away. There is also easy access to the Free Island Explorer for a day of exploring all over Mount Desert Island.
Spruce Cottage (SW06-B1)
Journey's End Lane, Southwest Harbor
Area: Water View, In Town, Rural, Water Access
Charming cedar shingled cottage tucked into the woods with partial/limited ocean view and right of way to the shore. Little Spruce Cottage is well appointed and within reasonable walking distance of Southwest Harbor for dining, shopping or to catch the free Island Explorer bus for a day of meandering throughout Acadia National Park or for a day trip to Bar Harbor. This lovely property is the perfect mix of rustic charm and modern conveniences, making it the ideal spot to spend your Maine vacation!
Calm Breezes (SW06-B5)
70 Freeman Ridge Road, Southwest Harbor
Area: In Town, Rural
This simple, small rustic A-frame is nestled quietly in the woods for those who want to enjoy the great outdoors. Close proximity to Echo Lake Beach, Acadia National Park trails, downtown Southwest Harbor and about four miles to Ships Harbor and Wonderland in Seawall. You are likely to see birds, squirrels, an occasional fox, turkeys, deer and more off the back deck of the cabin. The little cabin tucked in the woods is located towards the end of a quiet dead end road, this spot is ideal for a small family. NOTE: Posted rates are for 4 guests maximum. See special conditions for 5th and 6th guests.
Summer Song (SW06-F4)
358 Seawall Road, Southwest Harbor
Area: Rural
Close proximity to both the village of Southwest Harbor as well as the Seawall entrance to Acadia National Park. Traditional Maine home on one acre. Great backyard. Walking distance to the public beach/water access at the Cable Crossing.
Renardie (SW06-F6)
12 Winding Lane, Southwest Harbor
Area: In Town
Comfortable cottage tucked away in the woods next to the Claremont Hotel offering a spacious deck with ocean views and is located near town and Acadia National Park. The free bus "Island Explorer" stops nearby and takes you to the different areas of the park.
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.