Cottage holiday rentals in Islesboro

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Islesboro

Guests agree: these cottages are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cottage

4.93 out of 5 average rating, 247 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Guest favourite

Cottage

4.93 out of 5 average rating, 120 reviews

Cottage on the lake

Cozy cottage on Graham Lake. Sleeps up to 5 people. But keep in mind the cottage is very small and would be tight for 5 adults. It’s more suited for 2-3 adults, or a small family. Imagine coffee on the deck with a view of the lake. Bring your canoe and fishing pole, or browse the shops and restaurants in downtown Ellsworth. If you like the outdoors, there’s plenty to do. The area is filled with hiking trails and beautiful views. Just 45 minutes from Acadia National Park and Bar Harbor.

Guest favourite

Cottage

4.92 out of 5 average rating, 141 reviews

Loon Sound Cottage, On the Water

Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill Peninsula. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A wonderful place for the perfect balance of rest and adventure.

Guest favourite

Cottage

4.95 out of 5 average rating, 100 reviews

Cottage by the sea

Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

Guest favourite

Cottage

4.98 out of 5 average rating, 140 reviews

Southwest Harbor Cottage

Enjoy unparalleled views of bustling SW Harbor and the beauty of Acadia National Park from the comfort of a newly renovated cottage. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll to the village where you'll find plenty of shops and restaurants. Access to the water is easy for those who don't mind a little clamoring down the bluff. End your days on the deck and keep your eyes peeled for seals!

Guest favourite

Cottage

4.98 out of 5 average rating, 393 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Guest favourite

Cottage

4.98 out of 5 average rating, 245 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Guest favourite

Cottage

4.99 out of 5 average rating, 122 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Guest favourite

Cottage

4.9 out of 5 average rating, 127 reviews

Belfast Ocean Front Cottage

This quaint ocean front cottage is surrounded by lovely flower gardens and a panoramic view of Belfast Harbor. You're 20 feet from the beach ,and a 10 min walk to town.We have recreational kayaks you can use to paddle about the bay and up the river. With a shabby-chic decor, lots of windows & light, the cottage will steal your heart & give you a Maine experience to remember!

Guest favourite

Cottage

4.97 out of 5 average rating, 107 reviews

The Cottage - close to Camden and Belfast

Beautiful newly renovated guest cottage minutes to Camden and Belfast and a day trip to Acadia National Park. All modern amenities, private back yard, and back deck, lovely covered porch. The cottage is located within walking distance to Nortons Pond, Lincolnville General Store (opening this summer!), the post office and the Lincolnville Library.