Island vacation rentals in Maine

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Top-rated island rentals in Maine

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

Guest favorite
Farm stay in Westport Island
| Westport Island Stilt House |
Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.
Feb 21 – 28
$266 per night
4.82 out of 5 average rating, 108 reviews
Guest favorite
Home in Deer Isle
Stunning waterfront on Deer Isle
Beautiful modern waterfront vacation home on Deer Isle. This secluded home is situated on 5 acres with 720' of ocean frontage lined with pink granite, your own pocket beach, and a deepwater pier. The property features comfortable contemporary furniture, a stunning fireplace for chilly evenings, and expansive views of Long Cove and beyond. The village of Deer Isle is just over a mile away, where you'll find antique stores, galleries, a flower shop, and local favorite 44 North Coffee.
Jan 2 – 9
$375 per night
4.91 out of 5 average rating, 58 reviews
Guest favorite
Home in Friendship
Vintage ISLAND farmhouse, BYO boat/kayak. Unique!
A Midcoast Maine island paradise. Bring (or rent) your boat/kayak and taste for adventure. Secluded circa-1850 saltwater farmhouse, 1/4-mile private shore. No plumbing (outhouse, rain-barrel showers). No electricity (candles, lamps, flashlights; solar phone-charging). One mile from Friendship Harbor town landing. Beach, wharf, boathouse, forest trails, blueberries, kayak adventures, dark night skies, lobsters, peace, quiet. Note: Inaccessible at dead-low tide.
Aug 12 – 19
$231 per night
5.0 out of 5 average rating, 74 reviews

Popular amenities for Maine island rentals

Family-friendly island rentals

Guest favorite
Cottage in Tremont
Sealport Cottage: Full week Saturday-Saturday only
Feb 21 – 28
$320 per night
4.88 out of 5 average rating, 76 reviews
Guest favorite
Home in Eustis
Flagstaff Lakefront-Near Sugarloaf Vacation Home
Feb 3 – 10
$283 per night
4.9 out of 5 average rating, 99 reviews
Home in Vinalhaven
Waterfront Island Maine Getaway
Apr 16 – 23
$433 per night
4.55 out of 5 average rating, 11 reviews
Cabin in Steuben
Rustic Cabin on the Maine Coast
Jul 20 – 27
$115 per night
4.62 out of 5 average rating, 13 reviews
Home in Deer Isle
19th Century Island Cottage
Jun 8 – 15
$176 per night
4.96 out of 5 average rating, 24 reviews
Guest favorite
Island in Indian Purchase Township
Private island with rustic cabin on large lake
May 25 – Jun 1
$225 per night
5.0 out of 5 average rating, 25 reviews
Home in Deer Isle
Becks Camp
Oct 12 – 19
$303 per night
4.88 out of 5 average rating, 8 reviews
Guest favorite
Island in Monmouth
Island Glamping in a Luxury Tent in Maine
Sep 21 – 28
$102 per night
4.98 out of 5 average rating, 193 reviews
Guest favorite
Island in Monmouth
Escape to Tree House Island Life
May 23 – 30
$232 per night
4.99 out of 5 average rating, 87 reviews
Superhost
Island in Arrowsic
Crow Island Nature Lovers Off the Grid Island
Jun 17 – 24
$187 per night
4.79 out of 5 average rating, 29 reviews
Superhost
Island in Cumberland
Bates Island: Casco Bay Glamping Experience
Jun 8 – 15
$975 per night
4.91 out of 5 average rating, 11 reviews
Guest favorite
Cabin in Lincoln County
Cozy Oceanfront Cabin on Private Maine Island
Sep 20 – 27
$176 per night
4.9 out of 5 average rating, 29 reviews
Island in Cumberland
Island Cottage Getaway in Casco Bay!!
Jul 30 – Aug 6
$342 per night
4.89 out of 5 average rating, 63 reviews
Guest favorite
Island in Damariscotta
Your Own Private Island Retreat.
Jun 29 – Jul 6
$510 per night
4.88 out of 5 average rating, 16 reviews
Guest favorite
Home in Matinicus
Isle Be Back!
Jun 15 – 22
$200 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Island in South Freeport
Bowman Island rustic sea cabin/camping getaway
Jan 8 – 15
$158 per night
5.0 out of 5 average rating, 16 reviews
Guest favorite
Yurt in Portland
Trailside Tent on private island w/ historic fort
$379 per night
5.0 out of 5 average rating, 7 reviews
Cottage in Lincoln County
Charming Cottage on Private Maine Island
Sep 30 – Oct 7
$214 per night
4.96 out of 5 average rating, 23 reviews
Home in Deer Isle
Narrows House
Sep 6 – 13
$471 per night
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