Island holiday 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.

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Cottage in Steuben

4.92 out of 5 average rating, 38 reviews

Peaceful, Private Oceanfront Cottage on Dyer Bay

PerOceanfront cottage situated only 60 ft from the rocky shoreline. Nestled among spruce and fir trees with water on two sides and over 185 feet of frontage, this home provides access to all the best that DownEast Maine has to offer. Whether you're kayaking on the bay, bicycling on any number of local bike paths, or hiking one of the spectacular ocean trails, this is a perfect place where you can relax and unwind. Enjoy the view from the wraparound deck or down on the rocks by the water's edge.

Guest favourite

Cottage in Tremont

4.88 out of 5 average rating, 91 reviews

Sealport Cottage: Full week Saturday-Saturday only

Sealport Ocean Cottage is a magical place with sparkly days and starry nights! Beautiful ocean views of Seal Cove, Blue Hill Bay on the "Quietside" of this island. Rustic, family owned for 60+ years, this comfy, quiet summer only cottage is all yours to enjoy sunsets, days on the porch, woods and seashore near Acadia National Park. Weekly rentals Saturday to Saturdays only: check-in 4pm or later, check-out 10am, with 5 safety hours between guests for professional cleanings, relax & enjoy!

Home in Matinicus

4.93 out of 5 average rating, 15 reviews

Isle Be Back!

This quintessential Island New Englander is ready to welcome you. Well stocked with toys and equipment for hours of fun. Dog friendly too! Sit on the front porch and enjoy the well groomed perennial gardens, relax while cooking out on the large back deck, explore the beaches, eat fresh lobster, gaze at the stars, enjoy and decompress 23 miles out to sea. Must travel to island by air or sea; travel fees not included in reservation. Once your visit has concluded you'll say "Isle" Be Back!

Guest favourite

Farm stay in Westport Island

4.83 out of 5 average rating, 125 reviews

The 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.

Top guest favourite

Home in Friendship

5 out of 5 average rating, 86 reviews

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.

Superhost

Home in Yarmouth

4.87 out of 5 average rating, 137 reviews

Eagle's Nest on 8 acres next little john preserve

Nestled on 8 acres overlooking Casco Bay, the Eagle's Nest cottage has 1 bedroom and 1 bathroom. Open plan with full-kitchen and living room including a queen-size sofa bed. Located on an island, you're only 20 minutes from downtown Portland and 10 minutes from downtown Yarmouth. Last but not least the cottage is a 5-minute walk from a 23-acre preserve that has numerous scenic viewpoints, tide pools and ledges, and picnic tables. Coastal Maine at its best!

Cottage in Lincoln County

4.96 out of 5 average rating, 25 reviews

Charming Cottage on Private Maine Island

You'll feel the Magic of the Maine islands in cozy Oar Island Cottage. One of only two houses on a private island, it's the perfect balance between wilderness and comfort. A five-minute boat-ride brings you to a world of bird-calls, private swimming, and the scented pine forest. Have some high-quality family time by choosing something from our bookshelves, puzzles, or board games, or go see what fish are biting. Come see why so many guests love Oar Island!

Top guest favourite

Island in Monmouth

4.98 out of 5 average rating, 235 reviews

Naughty Dog Private Island Log Cabin

Be all alone on this remote island with 1400 acres of Annabessacook Lake as your backyard. Enjoy pristine surroundings, a rustic, off-the-grid log cabin, with solar lighting and a hot shower. Swimming, boating, fishing, birding, and relaxing by the fire - do it all (or not). Prepare for adventure! Pack light: Bring your vacay clothes, pups, favorite food, & be ready for a blissful, private island get away. It's AWAY away.

Guest favourite

Campsite in Penobscot

4.98 out of 5 average rating, 120 reviews

Private Lakeside Camping in Penobscot, Maine

Private lakeside camping on Toddy pond in Penobscot, Maine 50 min. from Acadia and Bar Harbor. This 400 foot private wooded lakeside lot is available for camping. This rental is close to Acadia, Ellsworth, Bucksport and the Blue Hill Peninsula. Go out and explore the area attractions or stay put and swim, fish, and kayak on one of Downeast Maine's most popular lakes; Toddy Pond.

Island in West Gardiner

4.92 out of 5 average rating, 49 reviews

Nature Lovers Paradise Lake Island

Your own island! Who has not dreamed of having one? This little gem of an island can be yours for a week. Little Diamond Island is a 1/4 acre island located in Lake Cobbossee in West Gardiner Maine. Just 20 minutes from Augusta Please note: good housekeeping is required of everyone. No cleaning service is provided.

Home in Deer Isle

4.96 out of 5 average rating, 26 reviews

19th Century Island Cottage

Step off-the-grid in this quaint four bedroom cottage on an island on the water of the Penobscot Bay for the perfect low-tech getaway. No running water or indoor plumbing. Propane fridge + stove are among the cabin’s few compromises to modernity. A small solar setup has recently been installed for charging phones.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Popular amenities for island rentals in Maine

Kitchen

Wifi

Free parking on premises

Air conditioning

Family-friendly island rentals

Superhost

Private room in Stonington

Spruce Island lodge (bedroom 1)

Mary BethRating, 5 stars46 months ago

The perfect peaceful, nature loving, awe inspiring ocean vacation I could ever ask for. The island is heavenly, the accommodations are are stunning, and the host makes it accessible.

Chalet in Frye Island

4.76 out of 5 average rating, 87 reviews

Cabin in Paradise

ChiaraRating, 5 stars9 months ago

My family and I had a awesome time enjoyed the quiet and relaxing days. Michael was very helpful and very quick responses to any questions we had.The cabin was very nice it felt like home was very comfortable slept very well. Everything about the cabin and the island was well worth going looking forward to going again in the future.

Island in Arrowsic

4.82 out of 5 average rating, 34 reviews

Crow Island Nature Lovers Off the Grid Island

LindaRating, 5 stars10 months ago

We were delighted to get a chance to stay on this beautiful island in a quiet spot surrounded by water and birds! I liked walking barefoot in the mudflats during low tide…! Very well stocked and we appreciated Deborah’s flexibility around the weather. Hope to come back!

Island in Indian Purchase Township

5 out of 5 average rating, 26 reviews

Private island with rustic cabin on large lake

HeatherRating, 5 stars9 months ago

My family of 5 and pups stayed for a week. It was beautiful, serene, relaxing. Ecotherapy. We fished, swam, floated, kayaked, canoed, read, had campfires, played games, and made a lot of good memories. We felt disconnected from the grind and connected to one another. I was a little nervous about my length of stay with two teens and an 8yo but they had the best time. Maybe two weeks next time. Bob was considerate and thoughtful through the stay making sure we had everything we needed. We are grateful that Bob was willing to share it with us. Must go! Does not disappoint!

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Island rentals with beach access

Top guest favourite

Island in Monmouth

4.96 out of 5 average rating, 105 reviews

Island Tent Overlook in Maine

JaclynRating, 5 stars3 weeks ago

1 Big Sustainable Island is a nature lovers dream!! While relaxing and fishing by the dock, you can hear so many birds (especially loons) and while out on the canoes/kayaks provided, you may even see an Osprey! The space felt so private and secluded amongst nature, while having all of the "glamping" amenities. We will definitely be back! Thanks for a wonderful weekend, Keith and team :) Also, transportation to and from the island is VERY convenient. Keith and his team were great with helping transport our items on and off the boat and to our site. Be prepared for a decent walk to the bathrooms though if you stay at Loon Point.

Island in Cumberland

4.89 out of 5 average rating, 76 reviews

Island Cottage Getaway in Casco Bay!!

MeganRating, 5 stars9 months ago

Getting up everyday and walking to the beach, or watching the sunrise from the porch really set our day off on the right foot. We spent all day on the beach, or exploring the island. My kids collected bags of seaglass and driftwood. We splashed in the waves, soaking in all the sunshine and salty air goodness. Nights were spent taking sunset walks, making smores by the fire, and star gazing. We saw Saturn and the Milky Way! My kids had a great time on the lobster boat with Jerry. Homeschool science lesson!!! I planned and packed as if we would be camping, and that allowed us to fully enjoy the home and vacation for exactly what it was. We had hot water to wash dishes, and do sunset baths in a bin outside. My husband showered and didnt have any hot water complaints. Things I recommend-sponges, coffee if you are picky (I am), watershoes, castile soap (can be used for all cleaning needs), bug spray, headlamps for exploring at night, and a well stocked first aid kit just in case.