Holiday houses in Little Deer Isle, Maine

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Top-rated holiday rentals in Little Deer Isle, Maine

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

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Top Guest favourite

Cabin in Sedgwick

4.98 out of 5 average rating, 84 reviews

The Cabins at Currier Landing Cabin 3: Pine

Relax in this stylish, cozy & bright queen bed studio cabin. The Cabins at Currier Landing - featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest” - are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of our shore on the Benjamin River Harbor. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins afford access to outdoor activities, cultural events, restaurants & shops.

Top Guest favourite

Cabin in Sedgwick

4.98 out of 5 average rating, 170 reviews

Rustic Chic Maine Cabin @Diagonair

Woodsy cabin retreat is a favorite of couples visiting Maine for the first time. * Pet-friendly Maine cabin with luxurious appointments on 12 acres of woods and blueberry fields * 1 hour to Acadia National Park; 15 minutes to shopping, hiking, swimming * Open-plan kitchen/sitting room with new appliances and sleek gas fireplace * Large screened porch, rocking chairs, chaise * Loft bedroom with full bed, fluffy pillows, new linens * WIFI, streaming Roku TV, gas grill, stocked bar * EV charger

Guest favourite

Home in Deer Isle

4.92 out of 5 average rating, 37 reviews

Lupine Landing

At Lupine Landing, you'll find your dream coastal Maine getaway. This secluded cottage is situated on 13 acres and has over 800 feet of oceanfront to explore. There is boat house on the water's edge supplied with kayaks, an outdoor shower, and many wonderful spots to swim or soak up the sun. The house has a wood stove for chilly evenings, and well equipped kitchen. The villages of Deer Isle and Blue Hill are close by, where you'll find shops, restaurants, and great local businesses.

Top Guest favourite

Cottage in Brooksville

4.92 out of 5 average rating, 53 reviews

Oak Grove Cottage at Oakland House

We have been welcoming guests since July 4, 1889. We are perfectly situated in the heart of the Blue Hill Peninsula, Maine. On site are ocean beaches, lawns to play on, gardens, lakefront and hiking trails leading through mossy glades to the summit of Lookout Rock. This is the ideal place for a family vacation, honeymoon, romantic getaway, or an oasis for a single traveler. No matter who you are, we are always a fantastic place to slow down and find the peace you have been needing!

Top Guest favourite

Guesthouse in Islesboro

4.96 out of 5 average rating, 26 reviews

Milk House

nice little vacation cottage in Dark Harbor, near to everything. queen sized bed, so sleeps up to two in a quiet island location for short or medium term stays. most reasonable amenities provided; hiking or social recommendations are available on request. (Wi-Fi speeds are excellent, although I was not able to use AirB&B's official Wi-Fi measurement option.) *Please be aware, this property is on an island, which must be accessed by boat or ferry, so service can be interrupted.

Superhost

Cottage in Deer Isle

4.88 out of 5 average rating, 167 reviews

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to this coastal Maine getaway just steps away from your own private ocean and beach front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tidal pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.

Guest favourite

Guesthouse in Sedgwick

4.95 out of 5 average rating, 279 reviews

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

Top Guest favourite

Cabin in Searsmont

4.98 out of 5 average rating, 120 reviews

Birch Hill Cabin w/Hot Tub

Birch Hill Cabin is set on the side of a hill, surrounded by almost 8 acres of woods. The cabin is 288 square feet, and the bathroom is detached and located approximately 20 feet from the cabin. A hot tub is conveniently located off the deck for ultimate relaxation! This cabin is tucked away, surrounded by nature! But also conveniently located to so many wonderful spots in the Midcoast! Come enjoy the peace and quiet, where you can rest and recharge!

Top Guest favourite

Cottage in Brooklin

4.97 out of 5 average rating, 234 reviews

Historic School House now with High Speed Internet

Historic schoolhouse of Brooklin converted into the perfect one bedroom getaway. Located across the street from the Brooklin Rockbound Capel with a quick 20-minute drive to Blue Hill. Acadia National Park, Bar Harbor or Bangor are all with in an hour away. The original post and beam construction, with a sleeping loft, give the interior a rustic vibe offset by the playful color palette and butterfly wallpaper make it more botanical and lighthearted.

Top Guest favourite

Apartment in Blue Hill

4.97 out of 5 average rating, 198 reviews

Robin's Nest – Eco-friendly studio

New open apartment at the top of easy-access spiral stairs, private, and quiet located in the forest and a short walk to the sea. It features a balcony facing eastward, a queen size bed, and futon to sleep an additional two people. Also included is a kitchenette with a small refrigerator, hot-plate, and microwave. There is a full bath with fresh towels, hot shower, and a dining area which includes a pine table with benches.

Guest favourite

Cabin in Penobscot

4.97 out of 5 average rating, 116 reviews

Modern Cabin in the Pines • Hot Tub + Near Acadia

Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

Guest favourite

Tiny home in Stonington

4.92 out of 5 average rating, 317 reviews

Modern Tiny House Coastal Retreat (Private Sauna)

★ Walking distance from downtown Stonington where you can enjoy local shops, artwork and restaurants. Our tiny home was constructed with high quality materials that are locally sourced and includes a mini split heat pump, full kitchen, walnut countertops and custom hardwood self-close cabinets. Modern yet cozy and situated in picturesque Stonington with a faint view of the harbor. ★Private Wood Fired Sauna