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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Guest favourite

Cottage in Lincolnville

4.91 out of 5 average rating, 330 reviews

Eco-friendly studio - ocean views, close to beach

Ecofriendly guest cottage in the heart of Lincolnville Beach, on Rt 1 (a busy road that runs from Maine to Florida), is a sunny studio (with blinds) with a murphy bed, full bathroom, breakfast nook (sink/fridge/microwave - no oven, no stovetop) and amazing views of Penobscot Bay. It's a quick walk to one of Maine's sandy beaches, restaurants, shops, coffee roaster, and a neighborhood market. Drive a few miles to hiking trails, Mount Battie, and the towns of Belfast, Camden, Rockport + Rockland.

5–12 Jan

$253 NZD per night

Guest favourite

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Private getaway cottage is a favorite of honeymooners & lovers of modern design. * 2,000 square foot modern cottage on 12 acres of woods and fields * 1 hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * 2 full baths, one with a steam shower * Fully equipped kitchen with Wolf stove and under-counter Sub-Zero fridge * Two gas fireplaces, one indoors, one on a covered deck (*NEW*) * Queen bed with luxurious linens and pillows * Smart TV; gas grill * EV charger

10–17 Oct

$939 NZD per night

Guest favourite

Guesthouse in Orland

4.99 out of 5 average rating, 103 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

6–13 Jan

$197 NZD per night

Guest favourite

Apartment in Belfast

4.99 out of 5 average rating, 262 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

7–14 Jan

$256 NZD per night

Guest favourite

Cottage in Deer Isle

4.9 out of 5 average rating, 115 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.

21–28 Sep

$534 NZD per night

Guest favourite

Cottage in Deer Isle

4.94 out of 5 average rating, 282 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

25 Oct – 1 Nov

$395 NZD per night

Guest favourite

Guesthouse in Sedgwick

4.96 out of 5 average rating, 235 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.

15–22 Apr

$267 NZD per night

Guest favourite

Cottage in Blue Hill

4.88 out of 5 average rating, 190 reviews

Brand new cottage close to downtown Blue Hill

The cottage is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of Blue Hill Bay. This is a edge wood retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D natural is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free!

4–11 Apr

$271 NZD per night

Guest favourite

Guesthouse in Penobscot

4.99 out of 5 average rating, 167 reviews

Sea Pearl

Take it easy at this unique and tranquil getaway. Newly renovated, this is a perfect spot for your serious fun. Located right on water of the Northern Bay in Penobscot. The Northern Bay is considered the hidden Gem of the bay. This area of the bay is tidal. Come watch the eagles soar over head Just out your door. Kayaking, sailing, hiking, seafood , and lot more! Or just relax in a stunning natural setting. Just a short drive to Acadia National Park, & Bar Harbor.

7–14 Jun

$357 NZD per night

Guest favourite

Tiny home in Blue Hill

4.84 out of 5 average rating, 132 reviews

Mini Moose Tiny Home

Our Mini Moose sits on our 65 + acres of beautiful Maine woods. Two miles from the center of the coastal village of Blue Hill. Five years of rentals. Fire pit & view of the pond from the deck. 2 paths around 2 ponds, swimming is allowed and a contemplative walking labyrinth. Perfect getaway for a couple or single person to explore the natural beauty of Downeast Maine. Only 45 minute drive to Acadia National Park and close to all that Downeast Maine has to offer.

9–16 Sep

$194 NZD per night

Guest favourite

Tiny home in Trenton

5.0 out of 5 average rating, 135 reviews

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

6–13 Dec

$280 NZD per night

Guest favourite

Cottage in Deer Isle

4.88 out of 5 average rating, 123 reviews

Katy's Seaside Cottage

Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.

7–14 Sep

$316 NZD per night