House holiday rentals in Deer Isle

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Quick stats about house rentals in Deer Isle

  • Total holiday rentals

    Explore 140 holiday rentals in Deer Isle

  • Nightly prices starting at

    Deer Isle holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,350 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    120 of Deer Isle holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Deer Isle rentals

  • 4.9 Average rating

    Deer Isle stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated house rentals in Deer Isle

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

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Top guest favourite
A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.
Home in Northport
4.98 out of 5 average rating, 252 reviews

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Top guest favourite
A calm cove surrounded by dense green trees reflects serene water. A sailboat gently floats on the bay, complemented by soft rock formations emerging from the water's surface. Sunlight brightens the landscape, casting a tranquil atmosphere over the scene.
Home in Deer Isle-Stonington
4.95 out of 5 average rating, 171 reviews

Blue Arches: waterfront vacation home on 18+ acres

A lovely custom-designed home nestled in a pristine oceanfront cove, Blue Arches offers 18 acres of privacy and relaxation on beautiful Deer Isle, Maine. Charming Stonington Village is just five minutes away & features harbor-front restaurants, shops, kayaking adventures, galleries and the acclaimed Opera House Arts center. Day trips to nearby Bar Harbor, Mt. Desert Island and Acadia National Park expand your possibilities and let you create a truly memorable vacation for your friends & family.

Guest favourite
A serene view of Allen Cove is framed by blooming pink rhododendron and lush greenery. A hammock is visible, inviting relaxation, while the calm waters reflect the clear sky. The landscape showcases a peaceful blend of nature and oceanfront tranquility.
Home in Stonington
4.9 out of 5 average rating, 168 reviews

Puppa’s View

The perfect vacation property. Private and comfortable 2 bedroom ocean front home with sweeping views of Allen Cove and Penobscot Bay. Just 1 mile from the bustling Stonington Village and a quick drive to anywhere on Deer Isle. The home has dedicated workspaces in each bedroom, a gigantic, fully-equipped kitchen and is spacious and peaceful. Wake to breathtaking sunrise views and find yourself stopping to appreciate the sunset over this quiet cove. I will happily help customize your itineary.

Guest favourite
A cottage exterior is presented against a clear blue sky, featuring light gray siding and a decorative entryway. The front door is centered under a small overhang, and a window is visible to the right, surrounded by greenery and manicured grass.
Home in Deer Isle
5 out of 5 average rating, 21 reviews

Charming one bedroom cottage quiet location

Beautiful rental, in a quiet neighborhood. Sited off a side road, near the Deer Isle village. Take a morning walk, enjoy the costal view. Queen bed, fully equipped kitchen with Deer Isle granite counter tops. Wi-Fi, and smart tv included. Rental is located near the Deer Isle village, about a little over an hour away from the Bangor International Air port and Bar Harbor. Just a short distance to Stonington.Enjoy public beaches, walking trails, local shops and restaurants. Available year round.

Top guest favourite
A charming light-colored condo is displayed, featuring a mix of shingle and clapboard siding. Vibrant flowers and greenery surround the entrance, which is framed by a white picket fence. A bright blue door stands out, and an American flag gently flutters in the breeze.
Home in Stonington
4.96 out of 5 average rating, 50 reviews

Stonington Dream House

Welcome to Schooner! Schooner is a light filled, first floor condo that lives like a single family home. LOCATION * LOCATION * LOCATION the home overlooks Main Street, Stonington Harbor and the gorgeous archipelago beyond. Enjoy all of this charming coastal town. Walk everywhere! Coffee house, library, restaurants, museum, opera house, charming shops, plein air painters, photographers, cool art around town and more. This is what coastal Maine dreams are made of. We love to share this town!

Top guest favourite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland
4.97 out of 5 average rating, 145 reviews

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Guest favourite
Home in Stonington
4.92 out of 5 average rating, 118 reviews

Bayview House 1br 2ba Stunning Harbor Views

Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

Guest favourite
The exterior of a white home is surrounded by lush greenery and blooming flowers. Varieties of trees and shrubs provide a natural border, while the spacious lawn invites outdoor relaxation. Clear blue skies overhead enhance the serene setting.
Home in Deer Isle
4.94 out of 5 average rating, 53 reviews

Charming restored 1830s DeerIsle cape

Full of light with thoughtful touches throughout this sunny 200 year old home is perfect for your quintessential Maine getaway. Our carefully designed coastal retreat is central to many of the adventures in coastal Maine. 3 bedrooms including 1 king suite, 1 king bedroom, a double trundle room, a well stocked kitchen, bath, grill and fire pit. Perfect for family fun, couples' retreats, visits to Acadia National Park, and other activities for up to 8 guests. 3 minutes to Causeway Beach!

Top guest favourite
A two-story post and beam house is set on a spacious green lawn, surrounded by trees and autumn foliage. The exterior features wooden siding with multiple windows, showcasing a blend of rustic charm and natural beauty.
Home in Swans Island
4.95 out of 5 average rating, 304 reviews

Hot Tub Time Machine

Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures Please read other details, we are on an island.

Top guest favourite
The exterior of the Victorian home is highlighted with light yellow siding and dark roofing. Surrounded by lush greenery, the three-story structure features multiple windows. The well-maintained yard provides a serene setting, inviting guests to enjoy the natural surroundings.
Home in Deer Isle
4.98 out of 5 average rating, 46 reviews

A Victorian Gem on Deer Isle

Come and stay in the heart of Deer Isle. This Victorian Gem will embrace you with the charm and warmth only a home built in 1860 can. You will find so many unique touches throughout this newly renovated home. It is located within steps of the favorite island coffee house, gift shop and antique store. You can also take a stroll to the ocean in mere minutes. Modern amenities like high speed internet are included. We invite you to feel the Maine island life.

Top guest favourite
A charming cottage is surrounded by a vibrant display of purple and white lupines. The wooden exterior features multiple windows, allowing natural light to fill the space. Flower boxes adorn the windows, adding a touch of color to the serene setting.
Home in Stonington
5 out of 5 average rating, 50 reviews

Sunlit Cottage on Crockett Cove

Heron Cottage on Crockett Cove Cove Meadow, Stonington Maine * 1 Queen Bedroom/ 1 Full Bath with high quality linens * 2.5 Acres on Crockett Cove's Tidal Estuary * Tandem kayak included! * Firepit, hammock and seating area by the water * 8 minutes to Mailboat Ferry to Isle au Haut (Acadia) * 5 minutes to Aragosta & Barred Island Preserve * Follow us: @covemeadowcottage Also available during the Winter & Spring- please see my separate listing

Superhost
Home in Deer Isle

Ledgelawn – Stunning Waterfront Views!

Savor breathtaking views of Eggemoggin Reach and Pumpkin Island from the private deck of this exclusive waterfront retreat. Fall asleep to waves and ocean breezes, unwind in a serene setting, and explore charming Little Deer Isle, Maine. This home has been featured in publications such as At Home in Maine, Porch, and Down East, and captured by Maine artists Jill Hoy, Louise Bourne, and Charlotte Hartmann.

Popular amenities for house rentals in Deer Isle

When is the best time to visit Deer Isle?

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Avg. price$226 SGD$277 SGD$226 SGD$226 SGD$276 SGD$331 SGD$361 SGD$383 SGD$331 SGD$309 SGD$232 SGD$266 SGD
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