Vacation rentals in Stonington

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Top-rated vacation rentals in Stonington

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

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Guest favourite
A tiny house constructed with quality materials is visible amidst a lush green landscape. Bright purple flowers bloom in the foreground, complemented by a large stone. The house features large windows and a sleek design, surrounded by trees and open sky.
Tiny homes in Stonington
4.92 out of 5 average rating, 355 reviews

Modern Coastal Tiny House Retreat + Private Sauna

Welcome to your modern coastal escape in the heart of Stonington — one of Maine’s most charming, artistic, and unspoiled working waterfront towns. This beautifully crafted tiny home blends luxury materials with timeless cabin warmth, offering a unique stay just a short walk from downtown shops, galleries, and restaurants. Relax in your private wood-fired sauna, unwind by the firepit, or watch the harbor glow at sunrise through the loft skylights. Perfect for couples, small families, or friends.

Top guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guesthouse in Orland
4.99 out of 5 average rating, 187 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 800 Mbs fiber 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. We’re very pet friendly!

Top guest favourite
A modern cabin structure is surrounded by trees, distinguished by large windows that reflect the surrounding forest. The wooden exterior features clean lines, with a slightly elevated stance supported by stilts. Natural light is visible through the glass panes, creating an inviting presence in the woods.
Cabin in Sedgwick
5 out of 5 average rating, 116 reviews

The Cabins at Currier Landing Cabin 1: Fern

Stylish Cabin w/Loft - Sleeps 3 - loft w/queen bed; 1st level twin daybed. 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 the Benjamin River Harbor shore. 2 seasonal cabins. 1 year round studio cabin. Centrally located on the Blue Hill Peninsula, near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.

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, 168 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.

Top guest favourite
Tiny homes in Surry
4.96 out of 5 average rating, 168 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Guest favourite
A wooden pathway leads towards a serene water view, bordered by lush greenery. A picnic table and several chairs are positioned on a gravel area adjacent to the water, offering a perfect spot for relaxation and enjoying the scenery under a clear blue sky.
Cottage in Deer Isle
4.87 out of 5 average rating, 198 reviews

Private Waterfront Home with Kayaks and Firepit

Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

Top guest favourite
A cozy porch is featured at the entrance, highlighted by rustic wooden beams and comfortable seating. Surrounding greenery and distant crops create a serene countryside backdrop, enhancing the peaceful setting of the cottage.
Cottage in Trenton
4.99 out of 5 average rating, 681 reviews

Whitetail by the River, Acadia National Park 10m

Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Guest favourite
Home in Stonington
4.92 out of 5 average rating, 99 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.

Top guest favourite
The exterior of a charming tiny house showcases a light gray wooden façade and a green roof. The building features several large windows, allowing natural light to enter. Surrounding trees and rocky terrain add to the serene landscape.
Cottage in Stonington
4.99 out of 5 average rating, 122 reviews

Stonington Harbor Cottage - Vacation / Remote Work

SPECIAL: 10% discount for a 28+ day stay. This bright and cozy two-room tiny house was built in 2018 as a honeymoon suite. A full kitchen with cookware, dinnerware, coffee pot, microwave. A heat pump provides heating and cooling. Shaded picnic table and small propane grill. Two-night minimum with parking for one car only (no trucks/trailers). Ask about extra parking. One well-behaved dog is allowed, note $35 pet fee. No other pets or children. No TV, good wifi. 10pm quiet zone.

Top guest favourite
A modern tiny house features large glass doors opening to a spacious wooden deck. Adirondack chairs are placed near a table under a black umbrella, surrounded by flower pots filled with colorful blooms. Lush greenery is visible in the background, framed by a partly cloudy sky.
Tiny homes in Trenton
5 out of 5 average rating, 206 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.

Top guest favourite
An aerial view captures the chalet surrounded by lush greenery, nestled along the coastline. The calm waters of the inlet reflect hues of blue, while fog gently drapes over the distant horizon, showcasing a serene and natural beachfront setting.
Chalet in Gouldsboro
5 out of 5 average rating, 117 reviews

Beachfront w/ Gameroom & Movie Theater Near Acadia

🌅 Welcome To Sunrise Shores Chalet 🌅 Premiere Amenities & Designer Finishes Rivaling Others In The Acadia Region! Experience A Truly Unique Maine Airbnb Fit w/ a Home Movie Theater, 900 Square Foot Arcade/Gameroom, Wood-Burning Beachfront Firepit, and Designer Finishes Curated To Meet The Needs Of Our Guests. 🎅 Ho, Ho Ho...Tis The Season 🎅 Sunrise Shores Chalet Will Be Decorated For The Holidays Through December!

Top guest favourite
The exterior of a charming guesthouse is displayed, featuring gray shingles and a distinctive cupola atop the roof. Wildflowers bloom in vibrant colors in the foreground, complemented by two large boulders. A garage door is visible, partially open, revealing the interior.
Home in Swans Island
4.93 out of 5 average rating, 121 reviews

Hot Tub Art Sail Loft. Swans Island

Experience the beauty of nature in this art lovers abode. The dynamic brushstrokes and colors create an atmosphere of tranquility, making it an ideal retreat for those seeking inspiration and a connection with nature. Just steps to fisherman’s cooperative with daily catch lobsters. Walk to the lighthouse or lay back in the hot tub after you drink your coffee in the widows walk with harbor views.

Popular amenities for Stonington vacation rentals

When is the best time to visit Stonington?

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Avg. price$149 CAD$135 CAD$135 CAD$182 CAD$216 CAD$267 CAD$327 CAD$327 CAD$295 CAD$238 CAD$175 CAD$146 CAD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Stonington?

    Yes! Work meets play with ease at over 30 vacation rentals in Stonington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Stonington?

    Four-legged friends are welcome in Stonington. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in boutique hotel rentals in Stonington?

    Experience the best of Stonington with our boutique hotel rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Stonington have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Stonington have wifi?

    Absolutely! We offer over 20 cottage rentals with wifi in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Stonington?

    Stonington has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Cabin Rentals in Stonington?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Stonington

  • Total vacation rentals

    Explore 120 vacation rentals in Stonington

  • Nightly prices starting at

    Stonington vacation rentals start at $123 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    110 of Stonington vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Stonington rentals

  • 4.9 Average rating

    Stonington stays are highly rated by guests—averaging 4.9 out of 5!

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