Family-friendly holiday rentals in Stonington

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Top-rated family-friendly rentals in Stonington

Guests agree: these family-friendly homes 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 home 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 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 vibrant flower garden stretches along a pathway, featuring a variety of blooming flowers in shades of pink, purple, and yellow. Above, string lights create a warm glow as the sky transitions to evening hues of pink and purple, enhancing the outdoor ambiance.
Flat in Hancock
4.98 out of 5 average rating, 305 reviews

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

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.

Guest favourite
Flat in Stonington
4.95 out of 5 average rating, 113 reviews

The American Eagle - Inn on the Harbor

The American Eagle is a gorgeous unit with 2 bedrooms: one with twin beds and a master bedroom room furnished with one queen, full bath, hairdryer, tv with cable, and free wifi. The fully furnished kitchen is equipped with pots and pans along with plates and cutlery. Enjoy the dining room set for four or relax in the cozy sitting area with a large window facing the harbor and an electric fireplace. Access to a private deck and stunning harbor water views of Stonington's historic waterfront.

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, 690 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
A light-filled living area features a comfortable couch draped with a quilt. A rustic wooden coffee table sits on a soft area rug, while a simple TV stand holds an entertainment console. A staircase leads to the upper level, complemented by nautical decor.
Barn in Tremont
4.88 out of 5 average rating, 336 reviews

The Seamist Cottage - Converted Historic Barn

Cozy, fully converted historic barn within easy walking distance to the rocky shore of Bass Harbor, a busy lobstering port. An ideal, pet friendly, home base while exploring Acadia National Park. The Seamist is located on "the quietside" of the island. Six minutes from Southwest Harbor and thirty minutes to Bar Harbor, the Seamist also offers guests private hot tub access! Two guests maximum, not a suitable space for children. Please keep allergies in mind when booking. No smoking.

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

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 charming yellow house features white trim and a welcoming front door. Flower boxes are filled with vibrant blooms beneath the windows, surrounded by a neatly tended garden. A stone wall provides a defined border, enhancing the inviting exterior.
Guest suite in Rockland
4.98 out of 5 average rating, 474 reviews

5 Laurel Studio private entrance STR20-69

Open concept small studio, private patio and entrance, full kitchen. *SHARED wall between studio and main house, therefore some shared noise. 2 minute walk to the ocean , Lobster and Blues Festivals. A small swimming beach is a 5 minute walK, 5-10 minutes to the Farnsworth and CMCA museums, Strand Theater, restaurants, antiques shops & galleries. ALSO NOTE we do not have television. We have wifi but you must bring your own device . EXEMPT FROM ACCEPTING SERVICE DOG

Top guest favourite
Tiny home in Lamoine
5 out of 5 average rating, 116 reviews

Artsy Tiny House & Cedar Sauna

Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

Top guest favourite
A cozy seating area is presented, featuring a patterned rug beneath a wooden coffee table and cushioned seating. The walls are adorned with various framed artworks, while natural light enters through a set of French doors that lead outside.
Guest suite in Mount Desert
4.95 out of 5 average rating, 314 reviews

Otter Creek Retreat hosted by Elaine & Richard

Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

Top guest favourite
A small guest house is set amidst lush greenery, featuring a dark exterior with large windows. A bright green door provides a striking contrast. The surrounding trees and plants contribute to a natural, secluded atmosphere that emphasizes privacy.
Guest house in Sedgwick
4.96 out of 5 average rating, 303 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.

Popular amenities for Stonington family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Stonington

  • Total holiday rentals

    Explore 70 holiday rentals in Stonington

  • Nightly prices starting at

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

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Stonington holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Stonington rentals

  • 4.9 Average rating

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