Family-friendly holiday rentals in Stonington

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Stonington

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A serene landscape is presented, featuring expansive green fields under a softly glowing sunrise. Two rustic buildings are visible: a barn with classic doors and a white cottage, both surrounded by lush trees and open space, reflecting the peaceful countryside setting.
Guest house in North Stonington
4.99 out of 5 average rating, 223 reviews

"Mystic Country" Farm Stay at 100 Acre Wood

Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Top guest favourite
A charming vintage home displays a inviting front porch with white railings and a serene seating area. Colorful flowers bloom in a lush garden, framed by a wooden fence. American flags adorn the exterior, set against a clear blue sky.
Flat in Pawcatuck
4.99 out of 5 average rating, 123 reviews

A Well Appointed Pad, Porch, & Patio

A home away from home. At 13 Lester, we can provide guests a choice when booking, to book as a one bedroom with pull out sofa (sleeps 4) or as a 2 bedroom with pull out sofa (sleeps 6). Since we have a high demand for parties of 2 the listing is priced for the one bedroom with pull out option. If you need or want the second bedroom opened up just book the unit as listed and message us to request the 2nd bedroom. We will send a request through the app for the additional fee of $50 per night

Guest favourite
A welcoming entrance features a blue door with a small window and the number 37 displayed. Steps made of stone lead up to the door, flanked by a vibrant blue pot of flowers, adding a touch of color to the exterior.
Flat in Westerly
4.88 out of 5 average rating, 130 reviews

Westerly Garden Apartment Minutes Walk to Downtown

Comfortable, spacious apartment walking distance to downtown Westerly with patio, outdoor dining and fire pit. Let DownWest Apartment be your landing pad to enjoy nearby beautiful ocean beaches, historic towns, renowned dining and casinos. Head to the United Theater or the Knick for a night of entertainment and dancing, hop the Amtrak for a night out in Mystic, CT or take a stroll through historic Wilcox Park. Or, grab some fresh lobsters to bring home and enjoy all that DownWest has to offer.

Top guest favourite
Guest suite in Stonington
4.99 out of 5 average rating, 320 reviews

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Top guest favourite
Home in Stonington
4.99 out of 5 average rating, 120 reviews

FREE Private Indoor Heated Pool - Mystic Home

Experience Mystic in style at this spacious retreat with a private year-round heated indoor pool. Sleeps up to 11 with 4 king beds + bunk, 3 full baths, and open living spaces perfect for groups. Relax poolside, cook in the gourmet kitchen, or gather on the patio by evening. Walk to downtown Mystic’s shops, restaurants, and attractions. Designed for comfort and convenience, this home is your perfect coastal escape! Min age 25. Govt ID required..

Top guest favourite
A spiral staircase with a sleek black railing leads to the loft bedroom. A mirror with a burgundy frame is mounted against the wall, reflecting the light. The open living area features a light-colored couch and a wooden dining table, visible through large windows offering views of the outdoors.
Guest house in Mystic
4.98 out of 5 average rating, 666 reviews

Gorgeous Waterfront Getaway

Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.

Top guest favourite
A bright living area showcases a comfortable leather sofa paired with a colorful accent chair. Large windows allow natural light to fill the space, while a small globe and decorative items add a touch of character. Wooden floors complement the cozy atmosphere.
Cottage in Groton
4.96 out of 5 average rating, 338 reviews

The School House | Mystic River Cottage

Once a local schoolhouse relocated in 1857, this 1-bedroom, 1-bath cottage now offers a peaceful retreat on the Mystic River. Enjoy a private entrance, full kitchen, cozy family room, and patio with stunning river and drawbridge views. Perfect for couples or solo travelers seeking historic charm and waterfront tranquility, just a short walk from Downtown Mystic and the Seaport.

Top guest favourite
A charming cabin with a red exterior sits surrounded by colorful autumn foliage, reflecting on the calm surface of a pond. A spacious deck is visible, featuring a patio chair and table, while a kayak rests nearby on the grassy shore.
Cabin in North Stonington
4.96 out of 5 average rating, 240 reviews

Come to the woods and snuggle in front of the fire

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

Top guest favourite
The main living area showcases a cozy sofa, complemented by a vibrant throw pillow. A round coffee table sits atop a patterned area rug. Natural light filters through the windows, illuminating the space and enhancing the modern decor.
Flat in Mystic
4.86 out of 5 average rating, 442 reviews

Super Cute & Cozy Apartment in Downtown Mystic!

Live large in a small space! This lovely little one bedroom apartment in downtown Mystic packs a surprisingly big punch for its size and is walkable to almost everywhere! The Seaport, the drawbridge, the Amtrak Station are all less than a ten minute walk away. Well-behaved pets are welcome for a $60 fee. Onsite laundry is available in the garage by request.

Top guest favourite
A view from the third floor highlights the waterfront area, with sailboats in the harbor and trees displaying autumn colors. Nearby houses feature classic coastal architecture with dark shutters and varying roof styles, creating a charming neighborhood scene.
Flat in Stonington
4.98 out of 5 average rating, 110 reviews

Heart of Stonington Borough! Ocean View Loft

Beautifully renovated 3rd floor loft with ocean views in the center of town. Our home is walking distance to restaurants, shops, and water access (town beach DuBois Beach). Centrally located between charming CT shoreline towns - Mystic & Westerly. Get the full bed and breakfast experience and order from our neighbors, the famous Noah's Restaurant!

Guest favourite
The interior space features a cozy living area with a sofa and coffee table, complemented by a vibrant area rug. A brick fireplace is located along one wall, while the kitchen area includes modern appliances and bar seating. Natural light floods through large windows.
Guest house in Mystic
4.97 out of 5 average rating, 312 reviews

True Artist Loft, 5 minutes to downtown Mystic

A Historic Artist’s Retreat Near Downtown Mystic Lovingly known as The Dacha for nearly 80 years, this one-of-a-kind gem was built in 1945 as a studio for the artist who once called the property home. Fully insulated for cozy winter stays, the unique structure is tucked away on a peaceful piece of land, just five minutes from downtown Mystic.

Guest favourite
A view of a charming brick building is framed by nearby foliage. Two entrances are visible on the building's facade, along with a stop sign positioned at the corner of the intersection. Bright blue sky adds a serene backdrop to the scene.
Flat in Stonington
4.82 out of 5 average rating, 127 reviews

Historic Stonington Apartment:Walk to Shops+Harbor

Escape to the Connecticut shoreline, where Stonington Borough offers a charming setting surrounded by renowned shops, dining spots, and attractions. Enjoy a small-town ambiance from our simple & comfortable apartment. A half a mile away is DuBois Beach and The Stonington Light House Museum. Short drive to Westerly & Mystic.

Popular amenities for Stonington family-friendly rentals

When is the best time to visit Stonington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 211€ 198€ 215€ 230€ 271€ 296€ 327€ 339€ 294€ 258€ 237€ 224
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

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

  • Total holiday rentals

    Explore 380 holiday rentals in Stonington

  • Nightly prices starting at

    Stonington holiday rentals start at € 60 per night before taxes and fees

  • Verified guest reviews

    Over 23,920 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 130 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wifi availability

    380 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!

Destinations to explore