Holiday houses in Stonington

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Top-rated holiday rentals in Stonington

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Guest favourite
A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Apartment in Stonington
4.94 out of 5 average rating, 323 reviews

Mystical Ocean View in Historic Stonington Borough

Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Top Guest favourite
A cozy cottage exterior is showcased, featuring a gabled roof and wooden siding in earthy tones. A spacious screened porch with rocking chairs invites relaxation, while a nearby shed complements the rustic aesthetic. Surrounding nature highlights seasonal foliage, enhancing the tranquil setting.
Home in Stonington
4.96 out of 5 average rating, 203 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Top Guest favourite
Guest suite in Stonington
4.98 out of 5 average rating, 347 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
A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.
Home in Westerly
4.98 out of 5 average rating, 160 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

Top Guest favourite
A living area features rich floral wallpaper and a warm, inviting design. Two leather sofas are arranged around a wooden coffee table, with natural light streaming through the windows. A vintage wooden cabinet is visible, adding to the eclectic character of the space.
Townhouse in Stonington
4.97 out of 5 average rating, 289 reviews

Historic Three Bedroom Townhouse - Downtown Mystic

Featuring eclectic interiors inspired by British design trends, this 3 bedroom, 2.5 bathroom 19th century townhouse offers visitors to Mystic a home-away-from-home that is out of the ordinary. The property features sumptuous wallpaper by William and Morris, as well as other quirky yet delightful features such as a jetted copper soaker tub, which is placed in the principal bedroom. The location of the townhouse is very central and an easy walk to most of Mystic's key attractions.

Top Guest favourite
An open-concept space is seen featuring hardwood floors and natural light. The kitchen includes white cabinetry and modern appliances, while a farmhouse table is surrounded by chairs. Pendant lights hang above the kitchen island, complementing the rustic wooden beam overhead.
Home in Stonington
4.98 out of 5 average rating, 192 reviews

Historic charm & modern luxury in downtown Mystic

We are long-time AirBNB guests who have tried to create the home we are always looking to book -- family friendly with modern amenities. Open floor plan on the main level, new heat and air con throughout the house, three bedrooms and family bathroom on the second floor. Art supplies, toys and children's books all ready for you as well as a pack n play and booster seat. Backyard oasis with pergola, walking distance to drawbridge. Pets considered on a case by case basis.

Guest favourite
A cozy living area features a brown sofa adorned with floral-patterned throw pillows, facing a flat-screen television on a green media console. Natural light filters in through a large window dressed with light curtains, illuminating a soft area rug with a subtle pattern.
Home in Stonington
4.86 out of 5 average rating, 102 reviews

Charming 1870s Home Near Beaches and Casinos

Built in 1870, this home was the first on the street. It boasts a charming interior with ample outdoor space for gathering and relaxing. You will see some older features of the house that were kept to preserve history (some door hardware, low ceilings, flooring, including old paint splatters, and the old coal chute covers). Centrally located to Downtown Westerly, Misquamicut beach, Mystic, casinos and all that Connecticut and Rhode Island have to offer.

Top Guest favourite
Tall trees frame a serene view of the Mystic River, reflecting the surrounding greenery. Gentle ripples on the water's surface contrast with the lush tidal marsh and grasslands in the distance, creating a peaceful natural setting.
Home in Old Mystic
5 out of 5 average rating, 118 reviews

Waterfront Retreat on the Mystic River

This kayakers paradise is a waterfront home secluded on 2.5 wooded acres along the Mystic River. Views of the water, tidal marsh, woods, and wildlife are constantly changing. Owned by two designers, this home’s modern aesthetic has interesting art, objects, furniture, lighting & textiles. Dine & relax on the porch, paddle kayaks on the river, walk on the scenic road into downtown Mystic, or visit nearby beaches and family destinations.

Top Guest favourite
A spacious living room features a cozy seating arrangement with a dark leather sofa, comfortable armchairs, and a decorative area rug. Natural light filters through sheer curtains, illuminating the room. A central chandelier adds a warm touch, complemented by framed artwork on the walls.
Townhouse in Stonington
4.98 out of 5 average rating, 105 reviews

Historic Mystic Home, Walk to Seaport & Downtown

Escape to our historic 1847 townhome in the heart of Mystic! This 3-bedroom, 2-bath retreat perfectly blends 19th-century charm with modern luxury for up to 6 guests. Enjoy a fully equipped kitchen, smart home features, and a prime location just steps from Downtown Mystic and the Seaport Museum. Park your car in the dedicated spot and explore everything on foot. Ideal for families and couples seeking a unique New England getaway.

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.
Guesthouse in Mystic
4.98 out of 5 average rating, 670 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
The turn of the century home features a welcoming entrance with a decorative railing and front porch. An American flag is displayed, and lush landscaping complements the exterior. Sunlight highlights the structure, ensuring a bright and inviting appearance.
Apartment in Westerly
4.99 out of 5 average rating, 205 reviews

THE COOL HOUSE

Spacious two bedroom apartment in beautifully maintained turn of the century home, private entrance. Huge windows keeps this third-floor apartment bright and sunny all day. Within walking distance of Amtrak, downtown restaurants and bars, 10 minute drive to RI beaches, Historic Watch Hill. Also drive to Newport, Casinos and Mystic,CT. This home is a perfect get-a-way. WiFi

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, 247 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.

Popular amenities for Stonington holiday rentals

When is the best time to visit Stonington?

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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 310 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 180 vacation rentals for guests traveling with pets.

  • Are there Stonington vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Stonington, available on Airbnb. Make a splash and soak up the sun in style!

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

    Experience the best of Stonington with our guesthouse rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Absolutely! We offer over 50 apartment rentals with self check-in in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have wifi?

    Absolutely! We offer over 280 house rentals with wifi in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have a bbq area?

    Absolutely! We offer over 110 house rentals with a bbq area in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have a gym?

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

  • Are there family-friendly cottage rentals in Stonington?

    Stonington has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with self check-in, over 150 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Stonington

  • Total holiday rentals

    Explore 570 holiday rentals in Stonington

  • Nightly prices starting at

    Stonington holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 37,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    380 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    560 of Stonington holiday rentals include Wi-Fi 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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