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Holiday houses in Stonington

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Stonington

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

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Top Guest favourite
A monochromatic logo features two fish intertwined, symbolizing the property name 'Heathers on High Street' and the location 'Westerly, RI.' The design is clean and simple, with the word 'AIRBNB' clearly displayed below.
Apartment in Westerly
4.99 out of 5 average rating, 118 reviews

Heathers On High Street King Bed/Twin Bed

Experience Westerly life like a Local! Enjoy this centrally-located Apartment close to Downtown. Easy highway access to the Beach and Casinos. Free Parking with Private entrance opens to a courtyard with Gazebo Sitting area and a Grill just for you! The 2 Bedroom Apartment is located on the 2nd floor with a Full Kitchen/Living Room combination, 1 Bathroom, Washer/Dryer and Central Air. The Master Bedroom has 1 King Bed with a new Nectar Mattress. Second smaller bedroom has a Twin Pillowtop Bed

Top Guest favourite
The living area features a comfortable brown couch adorned with decorative pillows, positioned in front of a mounted TV. Two windows provide natural light, complemented by light gray shades. A wooden desk and chair are visible in the corner, adding functionality to the space.
Cottage in Stonington
4.95 out of 5 average rating, 139 reviews

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Experience the charm and beauty of Mystic at The Oar Cottage. This stunning 1-bedroom apartment is a short 10-minute walk to the Mystic Amtrak train station or a 15-minute stroll to the historic downtown area. Fully renovated with all new appliances, bathroom and kitchen, you will feel like home. Whether you're planning a small family vacation or a romantic getaway, The Oar Cottage is the perfect escape. Book your stay today and make unforgettable memories in beautiful Mystic. LVL-2 EV charging.

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, 319 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, 202 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
4.99 out of 5 average rating, 336 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 serene bedroom features a spacious bed adorned with soft grey linens. Two bedside tables, each with a lamp, flank the bed. A vibrant piece of artwork and a framed print add color to the walls, enhancing the room’s inviting ambiance.
Guest suite in Westerly
4.98 out of 5 average rating, 163 reviews

Private suite close to beaches and downtown.

The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

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 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.
Apartment in Mystic
4.86 out of 5 average rating, 455 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.
Apartment in Stonington
4.98 out of 5 average rating, 116 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.
Guesthouse in Mystic
4.97 out of 5 average rating, 318 reviews

The Dacha at the Mystic Farmhouse

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.

Top Guest favourite
A charming exterior showcases a bright yellow facade with white accents. The entrance features a blue door framed by two lamps, along with a welcoming front porch. Lush greenery surrounds the property, enhancing its attractive curb appeal.
Home in Groton
4.96 out of 5 average rating, 164 reviews

Mystic Manor-Walk to Mystic Pizza

Newly styled 1930's Tudor in Historic Mystic. Walking distance to Mystic Pizza and Downtown. 4 minutes to Amtrak Station, 5 minutes to Seaport Museum, 10 minutes to Aquarium, 20 minutes to Foxwoods Casino/ Outlet Mall and Mohegan Sun & 40 minutes to Providence Airport.

Guest favourite
A light and airy living area features two grey sofas adorned with decorative pillows, arranged around a central wooden coffee table. A textured area rug covers the floor, and soft natural light enters through a window draped with sheer curtains.
Guest suite in Pawcatuck
4.8 out of 5 average rating, 127 reviews

Beachy First Level Apt. Near Casinos and Beaches

Enjoy a stylish experience at this centrally-located place. Walking distance to downtown Westerly, short drive to Misquamicut and Watch Hill, 20-30 minutes from Foxwoods and Mohegan Sun. There is something for everyone at this destination apartment.

Popular amenities for Stonington holiday rentals

When is the best time to visit Stonington?

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Avg. price$291 AUD$283 AUD$299 AUD$316 AUD$358 AUD$392 AUD$431 AUD$432 AUD$376 AUD$353 AUD$323 AUD$323 AUD
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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 apartment rentals in Stonington?

    Experience the best of Stonington with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cottage rentals in Stonington have a bbq area?

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

  • Do guesthouse rentals in Stonington have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi 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.

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

    Absolutely! We offer over 100 house rentals with self check-in in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Stonington?

    Stonington has more than 240 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 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 $43 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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