
Holiday houses in Stonington
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Top-rated holiday rentals in Stonington
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Nautical "Hallmark" Retreat~ 5 Toasty Fireplaces!
Play the lead in your very own seafaring fable when you stay at the 1784 Denison Home. Our lovingly restored, dog-friendly New England vacation home is located in the hamlet of Old Mystic near the head of the Mystic River~ around the corner from scenic River Rd. With 5 bedrooms/5 bathrooms, it accommodates 10 guests very comfortably. Think Colonial charm combined with modern amenities for 21st-century comfort and a splash of pure, homegrown hospitality to make your Mystic stay most relaxing!

Harper House Heart of DT Mystic Luxury Getaway
Historic Downtown Mystic. This immaculate designed winter retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

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!

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.

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!

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.

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!

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.

Historic Waterfront School House
Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.

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!

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.
Popular amenities for Stonington holiday rentals
Stay near Stonington's top sights
Other great holiday rentals in Stonington

Mystic Renovated Open Plan - Walk Everywhere - 9A

Westerly: Beach days & downtown nights | 4BR 3BA

Upscale Mystic Apartment 7 min Walk to Drawbridge

Studio Apt on the Pawcatuck River-10 min to Beach

Entire home in Mystic!

The Travel Bum’s Hideaway

Cottage by the Cove with Water Views!

Harbor View Landing - Mystic, CT - The Patriot
When is the best time to visit Stonington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 AUD | $295 AUD | $311 AUD | $329 AUD | $373 AUD | $409 AUD | $449 AUD | $451 AUD | $392 AUD | $368 AUD | $337 AUD | $337 AUD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
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 cottage rentals in Stonington?
Experience the best of Stonington with our cottage rentals, starting at about $140 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 a bbq area?
Absolutely! We offer over 20 apartment rentals with a bbq area in Stonington. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Stonington have wifi?
Absolutely! We offer over 10 condo 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 apartment rentals in Stonington?
Stonington has more than 80 family-friendly apartment 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 560 holiday rentals in Stonington

Nightly prices starting at
Stonington holiday rentals start at $45 AUD per night before taxes and fees

Verified guest reviews
Over 36,190 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
550 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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