Vacation rentals in Stonington

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Top-rated vacation rentals in Stonington

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

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Top guest favorite
A spacious outdoor area is presented with a wooden dining table and chairs, accompanied by a blue and white striped umbrella. A grill is positioned nearby, and lounge chairs are visible in the lush green backyard, surrounded by trees and plants.
Home in Stonington
4.94 out of 5 average rating, 114 reviews

Scenic Island Summer Home

A beautiful home on scenic Mason's Island. The house is located a few minutes drive to historic downtown Mystic. Spend your days exploring town, before coming home to your oasis at the end of a quiet cul de sac. The 3 bedroom 3 bath home has plenty of space for you, your family and friends, and has a great backyard with patio, grill, outdoor sectional and dining table, perfect for summer days and nights. Our home is the ideal home base after days at the beach, on the water, or exploring Mystic.

Guest favorite
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, 326 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 favorite
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.

Guest favorite
A bright living area features a comfortable white sofa and a modern armchair beside a wooden side table. Natural light floods the room through multiple windows, enhancing the neutral color palette and showcasing the sliding barn doors leading to additional spaces.
Condo in Mystic
4.89 out of 5 average rating, 152 reviews

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed 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.

Top guest favorite
Guest suite in Stonington
4.98 out of 5 average rating, 363 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 favorite
The kitchen and dining area feature rustic wooden beams overhead and a mix of modern and traditional elements. A large wooden dining table is surrounded by black chairs, while a stainless steel stove and refrigerator are visible in the background. A brick wall adds character, and a cozy stove offers warmth.
Home in Pawcatuck
4.94 out of 5 average rating, 218 reviews

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

Top guest favorite
A bright sleeping area features a spacious bed with light-colored bedding, positioned beside large windows dressed with gray curtains. A minimalist TV stand holds a television, with a colorful wall art piece providing a vibrant accent against the neutral walls.
Apartment in Groton
4.97 out of 5 average rating, 170 reviews

Beautiful studio overlooking the Mystic River

This bright apartment is within walking distance of Downtown Mystic with lots of nearby food options food options. There are coastal access points nearby that are within 2 to 5 mins. There are trails across the street for a scenic hike. The sunset views are breathtaking and you can see wildlife and boats including the Argia several times a day. We are 1 exit away from Mystic Seaport and Mystic Aquarium. Use Mystic Go App to see all that you can explore in this area.

Top guest favorite
A stone staircase descends towards a serene pond, bordered by lush greenery and vibrant hydrangeas in bloom. The calm water reflects the surrounding trees, creating a peaceful natural setting.
Guest suite in Westerly
4.96 out of 5 average rating, 159 reviews

Room with a View on Spring Pond

Fab newly decorated suite in 1957 home set on a private pond near Watch Hill, RI. Private entrance with mini kitchen, fridge,microwave, portable induction cooktop,toaster,coffeemaker- every thing but the kitchen sink! Please note: there is no kitchen sink nor oven. Ensuite bath with new towels,robes,linens,and bedding. Outdoor shower ( in addition to an indoor one!) ,grill,lounging area. Near beaches,music,food, Mystic Ct attractions. Great relaxing venue.

Top guest favorite
A welcome mat is displayed at the entrance, featuring compass rose graphics and coordinates marking the location. The words 'MYSTIC FOR TWO' are prominently featured, inviting guests to enter this cozy couples retreat.
Apartment in Mystic
4.99 out of 5 average rating, 171 reviews

Mystic for Two

Cozy couples getaway is just a 90-second walk to Downtown Mystic’s 80 independently-owned shops & restaurants & the Mystic River, Mystic River Park, & our famous bascule bridge. We’re a 7-minute walk to Mystic Seaport Museum and a 5-minute drive to Mystic Aquarium and Olde Mystic Village. A 4-minute walk from the Mystic Amtrak station for easy access from New York, Boston, Providence, and more...

Top guest favorite
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, 207 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 favorite
An outdoor seating area is set up with wicker chairs and a coffee table, positioned on a stone patio. A large tree provides shade, and the Mystic River is visible in the background, flanked by buildings along the waterfront.
Cottage in Groton
4.96 out of 5 average rating, 349 reviews

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.

Top guest favorite
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, 251 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 vacation rentals

When is the best time to visit Stonington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,155 GYDG$44,737 GYDG$46,409 GYDG$45,991 GYDG$52,054 GYDG$57,071 GYDG$62,715 GYDG$62,924 GYDG$54,771 GYDG$54,562 GYDG$49,754 GYDG$45,991 GYD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Stonington?

    Yes! Work meets play with ease at over 300 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 30 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 farmstay rentals in Stonington?

    Experience the best of Stonington with our farmstay rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

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

  • Do private suite rentals in Stonington have wifi?

    Absolutely! We offer over 10 private suite 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 house rentals in Stonington?

    Stonington has more than 230 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 260 homes with wifi, over 110 homes with self check-in, over 110 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Stonington

  • Total vacation rentals

    Explore 550 vacation rentals in Stonington

  • Nightly prices starting at

    Stonington vacation rentals start at G$6,272 GYD per night before taxes and fees

  • Verified guest reviews

    Over 38,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    370 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wi-Fi availability

    530 of Stonington vacation 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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