Vacation rentals in Stonington

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Quick stats about vacation rentals in Stonington

  • Total vacation rentals

    Explore 580 vacation rentals in Stonington

  • Nightly prices starting at

    Stonington vacation rentals start at $42 CAD per night before taxes and fees

  • Verified guest reviews

    Over 39,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 190 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    560 of Stonington vacation rentals include wifi 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!

Top-rated vacation rentals in Stonington

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

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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
4.93 out of 5 average rating, 177 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.

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.
Guesthouse in North Stonington
4.99 out of 5 average rating, 246 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
Guesthouse in Stonington
4.99 out of 5 average rating, 259 reviews

Historic Mystic Cottage w/ Fire Pit & King Bed

Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!

Top 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, 340 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
An open-concept kitchen and living area is captured, featuring modern stainless steel appliances and white cabinetry. A spacious island with bar stools offers additional seating. Natural light fills the space through multiple windows, highlighting the cozy living area with a coffee table and comfortable seating.
Apartment in Mystic
5 out of 5 average rating, 122 reviews

Luxury 3 Bedroom Apt Near Mystic Drawbridge

Experience the energy of downtown Mystic by staying in this newly remodeled & spacious top 2 floors apt. that is a 5 minute walk to the Mystic waterfront/drawbridge, S&P Oyster Co., SIFT, Mystic Pizza, & much more! Furnished Apt Details: - Naturally sunlit rooms & modern furniture - Living room, dining room, & kitchen: open concept - 3 Bedrooms: 2 queen & 2 twin beds - 1 bathroom with spacious shower, modern vanity & stackable washer & dryer - Access to backyard with patio & BBQ to unwind

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, 208 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, 391 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 two-story cottage features a spacious deck with railings, accessible from the ground level. Outdoor dining furniture is arranged upon the wooden deck, surrounded by green grass and foliage. Large windows provide natural light to the structure, enhancing the inviting atmosphere of the home.
Home in Stonington
4.89 out of 5 average rating, 141 reviews

Waterfront Cottage with Dock

Arts & Crafts cottage with dock on ocean cove and close to the beaches. You’ll love the backyard and waterfront fire pit. Canoe, kayak and paddle boards are complimentary. Bring your own boat or rent one for 50% off at Stonington Marina. On same cove as Saltwater Farm Vineyard, and nearby to Mystic Aquarium, Mystic Seaport, Foxwoods and Mohegan Sun resorts. My place is good for families with kids and pets. Cottage HVAC has been upgraded to an eco friendly central AC and heat pump.

Top guest favourite
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, 167 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.

Guest favourite
A spacious sleeping area is furnished with a queen-sized memory foam bed, accompanied by two bedside tables with lamps. A large mirror is mounted above the bed, and a door leads to the apartment's entrance. Soft, neutral tones create a calming atmosphere.
Apartment in Groton
4.87 out of 5 average rating, 617 reviews

Modern Studio in Heart of Downtown Mystic

Enjoy all of the comforts and conveniences of home right in the heart of Downtown Mystic, now one of the top destinations in New England. This new, modern and cozy "garden level" studio is situated on Water Street right across from the Mystic River. Explore the most popular landmarks, shops and restaurants of Downtown Mystic without the need for a car (but a free off-street parking space is included)! Everything is just steps away.

Top guest favourite
Cottage in Groton
4.96 out of 5 average rating, 360 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 favourite
Condo in Stonington
4.98 out of 5 average rating, 197 reviews

Elegant five-star retreat. Walk to River & Shops.

A schoolhouse from 1909—now sleek, restored, and redesigned. Two large beds, two luxe-filled baths, brick and archways, timeless paths. A short stroll brings you Mystic’s best: shops and seafood, wine and rest. Perfect for love or friends who roam—with space to breathe, you’ll feel at home. Sip Prosecco, sleep in bliss—no retreat more sweet than this.

Popular amenities for Stonington vacation rentals

When is the best time to visit Stonington?

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Frequently Asked Questions

  • What are the best places to stay in Stonington?

    Stays in the historic village area or near the waterfront are often chosen for easy access to shops and the harbor. Quiet residential neighborhoods around the village provide additional options for a relaxed getaway.

  • What are the best things to do in Stonington with kids?

    Children often enjoy exploring the Old Lighthouse Museum, beachcombing along the shore, and joining hands-on programs at nearby nature centers. Open green spaces and playgrounds in local parks are great for families.

  • What are some of the best things to do in Stonington?

    Explore the historic downtown, tour the Old Lighthouse Museum, and stroll along scenic waterfront areas. Visiting local farms, browsing farmers markets, and sampling fresh seafood are also frequently suggested activities.

  • How is the weather in Stonington?

    Winters are chilly, ranging from about 19–39°F (-7–4°C) with occasional snow and rain, while summers are warm, averaging 60–80°F (16–27°C) and generally less rainy. Spring and fall bring comfortable temperatures and colorful scenery.

  • When is the best time to visit Stonington?

    Late spring through early fall is often recommended for milder temperatures, outdoor activities, and lively local events. Summer days usually reach around 80°F (27°C), ideal for beach visits and farmers markets.

  • What are the best places to visit in Stonington?

    Stonington has a scenic harbor, the Old Lighthouse Museum, and a historic downtown with locally owned shops and galleries. Around the area, you can explore beaches, nature preserves, and vibrant art spaces.

  • What are some hiking trails in Stonington?

    Explore nature preserves and shoreline trails that wind through salt marshes, wooded areas, and open fields. These scenic routes provide opportunities for birdwatching, gentle hiking, and peaceful water views.

  • What are some family activities we can do in Stonington?

    Families often explore the local beaches, tour the Old Lighthouse Museum, or visit nearby nature centers that host hands-on programs. Stonington has plenty of shoreline parks where families enjoy picnics and walking trails.

  • What are some of the best day trip ideas from Stonington?

    Explore coastal villages nearby, visit maritime museums, or experience local vineyards and farm markets just outside Stonington. Nature preserves and art galleries around the region create engaging day trip options year-round.

  • Are there any pet friendly accommodations available in Stonington?

    Many rentals in Stonington welcome pets, especially in areas near waterfront parks and village neighborhoods. Pet-friendly walking trails and outdoor spaces make exploring with dogs convenient.

  • What are some local tips for visiting Stonington?

    Locals suggest strolling the village early for quieter mornings and sampling fresh seafood at family-run spots. Bringing a reusable tote for farm stands and wearing layers helps in shifting coastal weather.

  • What is Stonington known for?

    Stonington is known for its historic fishing village atmosphere, classic New England architecture, and an active harbor. The area has deep maritime roots and seasonal seafood traditions.

  • What are the best hidden gems to explore in Stonington?

    Wander tucked-away art galleries, explore quiet shoreline trails, or discover local farm stands featuring regional produce. Small museums and community gardens around the area highlight Stonington’s distinct character.

  • What are the best foods to try in Stonington?

    Locally caught seafood, such as lobster rolls, scallops, and clam chowder, are frequently suggested. Many also enjoy fresh produce from farm stands and bakeries featuring regional recipes.

  • What should I bring for a trip to Stonington?

    Pack comfortable shoes for walking, layers for shifting temperatures, and a light rain jacket, as weather changes throughout the year. In summer, consider sun protection and swimwear for shoreline and boating activities.

  • What is the nightlife in Stonington like?

    Nightlife in Stonington centers on relaxed taverns, local pubs, and seasonal live music in intimate venues. Evenings are often spent enjoying fresh seafood and connecting with community events or gatherings.

  • What are the most popular events or festivals in Stonington?

    Stonington hosts maritime celebrations, seasonal seafood festivals, and arts or craft fairs, especially around summer and early fall. Parades and community gatherings during holiday weekends are also frequently suggested.

  • Are there family friendly vacation rentals in Stonington?

    Stonington has a variety of family-friendly rentals, including options with outdoor spaces, kitchens, and proximity to parks. Neighborhoods near the village center or harbor are frequently suggested for families.