Holiday houses in Stonington

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Stonington

  • Total holiday rentals

    Explore 580 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 39,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    380 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 190 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!

Top-rated holiday rentals in Stonington

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

1 of 1 pages1 / 1
Top Guest favourite
Guesthouse in Stonington
4.99 out of 5 average rating, 257 reviews

"4th of July Cottage" Open: 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, 336 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, 118 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, 205 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 favourite
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
4.9 out of 5 average rating, 162 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 favourite
Guest suite in Stonington
4.98 out of 5 average rating, 380 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 charming multi-story house features a combination of wooden shingles and trimmed details. A welcoming front porch with white railings is complemented by multiple windows that bring natural light into the space. Nearby trees add greenery to the cozy neighborhood setting.
Apartment in Stonington
4.86 out of 5 average rating, 103 reviews

Charming apartment in heart of Stonington Borough

Located in the heart of idyllic Stonington Village, this apartment is blocks away from stores, restaurants, coffee shops, and library. Main bedroom has a king size bed; second room can be used as an extra bedroom (twin bed) or as a study. Large living/dining area looks out to front porch, where you can enjoy a cup of coffee or a meal. Pots, pans, silverware, sink, stove/oven, and refrigerator can be found in the kitchenette. Towels and sheets are provided; walk-in shower in bath.

Top Guest favourite
The living area is brightly lit by natural light streaming through two windows. A comfortable gray sofa and two armchairs are arranged around a wooden coffee table. A light rug covers the hardwood floor, and a lamp adds additional lighting.
Home in Stonington
4.99 out of 5 average rating, 161 reviews

The Blue Anchor House · walk Mystic-Train/Aquarium

Experience the charm and beauty of Mystic at the Blue Anchor House. This stunning 3-bedroom home 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 Blue Anchor House is the perfect escape. ***Level-2 EV charging on site is shared with other guests***

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, 696 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
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, 358 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
Tiny home in East Lyme
4.99 out of 5 average rating, 161 reviews

Waterfront Bliss Tiny Home

Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

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, 255 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?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$310 AUD$307 AUD$318 AUD$315 AUD$357 AUD$391 AUD$430 AUD$431 AUD$375 AUD$374 AUD$341 AUD$315 AUD
Avg. temp-2°C-1°C3°C8°C13°C18°C21°C21°C17°C11°C6°C1°C

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.

Destinations to explore