Holiday houses in Stonington

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Quick stats about holiday rentals in Stonington

  • Total holiday rentals

    Explore 550 holiday rentals in Stonington

  • Nightly prices starting at

    Stonington holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 38,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    370 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wi-Fi availability

    530 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.

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Top Guest favourite
Guesthouse in Stonington
4.99 out of 5 average rating, 254 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
Home in Mystic
5 out of 5 average rating, 68 reviews

Mystic Harbor Retreat I Walk to Seaport 2BR

Welcome to the original Captain’s Quarters, a bright and cozy 2-bedroom retreat steps from the Seaport and a short walk to the Aquarium and Downtown. Settle into the warm, inviting living area and a fully stocked kitchen ready for easy meals. Bedrooms offer soft, comfortable beds in a spotless, professionally cleaned space. With fast Wi-Fi, Smart TVs, and parking for 2 cars, your stay is smooth and comfortable. After exploring Mystic, unwind indoors or gather by the fire pit under the stars.

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, 335 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, 116 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, 158 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, 378 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 bright bedroom features a queen size bed with light bedding, flanked by two bedside lamps. A full closet with sliding doors provides ample storage. Natural light enters through the window, enhancing the light color palette of the space, complemented by neutral decor.
Apartment in Stonington
4.99 out of 5 average rating, 84 reviews

Upscale Mystic Apartment 7 min Walk to Drawbridge

Located in the heart of Mystic. 5-7 minute walk to the drawbridge, shops, seaport, S and P Oyster, Sift Bakery, Blue Heaven Kayak and Paddle board rentals. Quiet and safe neighborhood. Private parking in our driveway. Everything is walking distance and very convenient! You need to go up the stairs to enter the apartment there is not a handicapped entrance. 1 bedroom, queen size bed, full closet. Pull out couch. Rain head shower and hand held. Gentle yoga sessions on patio per request

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.

Guest favourite
Tiny home in East Lyme
4.99 out of 5 average rating, 157 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 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, 129 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!

Top Guest favourite
The exterior of a charming cottage is shown, featuring a shingle facade, white shutters, and an inviting entrance. A cozy seating area with vibrant flowers and plants is positioned on a stone patio, surrounded by lush green grass and trees.
Barn in Stonington
5 out of 5 average rating, 50 reviews

Historic Ice House Near Mystic

Escape to a beautifully restored 1749 icehouse in rural Stonington. This unique 2-bedroom cottage blends historic charm with modern luxury, featuring a full kitchen & dedicated workspace. Perfect for a quiet retreat for up to 4 guests, yet only a 10-min drive to downtown Mystic's shops & dining. Enjoy private patios and serene countryside views.

Popular amenities for Stonington holiday rentals

When is the best time to visit Stonington?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$375 NZD$371 NZD$385 NZD$382 NZD$432 NZD$474 NZD$521 NZD$522 NZD$455 NZD$453 NZD$413 NZD$382 NZD
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