
Holiday houses in Stonington
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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 $51 NZD 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.

"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.
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"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!
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Upscale Mystic Apartment 7 min Walk to Drawbridge
Located in the heart of Mystic. 5-7 minute walk to the drawbridge, boardwalk, shops, seaport, S and P Oyster, Sift Bakery, Blue Heaven Kayak & Paddle board rentals. Denison Pequotsepos Nature Center is 4 minute drive. Quiet and safe neighborhood. Private parking in our driveway. Everything is walking distance and convenient! Must 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 &hand held.
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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!
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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
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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.
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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.
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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!
FamilyValueGetting around

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.
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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.
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"Meteor": River View Penthouse in Downtown Mystic
River views & salty breezes that get better with every step up from this spacious & sunny attic penthouse with private balcony freshly renovated in 2022. Whimsical boho style in open plan living walkable to all downtown Mystic amenities. Sleeps two in eco certified memory foam king with bathrobes and eye masks included for lounging & snoozing. Updated kitchen with all the mod cons, Klipsch bluetooth speaker and games in the living area.
LocationFamilyWalkability

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!
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Popular amenities for Stonington holiday rentals
Other great holiday rentals in Stonington

The Mystic Surfside Getaway 1-BD Apt
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Boats & Toads | The Valentine Camp on Wyassup Lake
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"Little Red" Tiny House Stonington, CT New England
LocationHospitalityNearby

Brookside Retreat
LocationValueBathroom

Mystic Harbor Retreat • 2BR • Walk to Seaport
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Brand-New Designer Home in Mystic | 3BR, 2BA
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NEW Boutique Downtown Home, Shops, Patio, Office
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Walk to Mystic Seaport/Downtown-Cozy Private Home!
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When is the best time to visit Stonington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $367 NZD | $364 NZD | $377 NZD | $391 NZD | $472 NZD | $516 NZD | $510 NZD | $511 NZD | $445 NZD | $443 NZD | $404 NZD | $374 NZD |
| 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
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.
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