Holiday rentals in Stonington

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Top-rated holiday rentals in Stonington

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Guest favourite

Flat in Stonington

4.98 out of 5 average rating, 102 reviews

Charming Stonington Getaway - Beaches & Casinos!

Rated one of the Top Destinations of Summer in 2022, come experience all there is to offer in Stonington, CT! Walk away from your worries and into comfort in our seaside-themed apartment. Sink into our plush sofa and binge your favorite shows, cook up a storm with our fully equipped kitchen, or relax in our deck chairs with an early morning mimosa. Venture outside and experience the rolling waves of Rhode Island beaches and the quaint seaside villages of Mystic and the Borough. Come visit today!

13–20 Jul

$266 SGD per night

Guest favourite

Guest house in Stonington

4.97 out of 5 average rating, 221 reviews

True Artist Loft, 5 minutes to downtown Mystic

The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.

27 Sep – 4 Oct

$277 SGD per night

Guest favourite

Guest house in Stonington

4.99 out of 5 average rating, 186 reviews

Super Adorable Cottage + 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!

4–11 Dec

$207 SGD per night

Guest favourite

Flat in Stonington

4.99 out of 5 average rating, 136 reviews

The Moss Farm-private apt- Pawcatuck/Stonington

This very private one bedroom apartment is on the second floor of a farmhouse built in 1714. Located in the village of Pawcatuck in Stonington, CT, it is walking distance to downtown Westerly, RI. A short drive to Mystic, Watch Hill, CT/RI beaches, & casinos. Connecticut College, US Coast Guard Academy and the Groton Sub Base are nearby. The apartment is comfortably furnished with a full size bed and pull out sofa to accommodate a party of four. Exposed beams add character to a modern space.

11–18 Oct

$155 SGD per night

Guest favourite

Flat in Stonington

4.95 out of 5 average rating, 218 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!

23–30 Nov

$591 SGD per night

Guest favourite

Flat in Mystic

4.94 out of 5 average rating, 149 reviews

Mystic Apt #2. Self contained and private.

This beautiful space is self contained and private, with its own entrance way and deck. It shares its driveway with separate airbnb units, see Mystic Apt. #1 and #3. Perfect for those wishing to travel alone or with friends. It is light, bright and has a beachy feel. You can sit outside by its tabletop fire pit, surrounded by trees and the sounds of nature. You can come and go as you please. Its approx 2 miles from downtown Mystic and close enough to hear a seagull and light house horn.

18–25 Jul

$205 SGD per night

Guest favourite

Guest suite in Stonington

4.98 out of 5 average rating, 107 reviews

The Beacon- Guest Suite

The Beacon is a nautically decorated private suite with over 700 square feet to relax in. Brand new (Built in 2022) clean studio that comes with all new amenities. It's a private space/private entrance attached to our home. The kitchen features a microwave, coffee maker, fridge and dishwasher. The space is equipped with WIFI and a SMART TV. 1.5 Miles to Westerly, RI 5.1 Miles to Misquamicut Beach 5.8 Miles to Mystic, CT 8.1 Miles to Foxwoods Casino 14 Miles to Mohegan Sun Casino

17–24 Sep

$197 SGD per night

Guest favourite

Guest suite in Stonington

4.99 out of 5 average rating, 139 reviews

Morgan Suite

The Morgan Suite is a totally private Airbnb located in a quiet neighborhood along the Pawcatuck River. Minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with friends. If you are looking to explore a new area and feel right at home, Morgan Suite is for you! The home is spacious, newly renovated with amenities that make you feel right at home. Newly added - hot tub!

30 Aug – 6 Sep

$330 SGD per night

Guest favourite

Flat in Mystic

4.98 out of 5 average rating, 220 reviews

Mystic Harbor Getaway - Best Spot Downtown

Walk out your front door and enjoy quintessential coastal New England. This family friendly apartment is on a quiet street and a 4 minute walk from all the main attractions. Grab a coffee at the renown Sift bakery and watch the boats navigate the historic Bascule Drawbridge. Meander along the placid Mystic River with breathtaking views of the Seaport and the Charles Morgan. The perfect spot to enjoy Mystic. There is another unit on the first floor. Yard is a shared space.

28 Jan – 4 Feb

$164 SGD per night

Guest favourite

Farm stay in Hopkinton

4.98 out of 5 average rating, 192 reviews

Farm with a few goats on a lake close to beaches.

This is a bright walk out apartment in our home with a private entrance. We will be here but we give you all the privacy that you want. I have recently lost 3 goats. I still have two goats. This is a rural town 7 miles from Westerly, Rhode Island, and about 12 miles from Mystic. Please read the whole description of this property to make sure it is suitable for your family. Please read my reviews. I think my guests describe the accommodation even better than I do!

3–10 Oct

$218 SGD per night

Guest favourite

Flat in Stonington

4.95 out of 5 average rating, 131 reviews

Waterfront Marina Living

Waterfront marina living in Stonington's oldest house. This 1650's post and beam home on Wequetequock Cove was originally a trading post. Use our kayaks to explore the cove and sheltered bay. Paddle to Saltwater Farm Vineyard up the Cove, or explore Barn Island Nature Preserve. Sandy Point, Napatree Beach, East Beach and Dubois Beach are close by car or boat. You're just minutes from Stonington Borough, Mystic, the Seaport, Mystic Aquarium, Westerly and Watch Hill.

8–15 Sep

$245 SGD per night

Guest favourite

Guest house in Mystic

4.99 out of 5 average rating, 538 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.

9–14 Nov

$249 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Stonington holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Stonington's top sights

Mystic Seaport Museum276 locals recommend

Mystic Aquarium341 locals recommend

Olde Mistick Village69 locals recommend

Ocean House64 locals recommend

Mystic Pizza63 locals recommend

Mystic Seaport Museum - Children's Museum3 locals recommend

Other great holiday rentals in Stonington

Guest favourite

Cottage in Groton

4.94 out of 5 average rating, 137 reviews

EASY BEAT

7–14 Jan

$211 SGD per night

Guest favourite

Home in Stonington

4.95 out of 5 average rating, 166 reviews

Romantic Seaside Cottage in Mystic

23–30 Jan

$296 SGD per night

Guest favourite

Flat in Groton

4.94 out of 5 average rating, 145 reviews

Cozy Studio with water views

15–22 Jul

$159 SGD per night

Guest favourite

Home in Stonington

4.94 out of 5 average rating, 127 reviews

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

2–9 Nov

$311 SGD per night

Guest favourite

Home in Stonington

4.97 out of 5 average rating, 183 reviews

Perfect New England Getaway has a pool/ hot tub

18–25 Mar

$704 SGD per night

Guest favourite

Guest suite in Westerly

4.93 out of 5 average rating, 115 reviews

Adorable in-law apartment with private entrance!

28 Sep – 5 Oct

$194 SGD per night

Guest favourite

Home in Stonington

4.92 out of 5 average rating, 234 reviews

🧭 Newly Remodeled Home Near Westerly and Mystic

24 Jun – 1 Jul

$356 SGD per night

Guest favourite

Guest suite in Stonington

4.96 out of 5 average rating, 77 reviews

Crow's Nest Stonington Borough

17–24 Sep

$177 SGD per night

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Quick stats about holiday rentals in Stonington

Total rentals	530 properties
Rentals with dedicated workspaces	300 properties have a dedicated workspace
Rentals with a pool	30 properties have a pool
Pet-friendly rentals	160 properties allow pets
Family-friendly rentals	350 properties are a good fit for families
Total number of reviews	26K reviews

Holiday rentals in Stonington

Top-rated holiday rentals in Stonington

Flat in Stonington

Guest house in Stonington

Guest house in Stonington

Flat in Stonington

Flat in Stonington

Flat in Mystic

Guest suite in Stonington

Guest suite in Stonington

Flat in Mystic

Farm stay in Hopkinton

Flat in Stonington

Guest house in Mystic

Holiday rentals for every style

Flats

Houses

Hotels

Popular amenities for Stonington holiday rentals

Stay near Stonington's top sights

Other great holiday rentals in Stonington

Cottage in Groton

Home in Stonington

Flat in Groton

Home in Stonington

Home in Stonington

Guest suite in Westerly

Home in Stonington

Guest suite in Stonington

Quick stats about holiday rentals in Stonington

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore