Vacation rentals in Stonington

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Top-rated vacation rentals in Stonington

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

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Top guest favorite
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, 226 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 favorite
A single-story home is presented with a grey exterior and a symmetrical design. The property features neatly trimmed shrubs and a well-maintained lawn. A driveway leads to a garage, while a pathway directs toward the front door, framed by small steps and a welcoming porch.
Cottage in Westerly
4.97 out of 5 average rating, 115 reviews

Downtown Westerly Beach Cottage Getaway

This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

Top guest favorite
An open great room features a large sectional couch facing a wall-mounted TV. A dining table with four wooden chairs is visible, while additional seating is arranged nearby. Natural light streams in through multiple windows with plantation shutters, highlighting the clean, minimalist design.
Home in Mystic
4.99 out of 5 average rating, 166 reviews

Steps from downtown & Seaport

Stay in downtown Mystic, footsteps from all the restaurants, shops & sights! Leave the cars behind in our 3 car driveway. Relax in the open great room 1st floor with a large couch, 65” HD Smart TV! Full kitchen and dining area seating. Laundry on 1st with 1/2 bath and full sleeper sofa. 2nd FL has 1800's charm with cathedral ceilings, 2 Queen bedrooms, and bath w/shower - Linens provided. Step outside to a private fenced in yard w/BBQ grill, w/ outdoor seating and dining or play cornhole

Guest favorite
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, 323 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 favorite
A cozy living area is furnished with a sectional sofa, accent chairs, and a small coffee table. A colorful area rug enhances the space, while natural light enters through large windows. A dining table is also visible, creating a functional area for gatherings.
Home in Stonington
4.95 out of 5 average rating, 153 reviews

Bright and Cheerful Two Bedroom Home in Mystic

You'll be close to everything in Mystic when you stay at this cozy home located in a quiet area. Clean and bright for families, small groups, or couples visiting Mystic and surrounding area. 1 mi. to Mys. Seaport, Mys. Aquarium, Old Mys.Village, and downtown. 5 mi. to Stonington Village. 13 mi. to Watch Hill/ RI beaches. 11 mi. to USCG Academy/ colleges in New London,. and 9-17 mi. to casinos. Large deck with clean propane outdoor fireplace and large flat yard. Centrally air-conditioned.

Top guest favorite
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, 203 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 favorite
Guest suite in Stonington
4.98 out of 5 average rating, 347 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 favorite
The kitchen and dining area feature rustic wooden beams overhead and a mix of modern and traditional elements. A large wooden dining table is surrounded by black chairs, while a stainless steel stove and refrigerator are visible in the background. A brick wall adds character, and a cozy stove offers warmth.
Home in Stonington
4.94 out of 5 average rating, 216 reviews

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

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

Guest favorite
A historic Victorian home is surrounded by lush greenery, featuring a wraparound porch with large windows. The facade showcases a mix of yellow siding and dark trim, with a prominent red front door that invites guests inside. Flower beds add a touch of color to the landscape.
Home in Stonington
4.92 out of 5 average rating, 211 reviews

1863 Mystic Victorian, Private Guest Suite & Bath

Experience the charm of historic Mystic from our 1863 Victorian home. A keypad entry leads to your private Queen bedroom & bath. Our goal was to create a boutique hotel-like setting separate from the main house. At the back of the house, the guest suite is accessed via a private entrance. Enter the bedroom and find your private bath off a short hallway. This space is yours. We provide a minifridge and keurig but there is no kitchen and you do not have access to the rest of the house.

Top guest favorite
Tall trees frame a serene view of the Mystic River, reflecting the surrounding greenery. Gentle ripples on the water's surface contrast with the lush tidal marsh and grasslands in the distance, creating a peaceful natural setting.
Home in Old Mystic
5 out of 5 average rating, 118 reviews

Waterfront Retreat on the Mystic River

This kayakers paradise is a waterfront home secluded on 2.5 wooded acres along the Mystic River. Views of the water, tidal marsh, woods, and wildlife are constantly changing. Owned by two designers, this home’s modern aesthetic has interesting art, objects, furniture, lighting & textiles. Dine & relax on the porch, paddle kayaks on the river, walk on the scenic road into downtown Mystic, or visit nearby beaches and family destinations.

Top guest favorite
A charming two-story gray house is framed by a neatly kept garden with green foliage. Prominent features include a bright blue front door and a fenced yard, enhancing privacy. The structure is accented by evenly spaced windows, allowing for ample natural light.
Home in Westerly
4.98 out of 5 average rating, 163 reviews

Cute and Close to Beaches and Town

A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

Top guest favorite
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, 670 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.

Popular amenities for Stonington vacation rentals

When is the best time to visit Stonington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$42,454 GYDG$41,200 GYDG$43,500 GYDG$46,010 GYDG$52,075 GYDG$57,094 GYDG$62,741 GYDG$62,950 GYDG$54,793 GYDG$54,584 GYDG$49,774 GYDG$46,010 GYD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Stonington?

    Yes! Work meets play with ease at over 310 vacation rentals in Stonington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Stonington?

    Four-legged friends are welcome in Stonington. Choose from more than 180 vacation rentals for guests traveling with pets.

  • Are there Stonington vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Stonington, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in guesthouse rentals in Stonington?

    Experience the best of Stonington with our guesthouse rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Stonington have self check-in?

    Absolutely! We offer over 50 apartment rentals with self check-in in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have wifi?

    Absolutely! We offer over 280 house rentals with wifi in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have a bbq area?

    Absolutely! We offer over 110 house rentals with a bbq area in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stonington have a gym?

    Absolutely! We offer over 10 house rentals with a gym in Stonington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Stonington?

    Stonington has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Apartment Rentals in Stonington?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with self check-in, over 150 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Stonington

  • Total vacation rentals

    Explore 570 vacation rentals in Stonington

  • Nightly prices starting at

    Stonington vacation rentals start at G$6,274 GYD per night before taxes and fees

  • Verified guest reviews

    Over 37,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wi-Fi availability

    560 of Stonington vacation 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!

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