Holiday houses in Stonington

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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
A cozy bedroom is presented with a light-colored bedspread and a decorative pillow on the spacious bed. Vertical blue and white stripes adorn the wall behind, complemented by a round mirror. A soft lamp and a small plant add subtle accents beside the bed.
Apartment in Stonington
4.98 out of 5 average rating, 126 reviews

Mystic Bungalow - 6min Walk Downtown!

Thoughtfully designed with coastal living in mind! Located in the heart of Mystic, 5 min walk to historical Mystic Bridge, 10 min walk to Mystic Seaport, 10 min walk to train station and short drive to Olde Mistick Village, prime location makes it easy to explore! Free parking and beautiful back deck. Located in a duplex, you will have the top unit, my family friend lives on the bottom. I live a few streets over and am happy to give local recommendations! Will be decorated for Valentines Day!

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, 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 favourite
A serene bedroom features a spacious bed with crisp white linens and folded towels. A large painting of a red bird adorns the wall, complemented by a small armchair. Two windows allow natural light to brighten the space, with views of the surrounding area.
Home in Stonington
4.98 out of 5 average rating, 166 reviews

Mystic Harbor House · walk Downtown-Train/Aquarium

Perfect for a family vacation or a couples' getaway. Experience the charm and beauty of Mystic at The Mystic Harbor House. This stunning 3-bedroom home boasts breathtaking water views of the Mystic Harbor and Mason's Island. Take a short 4-minute walk to the Mystic Amtrak train station or a 7–10-minute stroll to the historic downtown area or a 6-minute drive to the Mystic Aquarium. Wake up to the refreshing ocean breeze as you sip your morning coffee and take in the tranquil surroundings.

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, 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 favourite
Guest suite in Stonington
4.98 out of 5 average rating, 349 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
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!

Top Guest favourite
A spacious dining area is highlighted by a wooden table surrounded by elegant chairs. Natural light pours in through large windows, illuminating the inviting living space with a comfortable sectional couch and a wall-mounted TV. Decorative pendant lights enhance the modern kitchen's open layout.
Home in Westerly
4.98 out of 5 average rating, 161 reviews

Cheerful Cozy Colonial

Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. In the warmer weather, enjoy the outdoor shower after a long hike or trip to the beach.

Guest favourite
A cozy living area features a brown sofa adorned with floral-patterned throw pillows, facing a flat-screen television on a green media console. Natural light filters in through a large window dressed with light curtains, illuminating a soft area rug with a subtle pattern.
Home in Stonington
4.86 out of 5 average rating, 102 reviews

Charming 1870s Home Near Beaches and Casinos

Built in 1870, this home was the first on the street. It boasts a charming interior with ample outdoor space for gathering and relaxing. You will see some older features of the house that were kept to preserve history (some door hardware, low ceilings, flooring, including old paint splatters, and the old coal chute covers). Centrally located to Downtown Westerly, Misquamicut beach, Mystic, casinos and all that Connecticut and Rhode Island have to offer.

Guest favourite
A spacious sleeping area is furnished with a queen-sized memory foam bed, accompanied by two bedside tables with lamps. A large mirror is mounted above the bed, and a door leads to the apartment's entrance. Soft, neutral tones create a calming atmosphere.
Apartment in Groton
4.87 out of 5 average rating, 583 reviews

⭐ Modern Studio in Heart of Downtown Mystic

Enjoy all of the comforts and conveniences of home right in the heart of Downtown Mystic, now one of the top destinations in New England. This new, modern and cozy "garden level" studio is situated on Water Street right across from the Mystic River. Explore the most popular landmarks, shops and restaurants of Downtown Mystic without the need for a car (but a free off-street parking space is included)! Everything is just steps away.

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, 671 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
The turn of the century home features a welcoming entrance with a decorative railing and front porch. An American flag is displayed, and lush landscaping complements the exterior. Sunlight highlights the structure, ensuring a bright and inviting appearance.
Apartment in Westerly
4.99 out of 5 average rating, 205 reviews

THE COOL HOUSE

Spacious two bedroom apartment in beautifully maintained turn of the century home, private entrance. Huge windows keeps this third-floor apartment bright and sunny all day. Within walking distance of Amtrak, downtown restaurants and bars, 10 minute drive to RI beaches, Historic Watch Hill. Also drive to Newport, Casinos and Mystic,CT. This home is a perfect get-a-way. WiFi

Top Guest favourite
A spacious living room features a cozy seating arrangement with a dark leather sofa, comfortable armchairs, and a decorative area rug. Natural light filters through sheer curtains, illuminating the room. A central chandelier adds a warm touch, complemented by framed artwork on the walls.
Townhouse in Stonington
4.98 out of 5 average rating, 105 reviews

Historic Mystic Home, Walk to Seaport & Downtown

Escape to our historic 1847 townhome in the heart of Mystic! This pet friendly, 3-bed, 2-bath retreat for 6 guests blends 19th-century charm with modern luxury. Features a fully equipped kitchen, smart home tech, WiFi, and a dedicated parking spot. Perfectly located, you can walk to Downtown Mystic and the Seaport Museum. Your charming New England getaway awaits!

Popular amenities for Stonington holiday rentals

When is the best time to visit Stonington?

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Avg. price$289 AUD$280 AUD$296 AUD$313 AUD$354 AUD$388 AUD$427 AUD$428 AUD$373 AUD$371 AUD$339 AUD$313 AUD
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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 holiday rentals in Stonington

  • Total holiday rentals

    Explore 570 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 37,930 verified reviews to help you choose

  • Family-friendly holiday rentals

    380 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 180 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!

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