Guesthouse vacation rentals in Stonington

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Top-rated guesthouse rentals in Stonington

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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, 223 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
Guesthouse in Lyme
5 out of 5 average rating, 26 reviews

Cozy Artist's Hideaway in the CT River Countryside

Welcome to our designer guesthouse in the CT River Valley: the relaxing, soul-satisfying getaway you've always deserved. Family-friendly or romantic retreat, we have a firepit, stargazing, a personal deck off the master bedroom, a cozy gas fireplace in the living room, chickens for you to enjoy. A short drive to cute shoreline towns and all their unique restaurants, coffeeshops, breweries, and shopping. Close to many local farms, too! Perfect for a relaxing readaway or work from home staycation.

Top guest favorite
A two-story yellow guesthouse is showcased, featuring a spacious front porch with white railings and multiple seating areas. A separate building is visible on the left, possibly a garage. Lush green landscaping surrounds the property, and trees are seen in the background.
Guesthouse in Mystic
4.96 out of 5 average rating, 81 reviews

Cliffside Guesthouse in Mystic Historic District

Let the Cliffside Guesthouse become your gateway to the fun, excitement and relaxed New England charm of historic southeastern Connecticut. Cast off the burdens of daily life and journey to Mystic, a historically avant-garde seaport community that combines the best of both yesterday and today. Located just steps from the Mystic River, and situated only blocks from the center of our historic hamlet, and close to award-winning restaurants, the Seaport, the Aquarium and Mohegan & Foxwood Casinos.

Top guest favorite
The room features a king-size bed with a grey and white comforter. Red accents are provided by a red blanket and striped area rug. Vintage Americana decor, including flags, enhances the indoor space. Soft lighting is provided by lamps on either side of the bed.
Guesthouse in Old Mystic
4.99 out of 5 average rating, 237 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!

Superhost
The kitchen features white cabinetry and a retro red refrigerator. A wooden countertop provides workspace, while a small black sink is positioned beneath a window adorned with colorful curtains. A table with a vase of white flowers is in the foreground, adding a touch of decor.
Guesthouse in Norwich
4.87 out of 5 average rating, 87 reviews

Brand new & close to casinos with HOT TUB

Totally renovated top to bottom! Come enjoy our guest suite centrally located 3 miles to Mohegan and 9 to Foxwoods casino. Quiet neighborhood surrounded by wildlife and plush trees. There's a large family of deer that come visit everyday. You're just a few minutes to downtown Norwich too where you can indulge multiple dining cuisines like Harp & Dragon Irish. Home to a few breweries also. Brand new king size bed, washer and dryer, everything you need for a quick escape. Mystic is close by too!

Guest favorite
The exterior of the vintage cabin features a welcoming porch with two green chairs and various potted plants. The cabin has a clean, white facade with dark doors, surrounded by a lush green lawn and trees, inviting a sense of tranquility.
Guesthouse in Charlestown
4.88 out of 5 average rating, 320 reviews

Cozy All Season Cabin Near Beach at Rockbriar Farm

Small vintage vacation cabin located in Charlestown, RI a 1 mile walk/bike to the town beach. Located on 7 acres called Rockbriar Farm, the cabin is in a wooded setting away from our home affording privacy for guests. One large room includes the futon bed/couch and the one sink; the shower and toilet are in separate room. Cabin also has a cedar enclosed hot water outdoor shower. Clean, cozy but not luxurious! No stove, but coffee maker, microwave, outside grill, and mini fridge.

Guest favorite
Guesthouse in Norwich
4.87 out of 5 average rating, 39 reviews

The Cozy Little Cottage

Take it easy at this rustic and tranquil getaway. Simple and clean with a few pops of kitty decor. Nestled in the woods yet easy access to highway, casinos, restaurants, gas stations, etc. Casino is one exit away and only a 10 min drive. Overlooking a private backyard and pond. You are in the woods, yet so close to everything. Recently upgraded and remodeled. Newly installed A/C unit to keep you nice and cool in the summer and the heat works great in the winter. WiFi router in the unit

Top guest favorite
Guesthouse in Stonington
4.97 out of 5 average rating, 79 reviews

Farmhouse Retreat Central to Mystic and Westerly

Welcome to Merry Hall Farmhouse, a quaint guesthouse perfect for a restful getaway. Enjoy a scenic walk along the Pawcatuck River or relax under the peach trees. Take a 2-mile drive to downtown Westerly RI for fresh seafood or a walk at Wilcox Park. It is a 4-mile trip to the shops and dining in Stonington Borough or 7 miles to all the attractions in Mystic. Misquamicut is only 15 mins away! House Rules: No smoking No parties/Events Parking is limited to 3 vehicles No pets

Top guest favorite
A spacious living area features exposed wooden beams and a light wood floor. A cozy, light gray couch is positioned in front of a white coffee table, with decorative plants and wall art complementing the space. The kitchen area is visible in the background.
Guesthouse in Pawcatuck
4.92 out of 5 average rating, 26 reviews

Sunny Riverside Bungalow

Enjoy this entire waterfront guest suite with gorgeous exposed beams and a sunny boho vibe. Wake up with coffee by the river watching the boats head out for the day. Just a short walk into downtown Westerly, RI for restaurants, shops, grocery and entertainment. Centrally located just 9 miles from downtown Mystic, 6 miles from the Westerly beaches and 6 miles from the historic Stonington Borough. Owner, family and friendly dog live on site.

Guest favorite
A loft space is featured with a spacious bed draped in grey bedding, complemented by soft lighting from a nearby lamp. A wooden desk and a classic chair are positioned near the window, adding a cozy work area. Light wood beams enhance the airy atmosphere.
Guesthouse in Kingston
5 out of 5 average rating, 25 reviews

Private studio near RI University and beaches

Whether visiting your URI student for the weekend or enjoying a few weeks on the RI coast, you can unwind in this cozy and serene loft, tucked in just on the edge of the university campus. Enjoy your morning coffee at your outdoor patio table, get extra work done at your own designated workspace with WiFi or enjoy a myriad of TV options, board games and books. You’ll have a complete kitchen, dining table, and comfy leather couch.

Top guest favorite
A serene outdoor space features four grey Adirondack chairs arranged around a small table, set on a lush green lawn. Surrounding foliage adds a touch of nature, while a clear sky provides a bright backdrop.
Guesthouse in New London
4.98 out of 5 average rating, 124 reviews

Fully Renovated, Ocean Views, Fireplace & Beach

Spacious, charming, fully equipped family friendly home in the heart of New London's beach community. The apartment is quiet, private, attractive and comfortable. Private beach, wide open views of Long Island Sound and on site parking. Your carriage house apartment has a private entrance and is located on the second floor above our detached two car garage. Relax, get comfortable and enjoy your stay!

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, 666 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 guesthouse rentals

Quick stats about guesthouse rentals in Stonington

  • Total vacation rentals

    Explore 10 vacation rentals in Stonington

  • Nightly prices starting at

    Stonington vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

  • Verified guest reviews

    Over 2,070 verified reviews to help you choose

  • Wi-Fi availability

    10 of Stonington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stonington rentals

  • 5 Average rating

    Stonington stays are highly rated by guests—averaging 5 out of 5!

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