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, 221 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.

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, 76 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.

Guest favorite
A studio space features a queen bed with light blue bedding, flanked by simple wooden nightstands. A comfortable sofa with yellow accent pillows is positioned nearby. Natural light enters through the window, partially covered by light curtains, while a small bookshelf adds a homey touch.
Guesthouse in Franklin
4.88 out of 5 average rating, 17 reviews

Homestead Guest Quarters

Modern studio on a hectic homestead. The space offers a queen bed, wifi, dining space, living space, full bathroom with a clawfoot tub/ shower and kitchenette. There is a mini fridge, microwave, toaster oven combo and cooktop for use. The living space has a full sized pull out sofa bed for additional guests. There is a deck to enjoy for morning coffee on a sunny day. We are 5 minutes away from Backus, 15 minutes from Mohegan Sun, 20 from New London and 35 from UConn. We are an exit off the 2

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, 233 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!

Top guest favorite
Guesthouse in Westerly
4.99 out of 5 average rating, 111 reviews

Ocean Shire Coastal Retreat + Beach Pass

Ocean Shire: Warm modern updated private coastal cottage located 3 miles of stunning beaches (Misquamicut and Watch Hill). Season beach pass included. Kids welcome. 1100 sq. ft, two bedroom, 1.5 bath attached cottage on 1.4 acres. Watch Hill/Ocean House: 5 min. drive Mystic, CT: 10 miles Stonington, CT: 8 miles Newport, RI: 38 miles Wooded yard is a beautiful tranquil outdoor space. Easy access to shops, restaurants, bars, sailing, water sports and beach are all available at your door.

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, 318 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.

Top guest favorite
A close-up of a cozy sleeping area features a rustic wooden headboard supporting soft white pillows. A textured blanket with blue stripes drapes over the spacious bed. A small marble shelf holds a glass vase with dried flowers, adding a touch of nature.
Guesthouse in South Kingstown
4.98 out of 5 average rating, 126 reviews

The Offshore - A Walkable Wakefield Carriage House

The Offshore is a newly built, airy and clean one bedroom apartment above a modern carriage house fully stocked with all of the comforts of home. The apartment is centrally located and serves as an ideal landing spot for a southern Rhode Island getaway. You have the option to take the bike path to many beaches and Narragansett Pier or walk two blocks to Main Street Wakefield for a morning coffee at Caf Bar, Phils or South Country Bread Company and post beach ice cream at Brickley's.

Guest favorite
Natural wood walls and ceiling create a warm environment in this studio. A queen bed is positioned below a loft area with two twin beds accessible by a wooden ladder. Light enters through windows, illuminating a side table and a cozy reading nook.
Guesthouse in Waterford
5 out of 5 average rating, 25 reviews

A Little House by the sea

Located steps from the water on a quiet cove, this former carriage house has been thoughtfully restored to offer the comforts of home in a compact space. • 1 Queen bed & two twin beds in the loft • Full kitchen & bathroom (shower) • Outdoor shower #2 • Water views from back deck, grill, & outdoor dining • Local beach access nearby (passes included) Nearby: Niantic (5 min), O'Neil Theater (8 min) & New London ferries to Block Island & Montauk (15 min), Mystic (25 min).

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, 123 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, 657 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 favorite
A light-filled living area features a cozy couch and an armchair, with a wooden coffee table displaying magazines and a remote. A television with a streaming box is present, and indoor plants add a touch of greenery. Large windows provide views of the deck outside.
Guesthouse in South Kingstown
4.96 out of 5 average rating, 248 reviews

Cute Little House in Town

Cute little guesthouse perfect for two people, but could also work for three with advance notice. There is a queen bed upstairs, and a couch downstairs, there are two fold out cots available upon request. The deck overlooks the huge backyard. The television has a Roku boxes so you can watch Netflix, Amazon Videos, etc. I have a friendly dog named Barney who is often outside on the property.

Top guest favorite
The exterior of a colonial barn-style apartment is shown, featuring a stone chimney and a combination of red siding and a gray roof. Lush greenery surrounds the entrance, which includes large glass windows and a welcoming door. A grassy area is visible in the foreground.
Guesthouse in Glastonbury
4.93 out of 5 average rating, 219 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

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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