Guest house holiday rentals in Stonington

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Top-rated guest house rentals in Stonington

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Top guest favourite

Guest house in North Stonington

4.99 out of 5 average rating, 207 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 favourite

Guest house in Old Mystic

4.99 out of 5 average rating, 226 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 favourite

Guest house in North Kingstown

4.99 out of 5 average rating, 277 reviews

The Boathouse61

Recently built studio above "The Boathouse". Feel pampered in this airy studio space w/ kitchenette, bath, king bed, & sitting area. Relax on private 2nd story deck overlooking the cove. Kayak to Historic Wickford, paddle around Rabbit Island, the various marinas, or out Narragansett Bay! Enjoy spectacular views, a breathtaking sunrise & fabulous restaurants. 15 mins to TF Green Airport, <30 mins to Providence, Newport, & Narragansett, 20 mins to URI, & less than a mile to Wickford Village.

Top guest favourite

Guest house in Westerly

4.99 out of 5 average rating, 99 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 favourite

Guest house in Glastonbury

4.95 out of 5 average rating, 152 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Guest favourite

Guest house in Charlestown

4.88 out of 5 average rating, 310 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 favourite

Guest house in North Stonington

4.94 out of 5 average rating, 202 reviews

Charming Post and Beam cottage (near Foxwoods)

Our Post and Beam Cottage offer a rustic feel and is tucked away on a country road. The Area offers a lot of sites to visit: Mystic Seaport and Aquarium, Foxwoods & Mohegan Sun Casino, Mashantucket Pequot Indian Museum, Wineries, Submarine Museum, Westerly RI Restaurants, Beautiful Beaches of Rhode Island (Watch Hill & Misquamicut State Beach), the quaint & charming village of Stonington and the beautiful & scenic Billings Lake of North Stonington. Hiking and a lot of Trails close by.

Top guest favourite

Guest house in Portland

5 out of 5 average rating, 227 reviews

Guesthouse Farm Stay

Come stay with us on our working farm. Relax and take in our beautiful 12-acre property while sitting on the back deck, overlooking pastures. Or for a more interactive experience, join us on a farm tour during our morning and evening farm chores. Our farm was established in 1739 with a rich history in agriculture and livestock. Our cottage is studio-style with an open bedroom, living room, and dining area. There is a kitchette and bathroom with a shower for your convenience.

Guest favourite

Guest house in New London

4.97 out of 5 average rating, 113 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 favourite

Guest house in Mystic

4.98 out of 5 average rating, 640 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

Guest house in South Kingstown

4.95 out of 5 average rating, 230 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 favourite

Guest house in Glastonbury

4.92 out of 5 average rating, 213 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.