Guesthouse vacation rentals in Stonington

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Top-rated guesthouse rentals in Stonington

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Guest favorite

Guesthouse in Mystic

4.95 out of 5 average rating, 63 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

Guesthouse in Old Mystic

5 out of 5 average rating, 206 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!

Guest favorite

Guesthouse in Stonington

4.97 out of 5 average rating, 257 reviews

True Artist Loft, 5 minutes to downtown Mystic

The Dacha, as it has lovingly been called for almost 80 years was built in 1945 originally as a studio for the artist that resided on the property. The unique structure is truly one of a kind, fully insulated for winter and tucked away from the road, sitting on a quiet piece of land, just 5 minutes to downtown Mystic. Enjoy modern comforts and a designers decor, while settling in front of the fire, or taking a short drive to all that Mystic has to offer- hiking, water, shops and restaurants.

Guest favorite

Guesthouse in Charlestown

4.88 out of 5 average rating, 296 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 North Stonington

4.93 out of 5 average rating, 197 reviews

Charming Post and Beam cottage (near Foxwoods)

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

Guest favorite

Guesthouse in Sprague

4.96 out of 5 average rating, 201 reviews

House on Little River / Writer Retreat

Rustic cottage on on Little River, a lovely trout stream that swishes around rocks. Great place for kids to play! Lake across the street. Canoe. Woods all around. Very quiet except for hush of river. Nice deck extends almost to the river. Charcoal grill. In all ways cozy and pleasant. Nice for couples, writers, artists, travelers, families, and pets—a place for quiet, peaceful people. About the lake: There's no beach. Access is just a narrow path down to the water.

Guest favorite

Guesthouse in Hopkinton

4.96 out of 5 average rating, 129 reviews

Cozy Vintage Cottage at Cornerstone Farm

The Cottage at Cornerstone Farm offers a cozy year round get away! This two bedroom vintage style cottage is conveniently located a few miles in from I-95 on a small New England farm. This area of RI and nearby CT offers you so many things to do! Beaches/swimming, golf courses, biking, hiking, kayaking, canoeing, fishing/charter fishing, motor cycling, shopping, fine and/or casual dining (seafood places all around), antiquing, casino's, theater and more!

Guest favorite

Guesthouse in South Kingstown

4.95 out of 5 average rating, 209 reviews

Cute Little House in Town

Cute little guesthouse steps from bike path. Walk to Main Street or ride bikes to beach. 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.

Guest favorite

Guesthouse in Stonington

4.86 out of 5 average rating, 14 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

Guesthouse in New London

4.97 out of 5 average rating, 106 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!

Guest favorite

Guesthouse in Mystic

4.98 out of 5 average rating, 599 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.

Guest favorite

Guesthouse in Glastonbury

4.92 out of 5 average rating, 198 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.