Guesthouse holiday rentals in Stonington

"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.

Tranquil Artist's Retreat, Strategically Located!

Imagine: the relaxing, soul-satisfying getaway you've always deserved. Family-friendly vacation or romantic retreat, our designer guesthouse ft firepit, private deck off the master bedroom for stargazing/birdwatching, living room gas fireplace, and chickens aims to please. A short drive to cute shoreline towns and their unique restaurants, coffeeshops, breweries, & shopping, this is perfect to recharge, take a work from home staycation, or have a secret HQ as you explore CT w/ our expert recs. ✨

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.

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!

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!

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.

Ocean Shire Coastal Retreat + Beach Pass

Relax at this warm modern private coastal cottage. Located 3 miles of Misquamicut and Watch Hill beaches. Season beach pass included. Kids Welcome! 1100 sq. ft, two bedroom, 1.5 bath attached cottage on 1.4 acres. Taylor Swift's Watch Hill home: 3 miles Ocean House Watch Hill: 3 miles Mystic, CT: 10 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.

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

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.

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.

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!

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.