Guest house holiday rentals in New London County

Ocean Shire Coastal Cottage + Beach Pass

Welcome to this modern spotless attached beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids and pets most welcome. Bike to the beach. 🏖️ Westerly Beaches: 5 mins ⚓ Historic Mystic: 18 mins 🏰 Newport: 50 mins ✈️ Block Island flight : 5 mins Cottage on 1.4 acres total privacy surrounded by trees with abundant gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

"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.

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.

Guesthouse Farm Stay

Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

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!

Farmhouse Central to Mystic & Westerly Beaches

Welcome to Merry Hall Farmhouse, a quaint guesthouse perfect for a restful getaway. The guest house comes fully equipped with everything you need to enjoy your getaway. Guests can enjoy a scenic walk along the Pawcatuck river or have a picnic under the peach trees. It is a quick 2 mi drive to downtown Westerly RI for fresh seafood or a walk at Wilcox Park. A 4 mi trip to the shops and dining in Stonington Borough or 7 miles to all the attractions in Mystic. Misquamicut is only 7 miles away!

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

Beachy & Bright Coastal Escape - 5 Mins to Beach

Charming coastal guesthouse in Madison’s historic district—just a 5-min walk to a private beach, 5-min drive to town, and 20 mins to New Haven. Bright, beachy, and newly renovated with a king bedroom, full kitchen, private deck, and huge backyard. Set on nearly an acre in the heart of New England, it’s perfect for couples, families, and girls’ getaways. Walk to cafes, shops, and the iconic RJ Julia bookstore.

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.

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.