
Guesthouse vacation rentals in Stonington
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Top-rated guesthouse rentals in Stonington
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

"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.

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

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!

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.

Artist's Retreat in the Country
Close your eyes: imagine your dream old-school Airbnb. Open your eyes: you're here. Welcome to our designer guesthouse nestled away from the hustle & bustle of it all.... but a stone's throw to i-95, i-395, CT-2, CT-9—links to any and all your destinations. Get inspired in our secret HQ and have the restful, soul-satisfying vacation you've always deserved. Take a deep breath and look up at the shooting stars. We have it all and want to share it w/ you, guests of the Old New England country.

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.

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.

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.

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.

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.
Popular amenities for Stonington guesthouse rentals
Family-friendly guest house rentals

Stylish Modern Stay Steps from the Ocean

Carriage House Studio

Historic Railroad Caboose - Unique CT Farm Escape

Your Own Barn Loft Suite Among the Treetops

Clinton's hidden secret, a Distillerie until 1926

Studio Cottage

Charming Barn Apartment

The Gardener's Cottage Dog friendly/weekly/monthly
Guest house rentals with a patio

Beautiful ocean views

Brand new & close to casinos with HOT TUB

Serenity Retreat

Wakefield studio, near town, beach and countryside

Farmhouse Retreat Central to Mystic and Westerly

Cottage in Rural Matunuck

Adorable 2 bedroom guesthouse in Essex village

Cozy Coastal Cottage in Charlestown, RI
Guest house rentals with a washer and dryer

Private guest house in the woods

Private Guesthouse

Cozy Cottage at Honey Rock Farm-Peaceful Escape

Coastal Escape

The Harbourview Block Island, Main House

Your own private wing. Central to everything.

Mystic Cottage - walk to downtown

Blue Moon Carriage House
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 G$25,087 GYD 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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