
Guesthouse holiday rentals in Stonington
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Top-rated Guesthouses in Stonington
Guests agree: These guesthouses 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.

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!

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!

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.

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. 🏖️ 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.

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.

The Dacha at the Mystic Farmhouse
A Historic Artist’s Retreat Near Downtown Mystic Lovingly known as The Dacha for nearly 80 years, this one-of-a-kind gem was built in 1945 as a studio for the artist who once called the property home. Fully insulated for cozy winter stays, the unique structure is tucked away on a peaceful piece of land, just five minutes from downtown Mystic.

Garden View Getaway
Take it easy at this newly built peaceful and tranquil getaway. Spacious 1 bedroom, 2nd floor, 750 sq. ft. unit. Full kitchen and private outdoor deck. Quiet residential neighborhood. Minutes from URI and local beaches. Non-smoking. Sorry, no pets.
Popular amenities for Stonington guesthouses
Family-Friendly guesthouses

Cute Little House in Town

Fully Renovated, Ocean Views, Fireplace & Beach

Gorgeous Waterfront Getaway

Hidden Haven

Ocean Shire Coastal Cottage + Beach Pass

Super Adorable Cottage + Fire pit + King Bed!

Quiet studio with sleeping loft and deck

The Dacha at the Mystic Farmhouse
Guesthouses with a patio

Beautiful ocean views

A Little House by the sea

Brand new & close to casinos with HOT TUB

Hoof & Hearth— Where the Farm Feels Like Home

Wakefield studio near town, beach and countryside

Modern Mystic Getaway Walk to Train and Downtown

Cottage in Rural Matunuck

Adorable 2 bedroom guesthouse in Essex village
Guest house rentals with a washing machine and dryer

Private guest house in the woods

Great location, lots of food options in the area

Coastal Escape

Cozy Cottage at Honey Rock Farm-Peaceful Escape

Brand New Guest Suite | Easy 45 min to FIFA Games

The Harbourview Block Island, Main House

Blue Moon Carriage House
Quick stats about guesthouse rentals in Stonington

Total holiday rentals
Explore 10 holiday rentals in Stonington

Nightly prices starting at
Stonington holiday rentals start at $128 AUD per night before taxes and fees

Verified guest reviews
Over 2,150 verified reviews to help you choose

Wi-Fi availability
10 of Stonington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stonington rentals

4.9 Average rating
Stonington stays are highly rated by guests—averaging 4.9 out of 5!
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