
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.

Spacious and serene 2-bedroom ~ Close to beaches!
“The Nest” is a spacious, serene 2 bedroom apartment built above our stand alone storage garage. Upon entering the 1000 sq ft space you are greeted with an open floor plan boasting cathedral ceilings, modern wet bar/kitchenette, bright living room and dining area. Sliders open to private deck with wooded view. A full bath, 2 bedrooms and add’l sleeping nook off the main living area complete the space. Also on the property are a cottage and 1800s Colonial home. Close to beaches, URI & more!

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!

Clinton's Secret, Close to Beaches, Pet Friendly
Imagine the clinking of glasses, laughter and friendship during prohibition. This was Pierre Houpert's private distillerie burned down before the feds stepped in. For 100 years it waited for new life whilst almost crumbling to the ground. Now new life breaths from every stone. Enjoy the views from any of the 3 porches. Take a walk on the trails across the street. Walk down to the reservoir at sunset or just listen to the history tell you the stories. Close to beaches, nearby Historic towns.

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 Cottage + Beach Pass
Welcome to this modern spotless beach cottage, 5 mins from amazing Watch Hill and Misquamicut beaches. Beach pass included. Kids most welcome. 🏖️ Watch Hill/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 lavish gardens to enjoy morning coffee. Easy access to downtown, stores, restaurants, and wineries. Water sports and beach life at your doorstep.

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.

Charming Carriage House-Ocean View-Beach-Fireplace
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.

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 guesthouse rentals
Family-friendly guest house rentals

Pet friendly big yard house in sk / indoor pool

Cute Little House in Town

The Barn by the Sound

Historic Railroad Caboose - Unique CT Farm Escape

The Rising Tide Cottage

Upper Deck Carriage House

Cozy Private Guesthouse – 5 Min to Hammonasset

Flip-flop
Guest house rentals with a patio

A Little House by the sea

Beautiful ocean views

Brand new & close to casinos with HOT TUB

Your Own Barn Loft Suite Among the Treetops

Studio Cottage

Modern Mystic Getaway Walk to Train and Downtown

Central to Mystic & Beaches with Outdoor Shower

Cottage in Rural Matunuck
Guest house rentals with a washer and dryer

Private guest house in the woods

Private Guesthouse

Coastal Escape

The Gardener's Cottage Dog friendly/weekly/monthly

The Harbourview Block Island, Main House

Hoof & Hearth— Where the Farm Feels Like Home
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 ﺩ.ﺇ 294 per night before taxes and fees

Verified guest reviews
Over 2,190 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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- Guesthouse rentals Connecticut
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- Beach
- Brown University
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Bonnet Shores Beach
- Easton Beach
- Foxwoods Resort Casino
- Roger Williams Park Zoo
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- Mystic Seaport Museum
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- The Breakers
- Point Judith Lighthouse
- Hammonasset Beach State Park
- South Shore Beach
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- Long Island Aquarium
- Blue Shutters Beach
- Easton's Beach
- Wölffer Estate Vineyard
- University of Connecticut




