Holiday rentals in Stonington

"Little Red" Tiny House Stonington, CT New England

A quintessential New England experience awaits you @ Little Red! A historic Tiny House, built in 1900, sits in the center of Stonington Borough, a seaside village on the coast of Narragansett Bay. Fully renovated in 2024, with a new kitchen & bathroom, Little Red - inspired by Nordic design - includes a queen bed and a dining & living area with 5 windows offering village views! A bright yellow door invites you up one flight of stairs to an open & light filled loft-like studio space. Sleeps 2-4

Into the Mystic - Walk everywhere!

Hearken to the Siren’s call of Mystic’s small town charm, and consider us your home away from home! Less than two blocks from the stunning Delamar Hotel and Mystic Seaport Museum, we are perfectly located to enjoy everything Mystic has to offer. A comfy, cozy getaway for families and friends and stocked with everything you need! A leisurely twelve minute stroll to the Mystic drawbridge along Mystic River’s shores and less than a mile to the train station. Come explore the Magic of Mystic today!

"4th of July Cottage" Open: 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!

1 Bedroom Suite in the Heart of Mystic

Discover the charm of downtown Mystic at our newly renovated 1 bedroom cellar suite! With a private entrance and dedicated parking spot, you'll have easy access to the best of Mystic, just a two minute walk away. Enjoy the convenience of being walking distance to some of Connecticut's top restaurants, bakeries, and bars. Take in the stunning views of the Mystic Seaport and historic bridge from your private waterfront seating area. Stay in the heart of all the action, and book your stay now!

Mystical Ocean View in Historic Stonington Borough

Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Beautiful studio overlooking the Mystic River

This bright apartment is within walking distance of Downtown Mystic with lots of nearby food options food options. There are coastal access points nearby that are within 2 to 5 mins. There are trails across the street for a scenic hike. The sunset views are breathtaking and you can see wildlife and boats including the Argia several times a day. We are 1 exit away from Mystic Seaport and Mystic Aquarium. Use Mystic Go App to see all that you can explore in this area.

Central to Westerly Beaches and Mystic

Stay in this newly remodeled home, now with three queen bedrooms for larger groups! Located near Mystic, Westerly, & beaches, this modern, cozy retreat features a full kitchen, comfy beds, private deck, & fast WiFi. Guests love the cleanliness, great location, & peaceful setting. Perfect for getaways, family trips, or work stays. Self-check-in & responsive hosting ensure a seamless stay. Book now for a relaxing visit!

Gorgeous guest house on historic Connecticut farm

Stonington, CT Let the beauty of a historic Connecticut farm and its surrounding 47 acres charm you. Our new - post and beam guest house - is located beside the historic Wheeler Homestead. If you love history, masonry, and natural beauty, you will love your stay here. Enjoy exploring woodland trails and a walking labyrinth. Play bocce and horseshoes, or rest on your private porch, or in the hammock beside the pond.

Heart of Stonington Borough! Ocean View Loft

Beautifully renovated 3rd floor loft with ocean views in the center of town. Our home is walking distance to restaurants, shops, and water access (town beach DuBois Beach). Centrally located between charming CT shoreline towns - Mystic & Westerly. Get the full bed and breakfast experience and order from our neighbors, the famous Noah's Restaurant!