Connecticut might not be the first place you think of for unique stays, but you can experience the best Airbnb in Connecticut for a night thatโs anything but ordinary.
Spend the day exploring Mystic Seaport Museum, then sleep aboard a yacht in Mystic Harbor. Want something with a little history?
Stay in a Little Red Schoolhouse in West Granby and play principal for the night. Or, for the ultimate retreat, float the day away in the heated indoor pool of a rare foam-dome home.
Enjoy a luxurious stay on a docked yacht in Mystic, Connecticut. Photo Credit: Mystic Grace @ Airbnb
Imagine falling asleep to the gentle sway of a yacht docked in Mystic Harbor, and waking up to the sounds of seagulls and water lapping against the hull.
Mystic’s only Airbnb yacht offers a unique on-water experience that combines unique luxury with a connection to Connecticut’s seafaring past.
Located in the heart of Downtown Mystic, the Mystic Grace provides easy access to the townโs charming streets, Mystic Seaport Museum, and maritime heritage.ย
Planning a fall trip to Mystic and beyond?
From crisp autumn strolls to seasonal festivals, our Guide to the Best Things to Do in Mysticย has all the must-visit spots for a perfect fall getaway.
Photo Credit: Mystic Grace @ Airbnb
Best Airbnb in Connecticut to Embrace the Maritime Charm
This 1986 DeFever yacht offers three cozy berths that can sleep six, a well-equipped galley kitchen, and ample lounge areas inside and on the deck.
While Mystic Grace is docked year-round, you can enjoy the feeling of living at sea with modern comforts, like a heated interior for winter stays and air conditioning for the summer months.ย
Please note that guests under 13 are not permitted to sleep overnight on the yacht, and all guests 12 and under must wear a life jacket while on board per USCG regulations.
Unique features such as a lower ceiling and narrow passageways add to the authenticity of the experience, making it a one-of-a-kind stay on theย Long Island Sound.
If you find yourself hungry on the Stonington side of Mystic, check out our family guide to dining in the area and keep everyone happy.
Photo Credit: The Little Red Schoolhouse @ Airbnb
The District 9 Little Red Schoolhouse in West Granby, CT, offers a peek into the past combined with the comforts of updated modern amenities.ย
This lovely countryside home in Northern Connecticut was formerly the West Granby Schoolhouse, teaching local students from 1877 to 1948.
After its closure, it was converted into a family home and later listed on the National Register of Historic Places before becoming the perfect retreat in the Connecticut countryside.
If you’re enchanted by unique accommodations, you’ll love these Magical and Unique Things to do in Connecticut.
Photo Credit: The Little Red Schoolhouse @ Airbnb
Best Airbnb in Connecticut to Bring out Your Inner Student
The Little Red Schoolhouse is situated against a backdrop of organic farms andย acres of private forest, making it perfect for history buffs and nature lovers alike. They even provide bicycles to explore the nearby trails and local farm stands.ย
Enders State Forest is less than 10 minutes away for an added dose of nature.
The interior retains many original schoolhouse features, such as high ceilings and antique windows, complemented by furnishings that reflect a New England vibe.ย
The Airbnb is 1500 square feet with 2 bedrooms, 1 full bathroom, a spacious living room, modern kitchen appliances, and a private yard with a coy pond and fire pit, providing a unique escape from the everyday hustle.
Photo Credit: Silo House @ Airbnb
If youโre seeking a truly offbeat retreat, the Silo House in Litchfield Hills offers a unique circular stay surrounded by antique furnishings, historic detail and stunning art.ย
The Silo House is situated on a stunning estate that spans over 170 acres and featuresย miles of trails, a covered bridge, and a private pond for kayaking and swimming in the summer.
Photo Credit: Silo House @ Airbnb
Best Airbnb in Connecticut for Silo Slumbers
This quirky rental includes two bedrooms and one and a half bathrooms, a king-sized bed, two twin beds, and aย full kitchen.
Please note that the bedrooms have โloft styleโ walls, so if sound is a concern, you might want to bring a sound machine for little ones.
The second floor, with its large soaking tub and panoramic views of the stunning estate, provides a luxurious yet rustic getaway.ย
This unique Airbnb is ideal for those looking to immerse themselves in the beauty of Litchfield Hills in an accommodation unlike any other in the area.
Photo Credit: Bluebird Farm @ Airbnb
Perched among the trees on Bluebird Farm, this custom, private treehouse offers a secluded stay with the comforts ofย modern amenitiesย like Wi-Fi, aย full bathroomย and a kitchenette.ย
This is the perfect stay for those who aren’t fans of camping but want a โrusticโ experience. It is such a charming and unique place to stay in Connecticut.
Photo Credit: Bluebird Farm @ Airbnb
Best Airbnb in Connecticut to Sleep in the Trees
Since Bluebird Farm is a fully operational farm, your family will have the added bonus of interacting with farm animals, using the outdoor fire pit, and exploring the surrounding land, providing a complete escape from city life.
You can also expect some normal farm noises and smells. (if you know what I mean)
The lower level of the treehouse provides everything you need in a cozy space: a fully loaded kitchenette and full bathroom with shower really elevate the treehouse experience.
The sectional couch can be pulled out to a bed, comfortably sleeping two adults and two children in the treehouse.ย
The main bed in the lofted upper level is surrounded by expansive windows, allowing you to sleep among the stars. (Bring an eye mask unless you like waking up with the birds.)
The treehouse blends rustic charm with contemporary comforts, ensuring an adventurous and relaxing stay in Connecticut.
Photo Credit: Prana Residence and Spa @ Airbnb
The Prana Residence & Spa in Cornwall, CT, combines the architectural intrigue of the rare foam dome home with the luxuries of an indoor spa.
Located atop the forested hills of Cornwall Bridge, less than 2 hours from New York City, this Connecticut Airbnb includes an indoor pool, sauna, jacuzzi, cold plunge and even a solarium, making it an ideal retreat for wellness and relaxation and those seeking an unusual stay in Connecticut.
Photo Credit: Prana Residence and Spa @ Airbnb
Best Airbnb in Connecticut for Sleeping in a Foam Dome
The Prana Residence and Spa accommodates up to 7 guests in 3 bedrooms and 3 bathrooms. The unique interior includes a spacious living room with 20-foot high ceiling, a cozy vintage cone fireplace and a fully stocked kitchen.ย
Additionally, the home features a 10′ by 40′ year-round heated indoor pool, a cold plunge pool, a 6-person Swedish Sauna and a private hot tub.
This is the ideal location for a family or group looking for a unique overnight stay at a Connecticut Airbnb.
Photo Credit: Waterfront Mansion @ Airbnb
Step into a scene from a classic 90s movie with a stay at this modernized mansion in Waterford, CT, embodying the extravagance and style of the iconic era.
Located on a private 1.79-acre property, only aย short driveย fromย Mohegan Sunย Casino, this 7,400-square-foot home features anย open floor planย with soaring ceilings and lots of natural light.ย
The homeโs star features are the 60-footย indoor poolย and indoor half-court basketball gym, but that is only the beginning.
Photo Credit: Waterfront Mansion @ Airbnb
Photo Credit: Waterfront Mansion @ Airbnb
The Best Airbnb in Connecticut for 90โs Opulent Nostalgia
Step into the 90s glamour with this five-bedroom Connecticut mansion, where grandeur meets groove and over-the-top amenities. It’s not just about the space but the experience this home offers.ย
Inside, you’ll find a dazzling array of entertainment options: a built-in entertainment system perfect for blasting those classic 90s hits, a massive 60-foot indoor pool, a bubbling jacuzzi, and even your own half-court indoor basketball court to shoot some hoops in style.
But the retro fun doesnโt end there.
Fire up the lakeside outdoor grill and relax by the pool, enjoying a fun, sun-soaked day reminiscent of classic pool parties.
This collection of Connecticutโsย top-rated Airbnb rentalsย demonstrates that theseย vacation rentalsย in Connecticut will give you a night’s sleep you will always remember.ย
Fromย historic landmarksย to nautical adventures and treehouse retreats, each property promises not just a place to sleep but a gateway to unforgettable experiences.ย
Theseย top pick,ย vacation rentalsย highlight the creativity of their hosts and the rich tapestry of accommodations available across the state, ensuring that every visit to Connecticut is uniquely enchanting.
But donโt let the journey end hereโdive into my other guides to discover even more fabulous things to do in Connecticut. Ready for more fun? Get inspired for your next family adventure.
