
Tiny house holiday rentals in Connecticut
Find and book unique tiny house rentals on Airbnb
Top-rated tiny house rentals in Connecticut
Guests agree: These tiny house rentals are highly rated for location, cleanliness and more.

Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

Charming Guest Cottage with Modern Amenities
Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).
Get Back to Nature at a Modern Wood Clad Getaway
SUMMER IS HERE--Glorious birds. Come and enjoy a wonderful time in our guest house. You can Hike on the trails, and swim in the ocean. Ospreys; hawks; cardinals, blue jays, bluebirds, gold finches and more are here year round. Great places to shop and eat or catch a show at one of New Haven’s renowned museums or broadway theatres or relax. Great restaurants along the shore. Enjoy! We want you to have a relaxing stay with us, free from worry. We are located in a private area, away from public.

New! “LaBoDee”
“LaBoDee”, a fun play on the word abode, house, is a tiny cottage located central to CT’s unique shoreline communities, just off I95. “LaBoDee” is one room with a fully equipped kitchenette, ready for those who would like to stay awhile. “LaBoDee” is on a property contiguous to a state forest (a trail is right outside the door) yet within walking distance is a delicious deli, market, gas station, pizza, a lake, and close by is the beach. A local restaurant has day passes for their beach- $20!!

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

Wizard's Roost at Underhill Hollow
Have you ever slept on a floating bed, levitated a planet with a wand, played wizard's chess, spoken with a bird house, watched a heron hunt, crawled through a halfling door or fed goats by hand? At the Wizard's Roost you can do this plus much more. Animate a Pegasus, sample a Spider Crisp, go on a treasure hunt or find fairy houses all while staying in an A-C cabin with a full private bath. Built on the mythical site of Yarvard Hale School of Magic, this get away places you inside a dream.

Vinola-Lakeside Cabin on Beach Pond with Sauna
Vinola is the "Cabin in the Woods" you've been looking for! Enjoy an idyllic escape from the city year-round. Activities include swimming, fishing, hiking, kayaking or just a cozy snooze with a book on the couch. Top off your stay by trying our traditional wood-fired Finnish sauna. Relax tired muscles and rejuvenate the soul. Private beach and lake access on Beach Pond just 335 feet from the cabin. Check our photos and reviews! Our guests consistently remark that one night isn't enough.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Little Lake Cabin | CT Getaway w/ Hot Tub & Kayaks
Named one of the Best Airbnbs in Connecticut by Business Insider, The Little Lake Cabin is a cozy Connecticut lake cabin perfect for relaxing, hiking, and reconnecting with nature. Just steps from Candlewood Lake and Squantz Pond State Park, enjoy kayaking, evenings by the fire pit, or a soak in the hot tub under the stars. Your peaceful New England getaway awaits, ideal for couples, friends, and nature lovers alike.

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.

Luxury Tiny Home Near Rocky Neck
Home away from home at our chic hideaway! Create a culinary masterpiece in the fully-appointed kitchen. Pamper yourself with heated floors in the bathroom, outdoor fire pit and heater. An elevated platform perfect for camping or yoga. Nestled just minutes from the picturesque Rocky Neck and McCooks beach, this is the ultimate small family romantic retreat or solo experience!

Peak Foliage is almost here!
Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.
Popular amenities for Connecticut tiny house rentals
Family-friendly tiny house rentals

Water Forest Retreat- Tree House

Water Forest Retreat-Hikers Haven

Adirondack Cottage

Lakefront Retreat Tiny House

Historic Mystic, CT - Harbor View Landing - Nantucket Waterfront Cottage

Couple’s Lakefront Cabin | Tiny House with a View

Timber Frame Studio with Loft

Sticks and Stones Farm - the Summit Cabin
Tiny house rentals with a patio

Rustic Cabin by the pond / kayak , canoe, fire pit

Thames River Cottage · Near Casinos + USCGA

West Hill Outpost

The little house that could!

Quiet and Cozy Cottage near NYC with a Pond

Cozy Retreat at Branch Brook Campground

Charming Historic Cottage in the Redwoods

Vintage Riverview Cottage
Tiny house rentals with outdoor seating

Charming Downtown Mystic Historic House

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

The Cottage at Indian Cove

Cute cottage near UConn, lake, and restaurants.

Shalom Cottage Private Beach Access

Clean private home near Lake Pocotopaug!

Seagrass Bungalow

Direct Waterfront with Private Beach - Entire Home
Destinations to explore
- Rentals with a kayak Connecticut
- Bed and breakfasts Connecticut
- Condo rentals Connecticut
- Rentals with an accessible height toilet Connecticut
- Waterfront rentals Connecticut
- Tent rentals Connecticut
- Rentals with a fireplace Connecticut
- Ski-in/ski-out rentals Connecticut
- Beachfront rentals Connecticut
- Loft rentals Connecticut
- Beach house rentals Connecticut
- Rentals with a patio Connecticut
- Rentals with a home theatre Connecticut
- Family-friendly rentals Connecticut
- Farmstay rentals Connecticut
- Rentals with beach access Connecticut
- Smoking-friendly rentals Connecticut
- Rentals with an accessible height bed Connecticut
- Cottage rentals Connecticut
- Rentals with outdoor seating Connecticut
- Villa rentals Connecticut
- Guesthouse rentals Connecticut
- Rentals with pools Connecticut
- House rentals Connecticut
- Pet-friendly rentals Connecticut
- Holiday home rentals Connecticut
- Private suite rentals Connecticut
- Rentals with lake access Connecticut
- Apartment rentals Connecticut
- Serviced apartment rentals Connecticut
- Rentals with an EV charger Connecticut
- Lakehouse rentals Connecticut
- Mansion rentals Connecticut
- Rentals with a fire pit Connecticut
- Rentals with a washing machine and dryer Connecticut
- Townhouse rentals Connecticut
- Barn rentals Connecticut
- Cabin rentals Connecticut
- RV rentals Connecticut
- Rentals with a hot tub Connecticut
- Hotel rooms Connecticut
- Rentals with breakfast Connecticut
- Fitness-friendly rentals Connecticut
- Tiny house rentals United States




