Tiny house holiday rentals in Connecticut

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Top-rated tiny home rentals in Connecticut

Guests agree: these tiny home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
The guest house features a modern design with a bright yellow exterior, large glass doors, and a spacious front deck. Surrounding greenery and a stone wall create a natural, secluded atmosphere. The deck offers an inviting space for relaxation while overlooking the landscaped yard.
Guest house in Guilford
4.99 out of 5 average rating, 512 reviews

Get Back to Nature at a Modern Wood Clad Getaway

WINTER IS HERE…Come and enjoy a wonderful cozy time in our guest house. The winter birds are easy to see and you can still hike along the ocean. 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.

Top guest favourite
The exterior of 'LaBoDee' is framed by lush greenery and wildflowers. The door is painted in a warm red hue, accompanied by a sign displaying the cottage's name. Natural light filters through the foliage, providing a serene and inviting entrance.
Cottage in Old Lyme
4.84 out of 5 average rating, 183 reviews

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!!

Top guest favourite
A spacious deck features a traditional wood-burning hot tub, reflecting the surrounding trees and sky. Nearby, a dining set provides a place to enjoy meals outdoors, surrounded by the natural beauty and serenity of the cabin's setting.
Cabin in New Milford
5 out of 5 average rating, 103 reviews

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!

Guest favourite
A group of Adirondack chairs is arranged in a circular formation around a fire pit, creating a cozy outdoor gathering space. Behind them, a rustic barn features an American flag and a basketball hoop, set against a backdrop of open grass and bare trees.
Loft in Willington
4.92 out of 5 average rating, 495 reviews

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

A true Farmstay in a private barn loft with modern amenities, pastoral views & friendly animals at Bluebird Farm Connecticut. Amenities: ● 146 Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● 55” Smart 4K UHD TV | 43” Smart 4K UHD TV ● Kitchenette | Patio w/ Gas Grill | Free Coffee | ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Super Nintendo (NES) w/ 30 Games | Board Games Drive to: UCONN (10 Mins) | Hartford (30 Mins) | Boston (1.5 Hour) | NYC (2.5 Hours)

Top guest favourite
A charming wooden octagonal structure surrounded by lush green trees, with vibrant autumn leaves overhead. There are several outdoor tables and chairs arranged on a gravel area nearby, offering a peaceful setting close to the brook.
Tiny home in Norwich
4.99 out of 5 average rating, 918 reviews

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.

Top guest favourite
A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.
Cottage in Weston
4.97 out of 5 average rating, 201 reviews

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

Top guest favourite
An outdoor deck is presented, featuring several seating arrangements, including chairs and a lounge area. A small table rests in the center, and a vintage bathtub is positioned to one side. Lush seagrass and trees create a serene backdrop, under a partially cloudy sky.
Tiny home in Guilford
4.98 out of 5 average rating, 108 reviews

Seagrass Bungalow

🌾Seagrass Bungalow is a sun filled, romantic, peaceful, back to nature, mini-home, that is exactly where you are meant to be! Private & surrounded by seagrass blowing in the breeze & cheerful birds waking you with the sunrise. Seagrass Bungalow is the perfect getaway for two & their small pup. Do yoga on the private deck, shower outdoors in the sunlight, grill local corn, have a cocktail by the firepit, or get out & walk to the cutest town green, shops, restaurants, & beach! ☀️

Top guest favourite
A scenic view from a wooden deck showcasing a serene river, with a dock extending into the water. A boat is anchored at the dock, surrounded by lush greenery and clear blue skies, creating a peaceful outdoor atmosphere.
Home in Montville
4.91 out of 5 average rating, 171 reviews

Thames River Cottage · Near Casinos + USCGA

4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

Guest favourite
Tiny home in East Lyme
4.95 out of 5 average rating, 148 reviews

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

Top guest favourite
Guest house in Suffield
5 out of 5 average rating, 101 reviews

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi

This adorable, well appointed, historic cottage (an old Tannery building), is nestled within a 50 acre Connecticut River Valley Broad Leaf Tobacco Farm which dates back to the 1700s. The open fields allow for peaceful walks and beautiful views. "The Tannery," is just 15 minutes from Hart/Spring Bradley (BDL) Intern airport. Less than two-hours to Boston and just under three-hours to New York City. Come to unwind and explore New England’s finest.

Top guest favourite
A sunlit porch presents ample windows allowing natural light to fill the space. A neatly made bed is positioned against one wall. A small side table and a chair are included, enhancing the cozy environment. Soft decor adds a touch of color among the light wood accents.
Cottage in Guilford
4.94 out of 5 average rating, 282 reviews

The Cottage at Indian Cove

A charming original turn of the century cottage that was recently renovated. One main room plus a full bathroom and Ikea kitchen. It includes a back porch that gets a perfect amount of late afternoon sun. The cottage has electric baseboard heat for cool nights. We are located in Indian Cove beach Association with a two block walk to the beach. You are welcome to enjoy our kayaks, bikes to tour the area and a fire pit.

Top guest favourite
A spiral staircase with a sleek black railing leads to the loft bedroom. A mirror with a burgundy frame is mounted against the wall, reflecting the light. The open living area features a light-colored couch and a wooden dining table, visible through large windows offering views of the outdoors.
Guest house in Mystic
4.98 out of 5 average rating, 670 reviews

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.

Popular amenities for tiny home rentals in Connecticut

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