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Tiny house holiday rentals in Connecticut River

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Top-rated tiny home rentals in Connecticut River

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

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Top guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

5.0 out of 5 average rating, 326 reviews
Top guest favourite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

4.99 out of 5 average rating, 179 reviews
Top guest favourite
Tiny home in Wentworth

Tiny Riverfront A-Frame w/ Mountain Views, Hot Tub

Welcome to 'The Alexander' @ Casa de Moraga! This tiny A-frame is nestled on the bank of Baker River w/ breathtaking views of the river & White Mountains. Full kitchen, bathroom w/ shower & living/dining area. Wake up in the loft bedroom & see the mountains & river from bed. Read on the couch & enjoy the gel fuel fireplace, take a swim or fish in the river - relax in your private hot tub on the deck overlooking the river! 10 min to Tenney MTN. 35 min to Ice Castles, Franconia, Loon & Waterville!

4.98 out of 5 average rating, 229 reviews
Guest favourite
Tiny home in Dorchester

Trailside Stays - Tiny House in the Woods-Escape to Nature. Snow Owl

This charming and elegant little cabin will transport you into nature. The feeling of camping outdoors with indoor amenities. Part of the brand-new campsite, Trailside Stays that is conveniently located alongside the ski and mountain bike trails at Green Woodlands. This tiny house features 1 high quality queen-size bed, linens, kitchenette, large picture windows, bathroom with shower, heating and A/C, outdoor seating and grill top fire pit. Don't see your dates available? Check the other cabins!

4.95 out of 5 average rating, 232 reviews
Top guest favourite
A cozy tiny cabin, constructed with wooden beams and a sloped roof, is situated among tall trees. The porch features a railing, inviting seating, and a lantern. Sunlight filters through the foliage, casting a soft glow on the forest floor covered in pine needles.
Treehouse in Brookline

Glamping Cabin with Hot Tub on Flower Farm

<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, our handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

4.98 out of 5 average rating, 282 reviews
Guest favourite
A tranquil scene featuring a modern cabin nestled among vibrant autumn foliage. Rushing water flows gently in the foreground, with smooth stones lining the riverbank. Soft light emanates from the windows of the cabin, creating a cozy ambiance amidst the natural surroundings.
Tiny home in Norway

Glass Wall Waterfront Hot Tub Fireplace Private

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

4.93 out of 5 average rating, 270 reviews
Top guest favourite
Tiny home in Wilmington

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! NO WIFI and cell service is not great so it is a great place to unplug!

5.0 out of 5 average rating, 406 reviews
Top guest favourite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway

The Conscious Cabin | Getaways + Retreats

Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

4.96 out of 5 average rating, 201 reviews
Top guest favourite
A winding wooden boardwalk, framed by trees, leads to a treetop sanctuary. The path is bordered by a vibrant orange railing, contrasting with the natural greenery. The treehouse structure is nestled above, showcasing a charming entryway and seasonal decorations.
Treehouse in Dunbarton

Treetop Sanctuary

Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.

4.93 out of 5 average rating, 1154 reviews
Guest favourite
The entrance to a Hobbit house is framed by lush greenery and natural stone. A curved, grassy roof merges with the surrounding trees, while a stone pathway leads to the large wooden door. Decorative lanterns are positioned above the entrance, enhancing the rustic charm.
Earthen home in West Sand Lake

The Hobbit House at June Farms

Watch June Farms on Amazon Prime Video! Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Highland cows, spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

4.97 out of 5 average rating, 256 reviews
Top guest favourite
A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.
Cabin in Goshen

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

4.97 out of 5 average rating, 155 reviews
Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

4.99 out of 5 average rating, 334 reviews

Popular amenities for tiny home rentals in Connecticut River

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly tiny home rentals

Top guest favourite
A cozy sleeping area features a spacious bed with a colorful quilt, complemented by artistic decor and wooden shelves. A small round table with two chairs is positioned nearby, and large windows allow natural light to fill the room, showcasing a vibrant and imaginative atmosphere.
Farm stay in Thompson

Wizard's Roost at Underhill Hollow

4.94 out of 5 average rating, 341 reviews
Top guest favourite
A charming cabin constructed from natural materials is nestled among lush trees in a forested area. Sunlight filters through the leaves, casting dappled shadows on the ground. The cabin features large windows that invite the surrounding greenery inside.
Tiny home in Hartland

Cabin on the Hill

4.97 out of 5 average rating, 244 reviews
Top guest favourite
The cabin features a wooden exterior with large windows and a sloped roof, surrounded by natural greenery. A front porch extends from the building, providing access through stairs. The entrance is framed by a welcoming entryway and a small outdoor area.
Cabin in Henniker

The SugarShack at Sweetwater

4.97 out of 5 average rating, 181 reviews
Top guest favourite
The tiny house exterior features a charming porch with colorful railings and vibrant green doors. Tall trees surround the cottage, and a light dusting of snow covers the ground, adding to the serene atmosphere of the setting.
Tiny home in Jamaica

Apple Blossom Cottage: A Tiny House

4.94 out of 5 average rating, 1384 reviews
Guest favourite
A rustic cabin with a wooden exterior is set against a backdrop of green hills and mountains. Large windows frame the view, while a high porch invites outdoor relaxation. Lush grass surrounds the cabin, enhancing its tranquil, natural setting.
Farm stay in Royalton

A Simple Cabin at Four Springs Farm

4.84 out of 5 average rating, 264 reviews
Top guest favourite
A rustic cabin is nestled among tall trees, showcasing wooden logs and a slanted roof. Sturdy stairs lead to a porch, where a warm entry invites nature lovers. Leafy surroundings create a serene atmosphere, highlighting the cabin's rustic charm.
Treehouse in Conway

Tree House at the Shire

4.95 out of 5 average rating, 605 reviews
Guest favourite
A rustic cabin is nestled among the trees, showcasing its wooden exterior and a metal roof. Tall windows allow natural light to fill the space. Surrounding greenery, including ferns and bushes, adds to the secluded atmosphere. A stone wall and picnic table can be seen in front.
Cabin in Sharon

forest retreat; off-grid writers cabin

4.93 out of 5 average rating, 304 reviews
Guest favourite
A unique round cabin constructed from cordwood masonry is set amidst tall trees. Solar panels are positioned on the roof, and windows provide natural light to the interior. The surrounding grass is well-maintained, and a gravel path leads to the entrance.
Farm stay in Coeymans Hollow

Magic Forest Farm's Enchanted Cabin

4.9 out of 5 average rating, 326 reviews

Tiny home rentals with a patio

Top guest favourite
Cabin in Morristown

Cady’s Falls Cabin

5.0 out of 5 average rating, 307 reviews
Top guest favourite
The exterior of a cozy loft is framed by trees, featuring a wooden deck adorned with string lights that provide a gentle glow. The entrance is highlighted by large glass doors, leading into the inviting interior space.
Guest house in Hinesburg

Hydrangea House on the Hill

4.99 out of 5 average rating, 440 reviews
Top guest favourite
A wooden cabin is set against a backdrop of colorful autumn foliage. The exterior features multiple large windows and a spacious deck with seating arrangements, including two lounge chairs. A grill and stacked firewood are visible on the deck, inviting outdoor gatherings.
Cabin in Roxbury

Off Grid Secluded Farm Stay Cabin

4.97 out of 5 average rating, 311 reviews
Guest favourite
Tiny home in Woodstock

Luxury Tiny Home Getaway

4.94 out of 5 average rating, 140 reviews
Guest favourite
Tiny home in East Lyme

Couple’s Lakefront Cabin | Tiny House with a View

4.97 out of 5 average rating, 152 reviews
Top guest favourite
A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.
Home in West Windsor

Birdie's Nest Guesthouse

4.98 out of 5 average rating, 189 reviews
Guest favourite
Cabin in Warren

Breezy Moose - A Frame Cabin/ Pet friendly

4.94 out of 5 average rating, 158 reviews
Top guest favourite
A covered patio area captures the soothing essence of nature, featuring a Nordic cedar barrel sauna nestled among trees. Comfortable seating and a small table complement the space, while colorful flowers bloom in the foreground, adding a touch of vibrancy to the serene setting.
Guest house in Williamstown

The Tiny Home with Barrel Sauna

4.98 out of 5 average rating, 328 reviews

Tiny home rentals with outdoor seating

Top guest favourite
The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.
Treehouse in Willow

Willow Treehouse - secluded, unique, romantic

4.96 out of 5 average rating, 875 reviews
Guest favourite
A gravel pathway winds between a rustic log cabin and a round wooden sauna. Lush greenery surrounds the area, with distant mountains visible beneath a soft sky. The setting invites relaxation and exploration in a naturally serene environment.
Cabin in Tamworth

Secluded Mountain View Cabin • Private Sauna

4.9 out of 5 average rating, 601 reviews
Top guest favourite
A charming red caboose is nestled among lush greenery, featuring large windows that allow natural light to flow in. A wooden deck with Adirondack chairs invites relaxation. The surrounding yard is well-maintained, providing an inviting outdoor space in a serene woodland setting.
Tiny home in Hopkinton

Lucy the Caboose Cabin

4.99 out of 5 average rating, 101 reviews
Top guest favourite
The exterior of a modern blue house is illuminated by warm lights, set against a twilight sky with a visible moon. Large windows reflect the serene surroundings, and the house is surrounded by tall grass and trees, suggesting a peaceful, rural ambiance.
Cottage in Vershire

The Vershire Fortress

4.93 out of 5 average rating, 106 reviews
Guest favourite
An A-frame cabin with a wood exterior stands amidst bare trees, featuring a large triangular window at the front. A barrel sauna is positioned nearby on a wooden deck, accompanied by two lounge chairs, all set against the tranquil backdrop of nature.
Cabin in Sanbornton

G-Frame Off-Grid Cabin Retreat + Sauna

4.96 out of 5 average rating, 607 reviews
Top guest favourite
A cozy cabin is nestled among the trees, showcasing a rustic wooden exterior with large windows. It overlooks a gentle slope covered in green grass and wild plants, with sunlight filtering through the canopy above, creating a serene and inviting atmosphere.
Guest house in Woodstock

Cozy Little Spot (Self Check-in)

4.98 out of 5 average rating, 312 reviews
Superhost
The cozy cottage is nestled among trees, featuring a welcoming wooden deck. Reflections of the structure can be seen in the calm water of the pond, surrounded by lush greenery. A kayak is positioned in the foreground, pointing towards the entrance.
Tiny home in Orange

The Writer's Retreat: A Sweetwater Stay

4.89 out of 5 average rating, 441 reviews
Top guest favourite
A striking octagonal home is illuminated at dusk, showcasing wrap-around glass windows that blend with the surrounding woodland. The exterior features natural stone accents, and a warm glow from a light at the entrance creates a welcoming ambiance amidst a snowy landscape.
Chalet in Otis

Mid-Century Glass Octagon in the Berkshires

4.95 out of 5 average rating, 485 reviews

Destinations to explore