Tiny house vacation rentals in Cheshire County

Tiny House on Main Street. Short Term or Monthly

Whether you're seeking a cozy weekend stay, a unique vacation rental, or a monthly rental, this adorable tiny house in Dublin, NH, gives an experience filled with comfort, function and convenience. Suitable for the working traveler or romantic getaway. 1-9 Month leases available at $1950/month. Despite its compact size, this tiny house exudes charm and functionality, proving that good things do come in small packages. With its convenient location on Rte 101, you'll have easy access to nearby am

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.

Detox Healing Sanctuary with Wood-Fired Sauna

Escape the city & take a break from hectic schedules & life's demands. We invite you to embrace life at a relaxed pace surrounded by nature on our 1810 farm. Enjoy the fire pit, walk the trails, forage for treasures & unwind in the wood fired sauna! Rest and reset your life & cultivate space for stillness & restoration. A new season, after 10 years of hosting we are selling this property so book while you still can. We have reduced the booking window to the next 30 days only so check in often.

~Luxury Tiny Cabin~

Enjoy an intimate weekend escape in our 400 sq ft Tiny Cabin, located in Southern Vermont! This Home overlooks gorgeous hardwoods and seasonal foliage. Listen to the sound of the brook bustling by while nestled on the spacious front porch, sipping a hot cup of coffee or cocoa! 'Tis the season for glamping and our luxury tiny home experience is just what the doctor ordered! Make sure to cross this off your bucket list; about 45 minutes from Mts Okemo and Killington, 5 minutes from local stores!

Charming Waterfront Log Cabin

Escape the daily grind at this unique & tranquil getaway. At the end of a quiet road, this vintage log cabin sits on a 150-acre pond with access to kayaks to explore at your pleasure. Inside, the space features 2 bedrooms & a spacious loft. Listen to the sounds of nature by the fire pit, watch the sunset from the porch, paddle on the pond, or watch Netflix on our fiberoptic Wi-Fi. However you slice it, you'll leave The Pond Camp relaxed, rejuvenated, & ready to tackle whatever comes your way.

The Birches Cabin, at home in the woods!

The Birches is situated on 10 secluded acres, where guests will enjoy the privacy and scenery the cabin offers. Built in 2020 and designed to accommodate guests. During your stay take a walk on the property, read a book, enjoy a glass a wine, cook a fine meal, and stare at the stars. Centrally between Keene and the Sunapee region, guests have many options on how to enjoy their days such as Skiing, Hiking, Paddling, and Snow tubing. This is a vacation spot, that can be enjoyed all year.

Cozy Cabin in the forest

This cabin is a peaceful sanctuary ideal for meditation or self-reflection. Situated in a beautiful woodland setting, visitors can connect with nature and participate in various wellness activities. Yoga sessions, sauna and cold plunge (upon request), and parking are available on the property. Surrounded by 200 acres of conservation land for walking, hiking, cross country skiing and snowshoeing. Amenities include a wood stove for heat, an outhouse toilet, and Coleman stove for cooking.

Highland Haus AFrame Lake Access Vintage 70s Charm

Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!

Off the grid in Surry NH

PLEASE READ BEFORE BOOKING If you like to camp but prefer a bed, this cabin is for you! You supply all of your own camping equipment and we will provide four walls and a futon in this TINY (8x8) cabin. There is no electricity or running water, we do supply a couple of solar lights, a fire pit and wood, small card table and 2 foldable chairs and a cooler (you bring the ice). An outhouse is a few steps away. We do not allow dogs.

Cabin getaway in Southern Vermont

Let us share our little piece of Vermont with you! Located off a dirt road, tucked into a corner of our working homestead, you'll find a space to relax, unwind, and reconnect. This cabin has everything you need for a private and comfortable escape.  Downstairs you’ll find a comfortable leather couch, small kitchen, & bathroom with vanity & shower.  The bedroom (located upstairs) has a queen sized bed. All linens provided.

Honeycrisp Cottage - A Tiny Timber Frame

Honeycrisp Cottage a Tiny Timber Frame is a bright, energy-efficient dwelling nestled on 9 acres overlooking a beautiful forested mountain & trails to explore along a brook. A peaceful getaway retreat equipped with a living room, a king bed, a loft with a queen bed, a full kitchen, & a full bathroom. *Please No Smoking On The Property Mt. Snow - 50 mins Okemo - 50 mins Stratton - 1 hr Killington - 1 hr 20 mins

Camp Site on Private Pond with Lake access

Come and enjoy a unique stay at the A-Frame in the woods! Located on a private pond with access to a lake for swimming and kayaking just feet away. At the campsite there is a grill, fire pit, solar power, phone charging station, an outhouse, and also a retractable wall on the A-frame to give you the full nature affect. Kayaks are also provided! We hope you consider this unique stay and we hope to see you again!