Holiday houses in Sullivan County

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Top-rated holiday rentals in Sullivan County

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Top Guest favourite
The cabin is illuminated at dusk, showcasing a rustic exterior with a distinctive cupola. Glass French doors provide a view into the warmly lit interior. A wooden pathway leads to the entrance, bordered by a landscaped yard with trees and decorative elements.
Farm stay in Croydon
4.98 out of 5 average rating, 175 reviews

Lighthouse Inn the Woods~peaceful nature escape

Our cabin is perfectly private, comfortably cozy, and surprisingly sunny. Fully stocked kitchen allows for easy meal prep away from home. Comfy seats for everyone around the TV or table. You'll feel so at home you might never want to leave. A good night's sleep is paramount in a peaceful vacation. We offer only 100% cotton or linen bed linens on our extraordinarily comfortable beds as well as black out curtains in each bedroom. Book your stay to let us show you what luxury and rest feel like.

Top Guest favourite
A trio of sculpted birds rests on a wooden surface, with a lush green yard and stone wall in the background. Tall trees frame the scene, revealing a peaceful natural setting. The absence of leaves suggests a serene winter landscape.
Guest suite in New London
4.98 out of 5 average rating, 133 reviews

Cozy nest in historic home, close to town

Just minutes from town yet in a quaint residential neighborhood, the apartment attached to our 1820 historic home is a warm and inviting place to stay while visiting lovely New London, New Hampshire. The town includes many shops and restaurants, along with Colby Sawyer College and The New London Barn Playhouse. Minutes from Little Lake Sunapee and Pleasant Lake, both with beach areas and boating access for summer visitors, and close to Mts Sunapee, Kearsarge and Ragged, for hiking and skiing.

Top Guest favourite
Home in Windsor
4.98 out of 5 average rating, 117 reviews

Fresh Snow- Luxury Cabin near Ski Areas

On a cold winter morning Wake up in a luxurious bed in a stylish cabin with panoramic Vermont views. Grab a hot coffee with a book from our library. Hot mug in hand, step out to the porch, look at faraway hills. Make breakfast in the Chefs kitchen. Snowshoe/slide/talk/play with your favorite people/animals in the world. Take a scenic drive to Woodstock, Simon Pearce, Okemo, or the Harpooon Brewery. Kick back with a night around the firepit stargazing Sharing our Red House with you.

Top Guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 411 reviews

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Top Guest favourite
An open living area is shown with a cozy gray sofa and a deep red armchair. A wooden coffee table sits on a patterned rug in the center, while a decorative lamp adds warm light. A vintage-style accent wall features rustic brickwork and a small heater.
Condo in Grantham
4.98 out of 5 average rating, 142 reviews

Lovely, light-filled condo in Eastman

This Eastman condo is centrally located for year-round outdoor fun! This multi-level, open concept home can accommodate a large family or three couples looking for a fall color tour, or a ski getaway. Lower level features a game/tv room with a comfy sofa bed. Main floor has a living room with television, dining table that seats six, and a full service kitchen. Upstairs has king bedroom, full bath and cozy reading nook.The charms of New Hampshire surround you in this cozy, light-filled getaway.

Top Guest favourite
The treehouse is elevated among tall trees, featuring wooden shingles and multiple windows glowing with warm light. A spacious wrap-around deck with a decorative railing enhances the inviting exterior, nestled in a snowy woodland setting.
Treehouse in Newbury
4.98 out of 5 average rating, 293 reviews

Unique Treehouse Adventure Near Mount Sunapee

Just minutes to Mount Sunapee, this thoughtfully designed Treehouse blends modern comfort with the beauty of nature. Stay cozy in winter with radiant heated floors and a propane fireplace, or cool off in summer with AC making it the perfect escape year-round. Crafted with exquisite detail, this two-bedroom, one-bath woodland retreat offers both adventure and serenity. Whether you're seeking romance, privacy, or a unique base to explore the lake and mountains, you'll find charm in every corner.

Superhost
The treehouse is elevated above the ground, nestled among tall trees. Soft lighting illuminates the deck while a swing hangs below. The structure features large windows, offering views of the surrounding forest, creating a serene ambiance in the evening light.
Treehouse in Newport
4.92 out of 5 average rating, 101 reviews

Sugar River Treehouse

Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

Top Guest favourite
A two-story cabin is surrounded by lush greenery and located by the water's edge. The exterior features large windows and a deck adorned with decorative railings. Boats can be seen moored alongside the rocky shore, reflecting the calm water of Perkins Pond.
Cabin in Sunapee
4.97 out of 5 average rating, 127 reviews

Cozy waterfront cabin Perkins Pond

Come relax, unwind and enjoy the year round beauty and fun at our cabin on Perkins Pond! Many activities to enjoy with each season.. Kayak, canoe, fish and swim or float, nap on the hammock in summer months.. Walk, hike and enjoy the awe of Fall color.. Snowshoe, skate, ice fish, cross country ski on the frozen pond during winter and enjoy downhill at Mt Sunapee just 8 min away or just relax by the wood stove!! Make special memories with your family and friends here at our special place!!

Top Guest favourite
The studio space features two queen beds, one elevated in a nook, and a comfortable sofa, framed by a skylight letting in ample light. A wooden dining table is positioned in front of a decorative black cabinet, and a large TV is mounted on the wall.
Guest suite in Grantham
4.97 out of 5 average rating, 268 reviews

Studio 154, Sunapee/Dartmouth region sleeps 4

Studio 154 is tucked away on a quiet cul-de-sac in a country setting. 18 mins to Lebanon and 25 mins to Mount Sunapee. A short drive through the neighborhood past mountain views, King Blossom Farm Stand, and meadows that frequently host wildlife and sunsets. The studio has 2 queen sized beds, 3/4 bath, love seat, dining table and work desk. Enjoy fast WIFI, 42" tv, USB plugs next to the night stands and tv shelf. Service fee is included in the price!

Guest favourite
A framed sign displays the word 'Stay' in elegant cursive on a green background. The rustic wooden frame complements the simple design, adding a welcoming touch to the entrance of the space.
Loft in Sunapee
4.97 out of 5 average rating, 561 reviews

Lake Sunapee Cozy Retreat With Continental B-fast

In the heart of Sunapee Harbor is “Topside”, a charming suite for guests who want to engage in the active Sunapee life. Topside is perfect for 2 people and cozy for 4. An efficient use of space offers a queen-sized bed, pull out love seat couch, single air mattress, kitchenette stocked with breakfast foods, snacks and basic cooking needs, private bathroom, Wi-Fi, Smart TV, board games, and your own tree-top deck. Very clean, stylish, and comfortable!

Top Guest favourite
A cozy living area is highlighted by a spacious brown leather sofa positioned beside a decorative area rug. Natural light enters through a triangular window, illuminating wooden walls and ceiling beams. A small kitchen area with wooden countertops and carefully arranged decor adds to the inviting ambiance.
Apartment in Wilmot
4.99 out of 5 average rating, 150 reviews

Bog Mt Retreat Upstairs Suite

A unique crafty cozy 1 bedroom/1 bathroom upstairs suite with most of the comforts of home. Woodland trails on the property, moderate hikes nearby or bring your kayaks and explore the many ponds and lakes in the area. Ragged Mt and Mt Sunapee Ski Resorts are both under 30 minutes away. This newly designed suite is perfect for an individual or couple wanting to escape into the country but still be within an easy driving distance to local sites.

Top Guest favourite
A charming cottage is showcased with warm wooden siding and a sloped roof. An American flag is displayed from the front porch, while snow blankets the surrounding yard. Tall trees are visible in the background against a partly cloudy sky.
Cottage in Newbury
4.96 out of 5 average rating, 118 reviews

Cozy Ski Cottage at Mount Sunapee!

Our cozy ski cottage on the shore of Lake Sunapee is the perfect place for your winter getaway! The house is in a quaint neighborhood less than a mile from Mount Sunapee Resort, which is consistently ranked #1 in the East for their snow making and grooming. Beyond skiing, the local area has great restaurants, activities and attractions catering to fun in all seasons. Come ski and play this winter!

Popular amenities for Sullivan County holiday rentals