Holiday rentals in Sullivan County

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Top-rated holiday rentals in Sullivan County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An open-concept kitchen and living area are highlighted by high ceilings and large windows, allowing natural light to fill the space. A central island with a dark countertop complements the cabinetry, while a cozy seating area is visible through expansive glass doors opening to the outdoors.
Home in Windsor
4.98 out of 5 average rating, 129 reviews

Stylish Vermont Cabin | Views · Trails · Luxe

Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Top guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 432 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
The cabin features a gabled roof and large front windows, allowing natural light to fill the space. Surrounded by tall trees, the tranquil approach showcases a well-maintained pathway leading to the entrance, with soft sunlight filtering through the foliage.
Cabin in Grafton
4.98 out of 5 average rating, 227 reviews

Nature cabin | fire pit, fireplace, yard + privacy

The WildeWoods Cabin is a sunny open-concept cabin with cathedral knotty pine ceilings & exposed beams; renovated with comfortable furnishings, modern amenities, vintage décor & a gas fireplace (on/off switch!). Enjoy peace & privacy on 1+ acres; the cabin is set back from the road and surrounded by yard, gardens, & tall trees. Nestled in the foothills of Cardigan & Ragged Mountains; there are endless outdoor activities nearby. Up to 2 dogs are welcome with pet fee. IG: @thewildewoodscabin

Guest favourite
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, 132 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 log cabin is shown surrounded by trees, featuring a welcoming farmer's porch and a sloped roof. The structure is set on a gravel path with landscaped areas, including stone borders and scattered greenery, maintaining a natural atmosphere.
Cabin in Goshen
5 out of 5 average rating, 48 reviews

Mt. Sunapee 4 Bedroom Log Home

Relax with the whole family within this 2700sq ft log cabin on a wooded lot. 10 minutes to Mt. Sunapee and Lake Sunapee. Snowmobile, bike, cross county ski, and ATV trail runs right off backyard. 2 Minute drive to Gunnison Lake. 4 bedroom, 2 bath log cabin home, situated on just over 2 acres. Direct and easy access to Trail 391 which connects to many snowmobile trails throughout the state. Sip coffee from the farmer's porch. Inside, cozy up to the warmth of the wood stove on a winter day.

Top guest favourite
A cozy seating area features a gray sofa adorned with a black and white checked blanket. The backdrop includes a decorative jail cell with iron bars, while wooden shelves display snacks. Two stools are positioned at a bar-height table, enhancing the functional space.
Flat in Newport
4.96 out of 5 average rating, 176 reviews

Newport Jail “Break”

Located in historic downtown Newport, centrally located on Main Street. Stay in the jail addition of the 1843 County Safe Building. Completely renovated. Walking distance to several restaurants and stores. 8 miles to Mount Sunapee. Enjoy your unique experience taking a jail “break” or prison “escape”. 2 original jail cells with new sets of comfortable bunk beds, lockers and a smart TV in each cell. Small kitchenette with refrigerator, microwave, coffee maker and toaster. LR/DR & 3/4 bath.

Guest favourite
A rural scene captures a charming farmhouse set against a backdrop of vibrant autumn foliage. Colorful trees with orange and yellow leaves frame the property, while a clear blue sky adds to the serene atmosphere. A well-maintained lawn is visible, enhancing the natural beauty.
Home in New London
4.98 out of 5 average rating, 43 reviews

The King Hill House

Come for the mountains, come for the lakes, or just come to enjoy the views. As soon as you pull into the driveway you will be blown away by the beauty and natural surroundings! This is a tastefully renovated, 5 bedroom, 2.5 bath farm house right off interstate 89. Inside you will find a giant mudroom with laundry, a large kitchen that is open to the dining room and living space. It is 10 minutes to downtown New London, 15 minutes to Mount Sunapee and 25 minutes to Ragged Mountain.

Guest favourite
An outdoor area features a circular stone fire pit surrounded by several teal adirondack chairs. A wooden deck is visible above, providing shaded seating under a red umbrella. An expansive lawn and rock formations create a natural backdrop for relaxation.
Cabin in Sunapee
4.97 out of 5 average rating, 110 reviews

Pinewood Lodge | Dog-Friendly Log Cabin

Pinewood Lodge is an authentic log cabin 5 minutes to ski mountain Mount Sunapee! Take some time sitting by the fire pit, hanging with friends or family in the cozy kitchen area, playing games on the lower level card table or in the NEW game room, or cuddling up on the couch next to a warm pellet stove. Being 5 minutes from Mt Sunapee, 10 min to Lake Sunapee, minutes from hiking trails and less than an hour to many other attractions, you will create memories to last a lifetime.

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.
Flat in Wilmot
4.99 out of 5 average rating, 187 reviews

Bog Mt Retreat Upstairs Suite

A unique crafty cozy 1 bedroom/1 bathroom UPSTAIRS suite with most of the comforts of home except a oven. 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 uniquely 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
An entryway is presented with hardwood flooring and crisp white trim. Pillars frame the staircase, leading to a landing above. A small chair sits against the wall beside a decorative sign, and a colorful stained-glass window adds a splash of color to the space.
Home in Newport
4.96 out of 5 average rating, 69 reviews

Spacious Bright Home in the heart of Newport

Newly updated, tastefully decorated, bright and sunny Antique home within walking distance to Newport's town green and eclectic downtown. The main floor features a cozy living room with a unique 3 season sunroom, open concept and spacious dining and kitchen area, a half bath and a nook that overlooks the peaceful backyard. Large windows throughout showcase the changing seasons. Three bedrooms and a good sized full bath are all located on the second floor.

Top guest favourite
Treehouse in Newbury
4.98 out of 5 average rating, 300 reviews

Treehouse by Sunapee Stays - near Mount Sunapee

Welcome to Tiffany Hill Treehouse by Sunapee Stays, where modern comfort meets the beauty of nature. Stay cozy in winter with radiant heated floors and a propane fireplace, or cool off in summer with AC. This thoughtfully crafted two-bedroom, one-bath woodland retreat offers both adventure and serenity. Whether you're seeking romance, privacy, or a unique base to explore Lake Sunapee and Mount Sunapee, you'll find charm in every corner.

Top guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 123 reviews

Cozy Cabin on 5-acre Wooded Lot with Spa

Enjoy a magical New Hampshire getaway at the cozy Sunapee Cabin. Nestled in a 5 acre wooded lot in the Kearsarge Valley the private Sunapee Cabin is a short 15 min drive from the Mt Sunapee Ski Resort and Sunapee State Park & Beach, 5 min from Kezar Lake & Wadleigh State Park and 15 min from the beautiful Winslow State Park with countless hiking trails and kayaking spots. Photos by Chris & Pam Daniele / @dirtandglass

Popular amenities for Sullivan County holiday rentals