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
A welcoming living area is presented with wooden walls and high ceilings, featuring two plaid sofas and a plush area rug. A wood stove is positioned against a stone wall, and a staircase with a metal railing ascends to the upper level.
Cabin in Sunapee
4.99 out of 5 average rating, 205 reviews

Sunapee, NH Cozy Hillside Retreat

Welcome skiers! Our guesthouse is 7 miles from Mt Sunapee and sits across the road from Perkins Pond with water views. The area has much to offer: restaurants, dining & family-friendly activities! You’ll love my house because of the coziness, wood stove, the high ceilings, beams, the views, the location and its brand new!! It's perfect for couples and families (with kids), skiers, snowmobilers, anyone who enjoys the many outside activities of New England, or just a relaxing retreat wknd inside!

Top guest favourite
Cabin in Bradford
4.98 out of 5 average rating, 433 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

Top guest favourite
A window frames a serene external view, showcasing bare trees and a distant hillside. Soft light filters through, subtly illuminating the indoor space. A glimpse of a shed is visible among the foliage, highlighting the rustic charm of the surrounding landscape.
Flat in Wilmot
4.97 out of 5 average rating, 137 reviews

Bog Mt Retreat Downstairs Suite

Welcome to your perfect first floor retreat. Woodland trails on the property, local hikes like BOG MT, a beautiful waterfall and so many more. Bring your kayaks and paddle Grafton Pond or Pleasant Lake and jump off the rock at Blueberry Island. Only 30 minutes from Sunapee Mountain Ski Area & 21 minutes from Ragged MT Ski Resort. Whether you're seeking the thrill of the slopes, the tranquility of nature, or a bit of both, our Airbnb is the gateway to an unforgettable New Hampshire experiences.

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, 177 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
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, 111 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 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, 577 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
The chalet displays a two-story structure with red wooden siding and a distinctive balcony extending around the top level. Natural surroundings are visible, with trees in the background and a stone path leading to the entrance. Firewood is stacked neatly beneath the balcony.
Chalet in Sunapee
4.95 out of 5 average rating, 104 reviews

Mount Sunapee Chalet

Welome to our Mount Sunapee Chalet! It is just minutes (one and a half miles) to Mount Sunapee and Lake Sunapee. Sunapee Harbor is just two and a half miles away. Mount Sunapee is great for skiing or snowboarding in the winter with 66 trails and snowmaking. In the summer there is hiking, swimming, boating, biking and relaxing. The adventure park at the mountain has aerial sky rides, zip lines and other activities. The fall foliage is gorgeous too!

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.

Popular amenities for Sullivan County holiday rentals