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Vacation rentals in Sunderland

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Top-rated vacation rentals in Sunderland

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

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Top guest favorite
A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.
Home in Guilford
4.95 out of 5 average rating, 152 reviews

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

Top guest favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 485 reviews

Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace

Log cabin w/ hot tub on 70 acres of Vermont forest with hiking/snowshoe trails, river & mountain stream. Cozy up with wine, games or book by the huge stone woodburning fireplace with fav music from the vintage Bose stereo, enjoy coffee & stargazing on the rocking porch while taking in the mountain views & wildlife or explore the forest & river trails. Enjoy making meals in the ample fully stocked kitchen, the outdoor grill & around the campfire. Crisp AC.*4x4/AWD a MUST for WINTER only BOOKINGS*

Top guest favorite
An outdoor seating area features two black lounge chairs positioned beside a small table, all set against a backdrop of trees displaying autumn foliage. Potted plants are placed nearby, and a wooden deck extends from the building, creating a seamless connection to the natural surroundings.
Guesthouse in North Bennington
4.99 out of 5 average rating, 362 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned space w/ cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. IG birchhousevt Please note that due to a severe allergy, it is difficult to accommodate animals

Top guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 397 reviews

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!

Top guest favorite
A spacious living area features a large stone fireplace as the focal point, surrounded by comfortable seating. Natural light floods through large windows, accentuating a wooden coffee table at the center. Subtle decor elements contribute to the inviting ambiance.
Cottage in Manchester
4.99 out of 5 average rating, 107 reviews

Edelweiss Cottage, Manchester VT

Welcome to Edelweiss, a beautiful guest cottage in Manchester Vermont. Our idyllic cottage is nestled into the hillside at the base of Mount Equinox. The two story cottage boasts a stunning stone fireplace and large windows overlooking the tiered landscape and Green Mountains in the distance. We are located minutes to Manchester viliage, shopping outlets, Equinox Resort, Hildene, and the Equinox Skyline drive. We are 20 minutes to Bromley and 35 minutes to Stratton and Magic Mountain.

Top guest favorite
A charming two-story cabin features natural wood siding and a welcoming front porch. Lush green landscaping surrounds the home, and tall trees provide shade. A stone pathway leads from the driveway to the entrance, enhancing the connection to the serene outdoor environment.
Home in Sunderland
4.97 out of 5 average rating, 281 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

Convenient to downtown Manchester's outlet stores and restaurants,golf (equinox golf course 3 miles away) hiking, kayaking and fishing (battenkill river)skiing-Stratton or Bromley, hot tub on full deck with close-up views of Mount Equinox, these mountain views will either make you weep or sing for joy, dines 8 easy, master on main (king bed). This home was intended to bring INSIDE the natural beauty you see OUTSIDE. Complete with vaulted living area and exposed timber beams throughout!

Top guest favorite
A charming log cabin is surrounded by vibrant autumn foliage, showcasing a dark wooden exterior and a sloped green roof. The mountains in the background provide a scenic view, enhancing the peacefulness of the property, which is set on a gravel driveway.
Cabin in Sunderland
4.99 out of 5 average rating, 158 reviews

The Birchwood Cabin - Stunning Mountain Views

Welcome to the Birchwood Cabin - a beautiful log cabin with stunning mountain views! Relax in the hot tub overlooking the mountains or enjoy hot chocolate by the fire. Play a game of pool or shuffleboard downstairs. The Birchwood Cabin is in a peaceful, quiet location but is only a 10-minute drive to Manchester, if you'd like to go shopping or grab a bite to eat! Hit the slopes at Bromley Mountain or Stratton Mountain or in the warmer weather head to The Equinox for a round of golf!

Top guest favorite
Tiny home in Ludlow
4.95 out of 5 average rating, 111 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Top guest favorite
The living area features a spacious sofa and armchair, framed by large windows that provide ample natural light. Exposed wooden beams run along the ceiling. A decorative rug adds color to the hardwood floor, and a mantelpiece serves as a focal point in the room.
Home in Tinmouth
4.99 out of 5 average rating, 115 reviews

Charming Vermont Schoolhouse

Kick back and relax in this calm, stylish space. A beautifully restored schoolhouse circa 1860 welcomes you. Situated on a quiet country road this adorable home on one wooded acre has lovely mountain views and a peaceful setting. Nearby you will find skiing, hiking trails and quaint Vermont towns with shops and restaurants. Manchester and Rutland are 30 min. drives, Dorset is just 20 min. Granville NY has a large grocery store and other shops and is only a 15 min. drive.

Top guest favorite
An inviting outdoor space features colorful chairs surrounding a fire pit, set against a winter backdrop. A cozy seating area on a deck showcases modern decor, including a patterned throw and a view of rolling hills framed by an oversized circular window.
Cottage in Shaftsbury
4.98 out of 5 average rating, 777 reviews

Schoolhouse Spa Retreat on a Vermont Farm

Escape to our historic and lovingly-renovated schoolhouse on a 250-acre verified-regenerative farm, where Green Mountain views meet modern comfort. Unwind in your private hot tub and barrel sauna after exploring farm trails, then fall asleep to the gentle sounds of sheep grazing in the pastures below. This is Vermont at its most authentic—working farm life with all the luxury. Level 2 EV charger, in-unit washer/dryer, and ductless AC for summer comfort.

Top guest favorite
The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.
Cabin in Townshend
4.96 out of 5 average rating, 204 reviews

Modern Cabin with Outdoor Spa on Vermont Farm

Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.

Top guest favorite
The exterior of a red cottage is framed by greenery, featuring a welcoming entrance. A wooden ramp leads to the door, which has a glass panel for visibility. A sign identifies the property as Rollin Cottage, situated in a tranquil outdoor setting.
Cottage in Shaftsbury
4.97 out of 5 average rating, 174 reviews

Rollin Cottage

Welcome to Vermont! Rollin Cottage is a country cottage in a rural setting not far from the Village of North Bennington with a babbling brook, private patio and cottage gardens. Full kitchen, two bedrooms, ground floor master bedroom plus private loft bedroom with an additional sofa bed (full) in the living room. All amenities are provided.

Popular amenities for Sunderland vacation rentals

Frequently Asked Questions

  • What are the best places to stay in Sunderland?

    Visitors to Sunderland often choose cabins, cottages, or farm stays, many with mountain or woodland views. Consider properties near the Green Mountains for easy access to nature and outdoor recreation.

  • What are the best things to do in Sunderland with kids?

    Families often enjoy short nature hikes, visiting sugarhouses during maple season, or exploring pond and riverbanks for wildlife spotting around Sunderland. Outdoor adventures foster curiosity and connection.

  • What are some of the best things to do in Sunderland?

    Explore scenic hiking trails through the Green Mountains, visit maple syrup farms around Sunderland, or discover local art galleries and antique shops. The town is surrounded by nature, and outdoor recreation is frequently suggested here.

  • How is the weather in Sunderland?

    Sunderland experiences cold, snowy winters with temperatures from 13–32°F (-11–0°C), and warm summers reaching 81°F (27°C). Spring and autumn bring changing foliage and milder weather, with frequent rain especially in summer.

  • When is the best time to visit Sunderland?

    Late spring through early autumn is often recommended for outdoor activities, wildflowers, and vibrant foliage displays. Winter appeals to those interested in snow sports or cozy stays.

  • What are the best places to visit in Sunderland?

    Explore the Green Mountain National Forest, family-owned maple sugarhouses, and artisan studios around Sunderland. Historic covered bridges and local museums provide a glimpse into Vermont’s heritage.

  • What are some hiking trails in Sunderland?

    Hiking trails around Sunderland often wind through the Green Mountain National Forest, with wooded paths and gentle climbs. Look for trailheads near streams and viewpoints for a quiet retreat into nature.

  • What are some family activities we can do in Sunderland?

    Sunderland has options for fishing at local ponds, berry picking in summer, and easy nature walks. Families also enjoy farm visits for maple tasting or participating in hands-on craft workshops.

  • What are some of the best day trip ideas from Sunderland?

    Plan an outing to explore covered bridges, visit historic villages like Manchester, or stroll the grounds of Hildene, The Lincoln Family Home. The region has opportunities for shopping, art galleries, and hiking in scenic surroundings.

  • Are there any pet friendly accommodations available in Sunderland?

    Sunderland has a range of accommodations, and many vacation rentals welcome pets. Look for properties with outdoor space, so your pet can enjoy the Vermont landscape with you.

  • What are some local tips for visiting Sunderland?

    Bring layers for unpredictable weather and sturdy shoes for uneven trails. Locals appreciate visitors supporting farm stands, respecting private lands, and joining in community events like craft fairs or maple festivals.

  • What is Sunderland known for?

    Sunderland is known for its rural charm, Green Mountain scenery, maple syrup production, and access to outdoor activities like hiking and fishing. The area has deep roots in local agriculture and craftsmanship.

  • What are the best hidden gems to explore in Sunderland?

    Discover quiet woodland trails, family maple sugaring operations, and local artisan studios tucked into the countryside around Sunderland. These lesser-known spots invite a slower, more personal exploration of rural Vermont life.

  • What are the best foods to try in Sunderland?

    Local maple syrup is a staple, often served over pancakes or in seasonal treats. Farm-fresh produce, cheddar cheese, and Vermont apple cider are frequently suggested for an authentic local taste.

  • What should I bring for a trip to Sunderland?

    Pack layers for changing weather, a waterproof jacket, and sturdy walking shoes. If you’re planning outdoor activities, binoculars and a camera can help you enjoy the natural scenery and wildlife.

  • What is the nightlife in Sunderland like?

    Sunderland’s nightlife is laid-back, centered around local taverns, small restaurants, and occasional live music events in nearby communities. Evenings often highlight Vermont-crafted ciders or quiet gatherings.

  • What are the most popular events or festivals in Sunderland?

    Seasonal farmers’ markets, craft fairs, and maple sugaring celebrations are often recommended around Sunderland. Nearby towns also host traditional New England festivals during autumn foliage and holiday periods.

  • Are there family friendly vacation rentals in Sunderland?

    Many accommodations in Sunderland are suitable for families, featuring kitchens, common areas, and outdoor space. Rentals often highlight proximity to nature trails and opportunities for outdoor fun.