Holiday rentals in Sunderland

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Top-rated holiday rentals in Sunderland

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

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Guest favourite
A sunlit sunroom features expansive floor-to-ceiling windows, offering views of the surrounding forest and golden light. A comfortable sofa is placed beside a textured area rug, with a small table and chairs set up for dining. Natural wood accents enhance the serene environment.
Home in Guilford
4.94 out of 5 average rating, 139 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!

Guest favourite
A bright open-concept living area features large windows providing ample natural light and views of the surrounding mountains. A modern kitchen with stainless steel appliances and a central island is complemented by three wooden stools. A cozy seating area with a dark gray sofa and a round coffee table offers relaxation space.
Cabin in Londonderry
4.95 out of 5 average rating, 252 reviews

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Top guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 377 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 favourite
The colonial home features a classic white exterior with black shutters and a welcoming front porch. An American flag is displayed prominently, and soft outdoor lighting highlights the entrance. The well-maintained lawn includes neatly trimmed bushes, creating a warm first impression.
Home in Sandgate
4.99 out of 5 average rating, 129 reviews

Country Colonial Home with rolling fields & stream

This wonderful colonial home offers wide open space on 21 acres of rolling fields with paths leading to the Green River. In the summer build your own dam or in the winter cross country ski along the edges of the stream and get a full view of the West Arlington valley. Swearing Hill is located within a mile of an old country store for all types of immediate supplies. The town of Arlington is 5 miles away, and Manchester, Vt. Is 14 miles, offering golfing, shopping, and wonderful restaurants.

Top guest favourite
Flat in Manchester
4.99 out of 5 average rating, 122 reviews

Bonnet St Barn

Keep it simple at the peaceful, cozy and centrally-located Bonnet St Barn. Conveniently located steps from Manchester’s landmark 'Northshire Bookstore', restaurants and delightful shopping. The apartment is on the main floor of the two-story barn and features a king-size bed, a smaller second bedroom with a twin bed, AC, high speed WiFi, TV and a full kitchen for relaxing mealtimes. Less than 30-minute drive to Bromley & Stratton ski areas. Enjoy the Green Mountains of southern Vermont!

Top guest favourite
A spacious living area features high vaulted ceilings with exposed wooden beams and large skylights. Natural light illuminates the modern decor, including a comfortable couch, sleek bar stools, and a central coffee table. A fireplace is positioned beside expansive windows that offer views of the surrounding forest.
Cabin in Shaftsbury
4.99 out of 5 average rating, 320 reviews

The Hygge Loft- mid-mod cabin on 70 acres w/HotTub

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

Top guest favourite
A spacious deck is shown, featuring a hot tub and comfortable seating arrangements. Wooden railings provide a view of the surrounding trees and distant mountains under a cloudy sky, enhancing the connection with nature.
Home in Sunderland
4.97 out of 5 average rating, 279 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 favourite
Guest house in Arlington
4.97 out of 5 average rating, 187 reviews

Cozy Log Cabin Suite [100+ Reviews 4.98 Rating]

Welcome to a cozy log cabin loft on private property. Our 600+ square foot suite is consistently upgraded for our guest. You'll enjoy high end accommodations, solid wood flooring, AC, 50" TV with Cable, wireless internet, premium King size bed, fridge and kitchen. Cleanliness has always been a top priority for our guests. We are proud to hold a 5-star rating. As a Registered Nurse in our local hospital, I can assure you we are cleaning and disinfecting following the CDC guidelines.

Top guest favourite
Cabin in Sunderland
4.99 out of 5 average rating, 154 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 favourite
An elevated deck is softly illuminated by hanging lights, featuring a hot tub and a panoramic barrel sauna. Snow covers the ground, and the landscape is filled with distant hills under a twilight sky, creating a serene outdoor retreat.
Cottage in Shaftsbury
4.98 out of 5 average rating, 768 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.

Guest favourite
Flat in Arlington
4.88 out of 5 average rating, 153 reviews

Brian Peace of Heaven

Beautiful Mountain View 4 1/2 Acres Park your vehicle inside garage upstairs studio apt with full kitchen and Bathroom with shower. There 100 acres to the right and 40 to the left. welcome to Brian’s peace of Heaven.. There skiing 10miles a way Stratton and Bromley. Out let’s Stores in Manchester Vt . Roads are always plowed in winter. Pellet stove that you can use with Gas heat and hot water. 2 beds queen size and Full size.

Top guest favourite
Home in Bennington
4.99 out of 5 average rating, 347 reviews

Cozy Modern Sugar House with spectacular views.

This beautiful Vermont home sits on 25 acres with spectacular views. We moved this sugar house structure to this land and had an architect adapt it to its surroundings. It has three walls of windows that display the amazing views. The house is surrounded by Mount Anthony hiking trails and a gorgeous pond. The location is a 5 minute drive to town or a lovely 20 minute walk.

Popular amenities for Sunderland holiday 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.

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  5. Sunderland