Vacation rentals in Sunderland

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Top-rated vacation rentals in Sunderland

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Two wooden Adirondack chairs are positioned facing a circular stone fire pit, where flames are seen glowing amidst glowing embers. Two glasses filled with a light beverage rest on the ground nearby. A stack of firewood is arranged in the background, surrounded by greenery.

Cabin in Wardsboro

4.85 out of 5 average rating, 136 reviews

Mountain side acres

10 years of love and affection went into building our 2 bedroom custom home. Sticking with natural products to blend together the beauty of the surrounding area. Lay in bed at night and listen to river that runs the entire length of the property. The house has a full kitchen with seating for 6. Spacious living room for relaxing or admiring one of the many birds that visit all year round. Two upstairs bedrooms and office space. Walkout basement with full entertainment area, hot tub,exercise room.

Top guest favorite

Guesthouse in North Bennington

4.99 out of 5 average rating, 255 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 animal

Top guest favorite

A spacious screened-in porch features several chairs arranged for relaxation. The wooden flooring complements the vertical wood panels of the wall. A door leads into the cabin, while a view of the yard and a distant structure can be seen through the screen.

Cabin in Jamaica

5 out of 5 average rating, 248 reviews

New Cabin in Jamaica

Recently constructed 500sq ft passive solar cabin, 10 minutes to Stratton Mtn., 20 minutes to Mt. Snow and Dover for skiing, shopping, food, or a beer at Snow Republic. Quiet road but very accessible. Perfect area for hiking, biking, relaxing walks along the Ball Mountain Brook or kayaking on Grout Pond or Gale Meadows. Enjoy a campfire in the side yard/former pony corral or relax on the spacious screened in porch. 30 minutes from seasonal farmers market and from Manchester for outlets.

Guest favorite

A well-maintained garden entrance features layered stone steps leading up to a grassy area. Colorful flowers and lush greenery are planted along the pathway, complemented by a gravel border. A wooden fence and additional landscaping elements create a welcoming outdoor space.

Apartment in Arlington

4.93 out of 5 average rating, 178 reviews

Spacious apartment in picturesque Arlington VT!

Come relax in this beautiful and spacious basement apartment with private entrance nestled amongst the gorgeous Green Mountains in historic Arlington, Vermont. Hiking, Ski mountains and tubing down the Battenkill river just minutes from the apartment. 10 minutes from excellent restaurants and shopping in Manchester, VT. Less than 30 minutes to Bromley. Stratton, Okemo and Mt Snow are both under an hour away. Saratoga and Albany are an hour drive. Come see why Vermont living is the best!

Top guest favorite

An airy living space showcases vaulted ceilings with exposed wooden beams. A wood-burning fireplace features a dark surround, with a light area rug beneath a round coffee table. Bright natural light streams through strategically placed windows, illuminating the modern kitchen and dining area.

Cabin in Shaftsbury

4.99 out of 5 average rating, 269 reviews

The Hygge Loft- mid-mod cabin on 70 forested acres

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 favorite

A wooden door with a rustic finish is positioned at the top of a carpeted staircase. The door features a handle and a small window, allowing light to filter through. Soft lighting illuminates the stairway, leading to a welcoming entrance.

Apartment in Manchester

4.99 out of 5 average rating, 259 reviews

Private two-bedroom suite within a two-story house

This is a private suite located on the second floor of a house. Separate entrance. The owners live downstairs. Great location with mountain views. Please note: 1) Our kitchen is fully equipped, but it has a hot plate instead of the traditional stove. 2) Instead of a full-size living room there is a small sitting area with a TV in the same area where the kitchen is located. 3) Guests don't have access to the backyard/patio, but you can enjoy the outside seating set in front of the house.

Guest favorite

Home in Sunderland

4.96 out of 5 average rating, 250 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!

Guest favorite

A snow-covered mountain is visible in the distance, with skiing trails marked by white lines. Soft clouds drift across the peak, bathed in the warm colors of sunset. Surrounding trees are silhouetted in front of the mountain, adding depth to the natural landscape.

Tiny home in Jamaica

4.94 out of 5 average rating, 1,273 reviews

Apple Blossom Cottage: A Tiny House

The ABC is located just 15 minutes from the Stratton Mountain Gondola and just 2 miles from the popular Jamaica State Park. Comfortable for up to 5 people. The private tiny house includes fresh linens, dedicated Wi-Fi, a kitchenette, hot shower, flushing toilet, fire pit and porch. The calendar is accurate. Stratton Mountain Resort 10 miles Grace Cottage Hospital 7 miles Magic Mtn 15 miles Bromley 18 miles Mount Snow 15 miles Brattleboro 24 miles Okemo 30 miles Killington 47 miles

Guest favorite

A view from the cabin features a spacious lawn bordered by trees under a partly cloudy sky. A gravel pathway leads through the landscape, inviting exploration. This outdoor area is surrounded by greenery, emphasizing the tranquil rural setting.

Guesthouse in Arlington

4.98 out of 5 average rating, 163 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 favorite

An outdoor firepit area is surrounded by snow, featuring four blue Adirondack chairs with cushions. A warm fire burns in the center, casting a soft glow against the backdrop of a winter landscape and tree silhouettes. The cabin is visible in the background.

Cabin in Sunderland

4.98 out of 5 average rating, 100 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

A historic schoolhouse is nestled on a grassy hillside, surrounded by lush greenery. The structure features a prominent deck that extends outward. Soft clouds are visible in the sky, enhancing the serene country setting.

Cottage in Shaftsbury

4.98 out of 5 average rating, 693 reviews

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

Guest favorite

A double rainbow arcs over a lush landscape, framed by numerous trees and sprawling green fields. The sky is illuminated with soft gray clouds, creating a serene backdrop for the vibrant colors of the rainbows.

Apartment in Arlington

4.87 out of 5 average rating, 139 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.

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Other great vacation rentals in Sunderland

Guest favorite

A tranquil brook flows gently through a wooded area, surrounded by lush greenery. Smooth stones and rocks line the water’s edge, reflecting the surrounding trees. A light-colored dog is seen near the water, enjoying the natural setting.

Cabin in Jamaica

5 out of 5 average rating, 30 reviews

Cabin 7 min to Stratton, Sauna, Woodstove, Dogs OK

AllisonRating, 5 stars5 days ago

Perfect getaway in the green mountains with a very off grid feeling. Great selection of records to listen to, plenty of outdoor fun for the kids, enchanting swimming hole within walking distance. Loved our stay!

Guest favorite

Cabin in Cambridge

4.97 out of 5 average rating, 33 reviews

Pond View Cabin. Off-Grid, Rustic & Dog Friendly.

JustinRating, 5 stars1 week ago

This is, hands down, the best place I’ve stayed since I’ve been traveling to NY. Brian is a great host and the property is amazing. Dig the off grid location and setup. Tranquility and peace is what you seek? This is it.

Top guest favorite

A modern two-story structure is positioned among trees, featuring a gray exterior with large windows. A vehicle is parked in front of the garage, and a pair of black Adirondack chairs is located on a grassy area, inviting outdoor relaxation.

Cabin in Manchester

5 out of 5 average rating, 51 reviews

Private Rustic Modern Loft

Michael & PaulaRating, 5 stars1 month ago

Came to town to see Palmyra and Joseph Terrell play a house show at Billsville. Lucas’ place was right around the corner which was very convenient. The loft was cozy, spacious, well equipped and the bed was very comfortable. Lucas was responsive to our questions. Would definitely stay here again if the opportunity arises.

Guest favorite

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

4.92 out of 5 average rating, 50 reviews

Vermont Mirror House

GeorgeRating, 5 stars2 weeks ago

I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.

Guest favorite

A serene riverbank scene features several Adirondack chairs arranged near the flowing water of the Green River. Lush greenery frames the area, with natural stones and a soft grass patch providing a tranquil setting for relaxation by the river.

Cottage in Sandgate

4.98 out of 5 average rating, 42 reviews

Iconic "Kreffer's Crossing" covered bridge cottage

PercyRating, 5 stars4 weeks ago

This cozy, perfectly clean and renovated cabin is a slice of heaven on the green river. The property is absolutely breath taking. Maximum level of Vermont quaintness with its covered bridge and babbling spring while roasting marshmallows on the outdoor pit. It is decently far from shops, but the country store down the road has everything you need. I hope to be back when the weather is warmer so I can dip in that beautiful river. Beds were comfortable, linens very clean and kitchen stocked with what you would need.

Top guest favorite

The exterior of the building is shown at dusk, featuring a white staircase leading to a deck. Soft lighting illuminates the steps and under the deck, creating a welcoming entry. Surrounded by greenery, the setting suggests a tranquil environment with ample outdoor space.

Apartment in Arlington

4.93 out of 5 average rating, 42 reviews

Goose Crossing

DamianRating, 5 stars3 months ago

Neil & Julie were great hosts and very accommodating. Their home was so cozy and comfortable - I felt right at home immediately. Not only was the place spotless, but it was also stocked with everything you could need for a weekend or longer. You can tell they put a lot of attention into the details to make the place warm and inviting.

Top guest favorite