Vacation rentals in Sunderland

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Popular amenities for Sunderland vacation rentals

Stay near Sunderland's top sights

Blue Heron Restaurant31 locals recommend
Mount Sugarloaf State Reservation28 locals recommend
Cushman Market & Cafe17 locals recommend
Bridgeside Grille6 locals recommend
Bub's BBQ5 locals recommend
Mike's Maze5 locals recommend

Other great vacation rentals in Sunderland

Superhost
A cozy outdoor space is highlighted under soft lighting, featuring a porch with woven seating and a dining area. Fresh snow covers the ground, creating a serene winter scene while the home stands softly illuminated in the background.
Home in Whitingham
4.95 out of 5 average rating, 39 reviews

Rustic 1850s Barn. Updated and funky.

JessicaRating, 5 stars1 month ago
We had a fantastic time and the house was lovely! WE would 100% stay with Yvonne again. Thank you for a wonderful time.
Guest favorite
A wooden deck provides a view of snow-covered ground and a forest of bare trees leading to distant hills, shrouded in mist. The overall scene offers a sense of tranquility in a natural setting, framed by the deck's sturdy railing.
Home in Brattleboro
5 out of 5 average rating, 6 reviews

4 BR Mt Snow/Okemo Ski Chalet w Amazing views!

WrenRating, 5 stars1 week ago
Beautiful place in a nice private area. The house was very clean and welcoming. The hosts are available with any issues/concerns. I would recommend this place to anyone visiting the area.
Top guest favorite
An expansive deck is visible, featuring a comfortable seating area with a wicker set and a grill. Surrounded by trees, the outdoor space offers privacy and a connection to nature. Access to the driveway is shown, leading to a partially obscured vehicle.
Home in Wilmington
4.96 out of 5 average rating, 23 reviews

Family/Dog Friendly Mountain Home w/ Amenities

KelliRating, 5 stars7 months ago
This place is simply beautiful. Both the surroundings and the house. The beds had tons of pillows and the linens were high quality soft cotton. There was plenty of room for our group with 3 levels of home to hold us all. The kitchen was well appointed and beautifully designed. The backyard was so beautiful, we took our family photos there. The deck was a great place to hang out under the string lights around the fire pit, while keeping an eye on the kids in the living room through the big windows. We even saw a BEAR cruising by! The clubhouse, the tennis courts, the fishing pond, we did it all and it was absolutely magical. We will definitely be back!
Top guest favorite
Cabin in Wilmington
5 out of 5 average rating, 74 reviews

Stoni Woods: Log Home in Southern VT

KimberlyRating, 5 stars1 month ago
We’ve stayed at Beth’s place a few times and absolutely love it - hence why we keep coming back and will continue to do so! She is very communicative and her place is squeaky clean and cozy. We love the log cabin feel and want to go back in the summer since we always go in the winter. This was the first time we brought our dog and she was in heaven! Thanks again, Beth!
Superhost
An outdoor deck features a hot tub, providing a relaxing space. Comfortable seating is arranged with turquoise cushions around a central fire pit. A gas grill is positioned nearby, and a shade sail provides coverage from sunlight. The surrounding neighborhood is also visible.
Townhouse in Easthampton
4.85 out of 5 average rating, 310 reviews

In style row house with private hot tub/pool table

MarkRating, 5 stars3 months ago
Great spot - close to the little downtown area with a few restaurants and bars. Lots of room and Ginny was very responsive and clear in her communications. Would definitely stay here again.
Guest favorite
A bright kitchen features modern appliances, wooden cabinetry, and an island with seating for two. Exposed wood beams add charm to the space, and large windows allow natural light to fill the room, with views of the surrounding woodland visible outside.
Home in Becket
4.96 out of 5 average rating, 70 reviews

Berkshires Retreat W/ Sauna by Evergreen Home

JanieRating, 5 stars1 month ago
Private, secluded and cozy weekend away. The space was just as described and more private than expected. We loved waking up with the daylight and relaxing at night with the open sky and sauna sessions. Area recommendations were spot on and made the trip even more enjoyable. Hope to be able to get back during a different season to enjoy the area again!
Superhost
A historic red house is set against a clear blue sky, surrounded by vibrant autumn trees. The lush green lawn extends toward the house, providing a picturesque view of the property nestled in nature.
Home in Whitingham
4.93 out of 5 average rating, 70 reviews

The Amos Brown House.

PeterRating, 5 stars2 months ago
This is a really special antique house that has been very well cared for. we visited in the midst of pretty narly presidents dy snow storm and the howling winds and multiple feet of snow outside only made the old house feel even cozier and more special. in the winter, the house sits on the end of a dirt road, due to the southern portion of it being covered in snow so we were nervous that we would get completely snowed in, but the town plowed the road multiple times each day and we had no problems getting in and out! Our big highlights were cross country skiing on the trail that crosses the property, puzzling by the gas fireplace, and the huge mounds of dog toys for our pup! Also, big thank you to Michelle for being so accommodating about our late check out. Our time here makes me want to check out all of the landmark trusts locations!
Guest favorite
An open deck features a round table accompanied by four red cushioned chairs and a large red umbrella, providing shade. A gas grill is positioned nearby, and lush greenery surrounds the area, creating a tranquil outdoor dining space.
Cabin in Wilmington
4.91 out of 5 average rating, 102 reviews

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

WilliamRating, 5 stars1 month ago
Marilyn is an excellent host!! Her place was beautiful beyond my expectations!! Everything was exactly as described.we went for a short getaway/friends reunion. Perfect place for that!! Very relaxing and the atmosphere was superb!! I would definitely recommend and definitely return for another trip. Thank you so much Marilyn for your hospitality.. AAA+++

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