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Holiday rentals in Sheffield

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Popular amenities for Sheffield holiday rentals

Other great holiday rentals in Sheffield

Guest favourite
Cabin in Burke
4.96 out of 5 average rating, 76 reviews

Modern retreat, 5 min bike ride to KT

CoryRating, 5 stars3 weeks ago
Great spot for riding, beautiful cabin styled really well. This didn’t work great for two young families, but that’s kind of on us. I’d happily stay here again.
Top guest favourite
Guest house in Greensboro
4.98 out of 5 average rating, 49 reviews

Cozy retreat in Northeast kingdom Greensboro VT

MadelaineRating, 5 stars3 weeks ago
We had a wonderful stay, the views are amazing and it’s close to mountains and the lake. We were staying in the area for a wedding and enjoyed a peaceful cozy retreat here. We loved the decorations and little details inside and outside. We’re looking forward to coming back and bringing our own pup to meet friendly fluffy Sunny!
Superhost
Home in Glover
5 out of 5 average rating, 5 reviews

Mossflower Hill Farmstead

CarolineRating, 5 stars1 month ago
We had a great weekend in Glover! A clean, bright, well designed home with lovely views. We didn’t cook much but the kitchen was well supplied and Kyle and Jenny were responsive and friendly. Don’t ignore their warnings about the road - it’d be nearly impossible to get there in the winter or mud season without snow tires and/or 4 wheel drive. I’d definitely go back!
Top guest favourite
Guest house in Walden
5 out of 5 average rating, 19 reviews

Michaud’s Homestead Stay

KaylaRating, 5 stars4 weeks ago
We had a great time staying here! The house was very spacious with lots of light and the view of the farm was so beautiful. It was fun looking out and seeing the cows. Michael was a wonderful host and we would love to return. While in the area we stopped at Hill Farmstead, The Cork & Fork, and the Village Restaurant.
Guest favourite
Cabin in Caledonia County
4.96 out of 5 average rating, 55 reviews

Picturesque Cabin Retreat in the Northeast Kingdom

AubreyRating, 5 stars3 weeks ago
Tina and Stephanie are extraordinary hosts who’ve infused every detail of their stunning Vermont cabin with thoughtful care and creativity. From the moment you step inside, you’ll find yourself drawn to the artful décor, the curated reading nooks, and the countless little discoveries tucked into each corner. Set against a backdrop of serene woodlands, every piece of furniture invites you to sink in with a good book—or drift off to a blissful nap—while the gentle breeze and bird song work their magic. We arrived for a mountain-biking getaway but found ourselves lured back to the cabin’s cozy comforts time and again. If you’re looking for a peaceful, character-filled retreat—or simply a place to unplug and recharge—this is it. And as an unexpected delight, Tina and Stephanie’s warm hospitality and engaging conversation make the experience truly unforgettable. Highly recommended!
Top guest favourite
Guest house in Burke
4.96 out of 5 average rating, 98 reviews

Farm Stay in Burke at Firefly Farm

LauraRating, 5 stars5 days ago
This was such a great find. Close to trails and quiet. Space is just as described, clean and cozy. Lovely views right outside the door. Farm store was great to have and I’ll definitely try to come back soon!
Superhost
Cottage in Glover
4.98 out of 5 average rating, 62 reviews

Relaxing Cottage Retreat on Shadow Lake Glover VT

NicoleRating, 5 stars2 weeks ago
Beautiful home on a peaceful lake. We loved taking the paddle boards out and the view of the lake from inside the home. We would definitely stay again.
Guest favourite
Home in Sutton
4.92 out of 5 average rating, 49 reviews

Kingdom Carriage House Est. 1842

DinaRating, 5 stars3 months ago
My family had a fabulous time at Israel’s place. The getaway was just what we needed to bond and recharge. Using the hot tub under the stars with snow on the ground was a truly magical experience. We spent our lazy days sitting by the fire, playing board games and cooking as a family. We did take a trip to Lake Willoughby for a hike. It was amazing. It reminded me of a Norwegian fjord. Five stars all around. I would definitely recommend and would rent again in the future from Israel.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Caledonia County
  5. Sheffield