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Vacation rentals in Sheffield

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Popular amenities for Sheffield vacation rentals

Other great vacation rentals in Sheffield

Top guest favorite
Home in Craftsbury
4.97 out of 5 average rating, 77 reviews

Relaxing Craftsbury Retreat

BrianRating, 5 stars1 month ago
We have stayed at Neal’s place multiple times in the spring and fall, and have always found it to be convenient and cozy. This time, unexpected snow and a town-wide power-outage made the propane fireplace, battery-powered lantern, and handheld flashlight more than just ambiance-enhancers! They were peace-of-mind enhancers! Thank heavens we had received our Chicken Confidential sandwiches at Black Bird Bistro (a MUST every time we’re in town!) five minutes before the outage. Vacation saved!
Guest favorite
Tiny home in Wolcott
4.96 out of 5 average rating, 100 reviews

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

NatalieRating, 5 stars1 week ago
We loved staying at the caterpillar house! We only stayed one night as it was our first stop on a 2 week road trip of the east coast. The home was absolutely adorable, incredibly well designed, and spotless! Check in was a breeze, even tho we got there late at night. Definitely would return and would recommend this tiny home to anyone traveling in the area!
Top guest favorite
Guesthouse in Walden
5 out of 5 average rating, 18 reviews

Michaud’s Homestead Stay

KaylaRating, 5 stars2 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 favorite
Yurt in Johnson
4.86 out of 5 average rating, 29 reviews

Grandview Yurt

AmaliaRating, 5 stars2 weeks ago
Amazing amazing amazing! Beautiful nature, magical energy, the yurt is simple and has everything one may need. There’s also outdoor kitchen and shower which was super cool. t was exactly the off-the-grid experience we were looking for - we haven’t felt this relaxed probably since childhood. The host was super welcoming and responsive, made sure we had everything we needed. Thank you so much, Christopher! You really have created a piece of heaven on earth! We will be back for sure!!
Guest favorite
Cabin in Caledonia County
4.96 out of 5 average rating, 54 reviews

Picturesque Cabin Retreat in the Northeast Kingdom

AubreyRating, 5 stars2 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 favorite
Guesthouse in Burke
4.96 out of 5 average rating, 95 reviews

Farm Stay in Burke at Firefly Farm

LilaRating, 5 stars7 months ago
Unique! Quality workmanship in presentation. Quick access to activities but was a quiet private location. Would definitely stay with Ben again!
Guest favorite
Cottage in Glover
4.98 out of 5 average rating, 61 reviews

Relaxing Cottage Retreat on Shadow Lake Glover VT

NicoleRating, 5 stars5 days 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 favorite
Home in Glover
4.95 out of 5 average rating, 21 reviews

Hudson House Log Cabin Lake Parker West Glover Vt

DeniseRating, 5 stars1 week ago
We loved the beautiful cabin onLake Parker !! It was quiet, peaceful & cozy. The bed was cozy. The kitchen had everything you needed to cook your own meals. We loved the open kitchen and livingroom space. We enjoyed sunsets in the evening and watching ducks and geese. This place is lovely.

Destinations to explore

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