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Compare 105 Vacation Homes in Sheffield with updated reviews, rates, and availability.

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

10.0 out of 10, Exceptional, (203)
"We were amazed by the beauty of the area and the house was perfect. Highly recommend it. My son who lives in New England wants to go back with friends for a skiing trip. "
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Beautifully renovated antique farmhouse on pristine lake.

9.8 out of 10, Exceptional, (188)
"The old farmhouse is full of personality and the lake is beautiful. It was a relaxing weekend for a holiday. "
Beautifully renovated antique farmhouse on pristine lake.

Waterfront Home At The End Of An Out Of The Way Dead End Street

9.8 out of 10, Exceptional, (146)
"We loved everything about this place! The view was amazing! The host was very nice and communicated with us about things to see during our trip, including the northern lights! It was a relaxing, beautiful visit with hopefully many more to come!"
Waterfront Home At The End Of An Out Of The Way Dead End Street

Wonderful VT Get Away, Great Family Fun, with WiFi.

10.0 out of 10, Exceptional, (102)
"We rode a couple different sections of the rail trail and had the house as a place to land at the end of the day. Clean, beds are comfortable and just about any amenity you could ask for. Beautiful spot!"
Wonderful VT Get Away, Great Family Fun, with WiFi.

Cozy 4BR Cottage, pond, firepit, 20 min to Stowe!

10.0 out of 10, Exceptional, (12)
"What a perfect house for our family of four, my mother in law, and our two pups - with room to spare. It was so comfortable and modern and we absolutely love Wolcott. The property was beautiful with privacy and we loved watching the kids and dogs run around and play in the snow. The location was easy for us to do day trips to Stowe and Burlington and Morrisville is so convenient for everything you need. Elmore Lake is so beautiful too and we enjoy the quaintness of the Elmore Store! We will...
Cozy 4BR Cottage, pond, firepit, 20 min to Stowe!

Cozy Island Pond Lodge with breathtaking views you don’t want to miss!!!

9.6 out of 10, Exceptional, (8)
"Amazing views! Easy access to pond and beach. Nice cabin style!"
The price is AED 1,102
AED 1,872 total
includes taxes & fees
31 Dec - 1 January 2025
Cozy Island Pond Lodge with breathtaking views you don’t want to miss!!!

Adventurer's Home by Kingdom Trails and Burke Mtn

10.0 out of 10, Exceptional, (6)
"The home was close to center of town, everything within walking distance. Good size home, clean, warm with nice beds. The owner was responsive "
Adventurer's Home by Kingdom Trails and Burke Mtn

Come stay at the Kirby Hideaway!

10.0 out of 10, Exceptional, (82)
"We had a fabulous weekend here to celebrate a family birthday. The place was comfortable, spacious and clean, the views are better than the pictures, and it was the perfect spot for our family including two toddlers, a baby, and a couple of dogs! I'd love to come back one day. Todd was a wonderful and gracious communicator when I reached out to him directly, and he responded immediately for a question I had after our stay had ended. For future visitors, I would recommend checking in with him if...
Come stay at the Kirby Hideaway!

Northeast Kingdom Post and Beam home on Miles Pond VT

9.8 out of 10, Exceptional, (49)
"Great home for our stay to sightsee in both VT and NH. Communication with owners was excellent."
Northeast Kingdom Post and Beam home on Miles Pond VT

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

10.0 out of 10, Exceptional, (63)
"We had a wonderful stay here! The propery is well maintained and spacious. We loved walking to the brook in the morning (the mist above the water with the reflection of the foliage was beautiful)- and there were many trails to investigate! The bedroom was cozy and the den was comfortable. Our dog Harlie loved the house- and the back yard- and the walks. Thanks for a great stay!"
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Lakeside large home in Newport

10.0 out of 10, Exceptional, (41)
"It was a beautiful place very relaxing "
Lakeside large home in Newport

Beautiful Private Mountain Home 5 Bedroom

10.0 out of 10, Exceptional, (69)
"Super easy check in, check out. Had a great long weekend mtn biking"
Beautiful Private Mountain Home 5 Bedroom

Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!

10.0 out of 10, Exceptional, (13)
"Clean and comfortable. We stayed for 4 nights. Our dog loved the very large, fenced in, backyard. We didn't use the deck or the firepit, but both looked nice. Inside the house was clean and had comfortable furniture. The kitchen was well stocked. Large TVs in the living room, master bedroom and 1 other bedroom. "
Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!

House in Eden VT close to Smuggs/Stowe/Jay Peak Ski Resorts - Sleeps 10

House in Eden VT close to Smuggs/Stowe/Jay Peak Ski Resorts - Sleeps 10

Scenic country retreat with mountain views, deck, firepit, & washer/dryer

9.2 out of 10, Wonderful, (44)
"On the down side: It's VERY dark in the house. Other than kitchen & bath, lighting is poor. Walls are all dark which attributes to the lighting issue. The house is too beautiful to have such a gloomy look. Poor instructions from owner. Unable to discard trash as garage was locked. Unfamiliar with propane, I could only get one burner to work on the stove. No cleaning supplies were available for me to use if needed. Bring a wand if you want to watch television. Wish we knew that. On the up side:...
Scenic country retreat with mountain views, deck, firepit, & washer/dryer

Lake front home with in-deck outdoor hot tub and spectacular lake views!

9.8 out of 10, Exceptional, (31)
"Nice large house with hot tub. Well stocked kitchen and plenty of room for all"
Lake front home with in-deck outdoor hot tub and spectacular lake views!

Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

9.8 out of 10, Exceptional, (82)
"Roomy, comfortable, excellent value. We will return. "
Country Cottage Near Kingdom Trails + Burke Mountain, Farm Setting

Cozy Coles Pond Cottage

9.2 out of 10, Wonderful, (24)
"This stay was amazing. I loved sitting on the deck enjoying my coffee and just leaving the dogs off leash while we enjoyed the deck."
Cozy Coles Pond Cottage

Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

7.6 out of 10, Good, (17)
"Was nice retreat on the frozen lake. Good to have fireplace (had to bring own wood) and allowed the dogs."
Dog-friendly, lakeside home w/wood-burning fireplace/private dock/deck/free WiFi

Vermont lake house,Vermont get away, come and relax

10.0 out of 10, Exceptional, (117)
"* nice"
Vermont lake house,Vermont get away, come and relax
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sheffield

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

10.0 out of 10, Exceptional, (203)
"We were amazed by the beauty of the area and the house was perfect. Highly recommend it. My son who lives in New England wants to go back with friends for a skiing trip. "
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Idyllic dog-friendly cabin with mountain view, lovely deck & firepit

6.6 out of 10, (23)
"Great cabin with an amazing view! Very quiet and secluded, just what I needed but not far at all from places in case you feel like venturing out!"
Idyllic dog-friendly cabin with mountain view, lovely deck & firepit

Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

9.6 out of 10, Exceptional, (85)
"Adorable cozy cottage on Lake Eden! Perfect for a relaxing quiet getaway. The cottage is right on the lake as pictured. Eric was very friendly and helpful. We will definitely visit again "
Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.