Holiday houses in Sheffield

4.98 out of 5 average rating, 61 reviews

Townhouse in Stowe

Stowe Depot townhouse - Fireplace -Deck- Rec Path

PaulRating, 5 stars3 months ago

This 2 story townhouse in Stowe Village was the perfect home base for our visit, offering both comfort and convenience. Located just steps from shops and restaurants, we loved being able to explore the charming village without needing to drive. The townhouse itself has a well-equipped kitchen that made meal preparation a breeze, along with a spacious dining and living area that provided plenty of room. The layout was ideal for gathering, whether enjoying a home-cooked meal or simply unwinding in the cozy living space. Communicating with Kim was very easy and she was super to work with. The home has comfortable mattresses & bedding ensuring restful nights. The townhouse was clean, well-maintained, and stocked with everything we needed. The combination of its prime location, welcoming ambiance, and thoughtful amenities made for a truly enjoyable experience. We highly recommend this townhouse to anyone visiting Stowe VT.

4.87 out of 5 average rating, 275 reviews

Guesthouse in Eden

Teeny Tiny Cottage on Lake Eden Water Front

KaysaRating, 5 stars1 month ago

My partner and I stayed at the Teeny Tiny cottage for two nights on our ski trip to Jay Peak. First, Eric was extremely responsive, providing details and instructions before our arrival. When we arrived he greeted us and gave us a proper tour and explanation of all the amenities. We felt extremely comfortable and immediately knew we would want to come back again and stay for longer. Yes, it is Teeny Tiny but Perfect for two and has everything you need. Ive stayed in many airbnbs and this has been by far one of my favorites.

4.93 out of 5 average rating, 140 reviews

Home in Eden

Cozy Lake Eden Retreat|Hot Tub|Wifi|Games|Pets OK

AshleyRating, 5 stars3 days ago

This place is worth your stay, it was beautiful smelt fresh as the cleaner did amazing, I felt like I was at home the nice quite outdoors for my family to relax and see the view of lake Eden! Thank you for letting my family enjoy our stay, we will be back!

5 out of 5 average rating, 7 reviews

Apartment in Jay

Absolute best ski on/off at Jay.

GregRating, 5 stars1 week ago

This place is among the best for ski-in, ski-out at Jay Peak! We were here for a week, and it went too fast. When not skiing or exploring outside, it was fun just sitting on the couch and watching the skiers & boarders ride on by on the run just outside the back door. I have no hesitation in recommending a stay at Chris' place here!

5 out of 5 average rating, 56 reviews

Home in Cambridge

Sunning Home near Smuggs/Stowe & Wedding Venues

ArpanRating, 5 stars1 month ago

We had an absolutely wonderful stay at this property. From the moment we arrived, we were impressed by how well-maintained and spotless everything was. The house was not only neat and clean but also thoughtfully equipped with every small detail you could think of—from kitchen essentials to a great selection of board games that kept everyone entertained. What really stood out was the host Kaylee’s responsiveness and attention to detail. She was quick to reply to any questions we had and even went the extra mile by arranging for someone to clean the driveway during our stay when it snowed, which we really appreciated. It made us feel well taken care of and added to the overall comfort of the trip. The combination of a beautiful, clean space and a caring, proactive host made our experience truly memorable. We loved our time here and would gladly return in the future. Highly recommended for anyone looking for a peaceful and comfortable gateway!!

Apartment in Waterbury Center

4.98 out of 5 average rating, 63 reviews

Sir Richards Waterbury Stowe 2 B Lake View Escape

TarynnRating, 5 stars4 months ago

Barbara was a wonderful host. The space was perfect for the four of us over the holiday break. Our kids especially enjoyed the game room and took advantage of the puzzles. Cozy home with great views and privacy.

4.93 out of 5 average rating, 353 reviews

Condo in Lincoln

Cute Studio Apt Resort Lincoln, NH Loon Mountain

DianeRating, 5 stars2 weeks ago

Rick was an exceptional host. This is I believe our third or second time staying at one his places and we of course loved it! Rick was very good about messaging us to make sure we were all checked in and had everything we needed. We would absolutely stay with Rick again and recommend him to our loved ones and friends! Thanks again Rick!

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Popular amenities for Sheffield holiday rentals

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Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Sheffield's top sights

bread and puppet theatre39 locals recommend

The Museum of Everyday Life26 locals recommend

Busy Bee9 locals recommend

Red Sky Trading5 locals recommend

United States Postal Service5 locals recommend

Labour of Love Landscaping and Nursery4 locals recommend

Other great holiday rentals in Sheffield

4.98 out of 5 average rating, 56 reviews

Cottage in Derby

On Golden Lake Salem

MeaganRating, 5 stars7 months ago

This cute lake cottage is the perfect place to get away and enjoy everything the lake and area has to offer. We watched sunsets, star gazed (saw the Milky Way), enjoyed the boats that were available to use and mainly hung out on the sun porch that had great views of the lake.

4.71 out of 5 average rating, 17 reviews

Condo in Warren

Tranquil Farmhouse Condo w/ Hot Tub + Dog-Friendly

AnthonyRating, 5 stars3 months ago

Awesome property. Perfect location for a ski trip in Sugarbush. The apartment is spacious and can totally accommodate a large group. What stood out is that every room has its own television where everyone can enjoy. Moreover, the hot tub jacuzzi is a heaven especially after a brutal ski day. It is accessible to shops and restaurants. An accessible location where the shuttle from the ski resort can pick you up and drop you off is a gem, which takes away driving towards the resort. Our group will definitely be back before this winter season ends. We totally love this place.

4.82 out of 5 average rating, 45 reviews

Villa in Stowe

Beautiful 5 Bedroom Villa with Amazing Views

RichardRating, 5 stars3 months ago

Very nice home with great amenities. Great location to and from everything. Nicely distributed with space for everyone. Beds were comfortable and the home has plenty of towels etc. Overall it was a great place for weekend or longer. Maria was easy to communicate with and there were no issues.

4.92 out of 5 average rating, 60 reviews

Home in Westmore

New Vacation Home w/Awesome View!

BarbaraRating, 5 stars6 months ago

I was looking for a place to watch the leaves change for the month of October and I found it. The pictures do not do this home justice. It is more spacious than I thought and the views are even more spectacular in person. Access to all parts of Lake Willoughby and room for two distinct groups or families with upstairs and downstairs bedrooms and a midlevel with open concept kitchen, living and dining areas and a full bath and washer/dryer. It is COMPLETELY stocked with everything you need for an extended stay. Incredibly peaceful and I hope I am lucky enough to visit again.

4.87 out of 5 average rating, 117 reviews

Home in Lincoln

Luxury Home with Outstanding Views!

RuthRating, 5 stars8 months ago

This is a great place up in the white mountains, we were able to enjoy nature and the amenities of town. beautiful place. Enjoyed our stay very much.

4.97 out of 5 average rating, 39 reviews

Home in Warren

Private Home with Hot Tub 1 mile from Sugarbush

ThomasRating, 5 stars1 month ago

We had an amazing stay at Don’s place. The location was perfect, allowing us to enjoy four great days of skiing. Don was a fantastic host, making everything easy from start to finish. The house was ideal for our extended family of eight, offering plenty of space and comfort. If you’re looking for a spacious, well-located home near Sugarbush, I highly recommend staying here!

4.86 out of 5 average rating, 21 reviews

Home in Glover

Cheerful 5-bedroom house offered by Lakeside Haven

WendyRating, 5 stars1 month ago

This was our second time there and knew what to expect. It was quiet and nice. Didn’t need to reach anyone while we were there. Would definitely stay again.