Holiday houses in Sheffield

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Top-rated holiday rentals in Sheffield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Chalet in Ellicottville

4.99 out of 5 average rating, 137 reviews

The Mountain View Chalet

KatieRating, 5 stars3 weeks ago

It was perfect accommodations for a leaders retreat weekend. The view was so beautiful - looking out across the valley to ski slopes. What a comfortable, relaxing atmosphere. The kitchen was so easy to cook in because it was extremely well stocked with everything you could need. Michael was so quick to respond to any questions or needs. Everyone was impressed with the mountain chalet!

Top Guest favourite

Chalet in Ellicottville

4.99 out of 5 average rating, 205 reviews

NEW The Hemingway

JessicaRating, 5 stars3 weeks ago

We had a girls weekend and stayed at Kristie’s. She was super responsive and gave us a lot of recommendations in the area for activities, food/drink. She was very flexible with the units; offered for us to look at other available ones to see which we liked more for the weekend. Would definitely come back in the future!

Top Guest favourite

Apartment in Findley Lake

4.94 out of 5 average rating, 176 reviews

Becker Rentals

LeahRating, 5 stars1 month ago

Leanne’s place was so cozy and a great stay for a weekend spent skiing at Peek n peak resort! She was so kind and always responded quickly to any questions we had. She was flexible for our check in and check out times which is really appreciated! Would definitely recommend staying here.

Guest favourite

Cabin in Brookville

4.95 out of 5 average rating, 151 reviews

Panoramic Paradise -Amazing views, Hot Tub, Hiking

Esraa AlaaRating, 5 stars1 week ago

Amazing stay! The place was absolutely beautiful you’ll never want to leave. The host Peter was amazing very responsive and helpful. The place had everything you could possibly need and more. There were other cabins near by but you still get so much privacy. Will definitely come back, highly recommend.

Guest favourite

Cottage in Findley Lake

4.98 out of 5 average rating, 105 reviews

Hidden Cove

CindyRating, 5 stars3 weeks ago

Had an amazing quiet get away! Everyone in town was friendly and helpful! The cottage was clean, well stocked and had more than we could have imagined. Looking forward to a future stay when the weather is warmer! We had everything we needed and more to recharge our batteries.

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Popular amenities for Sheffield holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sheffield

Top Guest favourite

Home in DuBois

5 out of 5 average rating, 12 reviews

Mulligan Retreat | Cottage at Treasure Lake

JerylRating, 5 stars4 months ago

We felt right at home. The house is in a beautiful neighborhood with lots of wild life to see around. We came during end of November, but this place would be also be awesome to stay at during the summer with the lake, to ride bikes or go for a walk. Would definitely recommend this house and host to a friend or family!!

Guest favourite

Home in Ellicottville

5 out of 5 average rating, 9 reviews

Modern Mountain Bliss | Walking distance to town!

IanRating, 5 stars1 month ago

Great place to stay for a ski weekend. Plan to stay again next time we are in the area!

Top Guest favourite

Home in Ellicottville

4.93 out of 5 average rating, 44 reviews

*New deck/exterior* Quiet retreat on the hill

KelseyRating, 5 stars3 months ago

Cozy cabin only a few minutes away from Ellicottville ! It was perfect for our family, children and fur babe! The bunk beds were a huge hit. Sally also made the most cozy touches. Would 100% stay again!

Guest favourite

Cottage in Findley Lake

4.87 out of 5 average rating, 175 reviews

Just another day in paradise

RandyRating, 5 stars1 week ago

Beautiful lake setting even for a rainy March weekend. Did get to enjoy fire on the 1 dry evening. Seating for meals was limited but outside table would help in warmer months. Also lower level bedrooms could be warmer. Loved the decor of old school local items.

Guest favourite

Condo in Clymer

4.93 out of 5 average rating, 128 reviews

Home Away From Home at Peek n Peak

SarahRating, 5 stars1 month ago

We had an amazing stay here! Perfect for ski in and ski out!

Top Guest favourite

Townhouse in Ellicottville

4.95 out of 5 average rating, 60 reviews

Prime Location! Ski-in/Ski-Out Townhouse

KimberlyRating, 5 stars3 months ago

Beautiful home. Michael was a wonderful host and very responsive. Everything was exactly as described and we had a wonderful stay. Our family loved skiing at holiday valley and 9 of us were quite comfortable in this home. The view from the living room was lovely and the kitchen was well stocked.

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