Vacation rentals in Sheffield

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Top-rated vacation rentals in Sheffield

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

Guest favorite

Cabin in Ellicottville

4.98 out of 5 average rating, 107 reviews

Custom-Cozy-Secluded Cabin by Resorts-Hot Tub/Pets

Custom new private cabin in the countryside and not even a mile to the village. The cabin is three total floors including a walk out basement with more space for gear and pets and a fenced in backyard for dogs. Large bonfire pit with plenty of outdoor furniture and a 7 person outdoor hot tub. Three bedrooms, two full bathrooms with an open concept floor plan. Short driveway off of a paved road, huge wrap around deck and gorgeous views, camping also allowed on property. Very close to both Resorts

Guest favorite

Home in Ellicottville

4.84 out of 5 average rating, 19 reviews

EVL Zen Retreat:game rm,hot tub,steps 2town&trails

Perfectly located, newly renovated, family-friendly ranch home centered between resort and village via a quick walk or minute drive. Extensive amenities, fully equipped kitchen & laundry make this beautifully situated property most convenient! Relaxed & beautiful outdoor space, hot tub, grill, covered deck, seating areas, & backyard. Enjoy outdoors, Holiday Valley golf and ski resort, shopping, dining, and lively nightlife of the village. This listing is for the main level of the two unit home.

Guest favorite

Home in Ellicottville

4.85 out of 5 average rating, 175 reviews

Riverside Retreat 3BR-Games Room-Hot Tub-Fire Pit

Escape to the peacefulness of farm country, just seven minutes from Ellicottville. Our secluded three-bedroom, three-bath home offers stunning escarpment views from the outdoor patio with a hot tub, fire table, fire pit, and BBQ. Inside, enjoy fully furnished rooms and a modern kitchen, complete with a cozy gas fireplace. Our retreat is ideal for families, couples, and groups looking for comfort and convenience. Conveniently located for outdoor activities at nearby Holiday Valley & Holimont.

Guest favorite

Chalet in Ellicottville

4.98 out of 5 average rating, 196 reviews

NEW The Hemingway

Cozy & bright, spacious & new, 1 minute drive to town to find a cold brew. 6 minutes to slopes & you'll be on your way BUT you might decide to stay on our comfy couch all day! Your favorite vaca awaits! 2 bed (king + queen), 2 full bath + 1 full size mem foam sofa sleeper. Everything is brand new; modern w/ a twist of Edison bulb. Smart TVs in the bed/living/kit, rain shower, gas fireplace, laundry, dishwasher, wifi. Front entrance & back patio. Beautiful pond w/ 5 acres to roam. 2 night min.

Guest favorite

Cabin in Brookville

4.94 out of 5 average rating, 131 reviews

Panoramic Paradise -Amazing views, Hot Tub, Hiking

Enjoy the views at Panoramic Paradise, a cozy, stylish three-bedroom cabin located on the very top of Heartwood Mountain, with a vista that goes on for miles and miles. This recently-constructed cabin is fully-equipped with everything you need for a weekend getaway, and yet is completely immersed in nature! This will be a stay you remember! Panoramic Paradise: - Fully stocked - Sleeps up to 6 people - Hot tub - Wifi - Endless trails nearby - Private - Incredible views - Laundry room

Guest favorite

Chalet in Findley Lake

4.95 out of 5 average rating, 178 reviews

Lakeside Lodge—Secluded Family Getaway Sleeps 10

This charming a-frame alongside Findley Lake has a private backyard & is close to Peek'n Peak, Lake Erie Wineries, Presque Isle Casino & Lake Erie Speedway. With a 1st floor master suite, three upstairs bedrooms and a bonus loft -the whole family can relax together. Our gas fireplace let’s you warm up with the touch of a button! The kitchen is spacious and well stocked for you. Guests who want lake access may use the public dock in town or rent space at nearby Paradise Bay Campground.

Superhost

Cabin in DuBois

4.9 out of 5 average rating, 102 reviews

Into The Woods - Basse Terre Retreat

If you’re looking for a cozy log cabin retreat bring the family to enjoy our 2700 square foot chalet-style home made entirely of northern white cedar nestled in the hills of Pa. The house boasts incredible architecture, natural wood beam ceilings and large windows with spectacular views. Keep an eye out for eagles that live in trees along the lake or watch as the whitetail deer feed in the picturesque forest environment surrounding the house. The lake house sleeps 8-10 people.

Superhost

Chalet in Ellicottville

4.86 out of 5 average rating, 189 reviews

Ellicottville Ski-in Ski-out with Phenomenal View

Discover Ellicottville and Holiday Valley with a stay in our renovated 3 bedroom, 2 bath unit located steps away from the SnowPine Chairlift. Nestled in the woods of the SnowPine Village, the location provides exclusive ski-in-ski-out access and prime access to the golf course and hiking and biking trails in summer months, not to mention the breathtaking view. Just minutes away from the Ellicottville Village, there is never a shortage of activities. The slopes await you!

Guest favorite

Home in Ellicottville

4.95 out of 5 average rating, 111 reviews

LOCATION, LOCATION, LOCATION! Walk to EVERYTHING

**We honor local Village laws by Providing 30+ DAY SEASONAL RENTALS** Message for details! You've just found your favorite getaway house in Ellicottville! Perfect location within 2 blocks of the of Village, barely a mile to Holiday Valley! Sleeps 8 w/ 4 bedrooms. Two full bathrooms w/ heated floors. Laundry, DirectTV, internet, gas fireplace & a full kitchen. Two covered decks to relax on. Everything you need for your perfect getaway!

Guest favorite

Townhouse in Ellicottville

4.94 out of 5 average rating, 148 reviews

Alpine Retreat- Bottom of ski hill, gorgeous view

Slope-side bliss awaits at this townhouse near Sunrise lift. Just a 4-min drive or 15-min walk to a vibrant town with shops, dining, and events. Pet/smoke-free, it offers high-speed WiFi, Roku TV, a cozy fireplace, AC, and new washer/dryer. The deck boasts Muskoka chairs and scenic views. Your perfect mountain escape! You'll love the vibe and access to the hill and golf course. We're a Super-Host and aim to provide exceptional value.

Guest favorite

Island in Cassadaga

4.99 out of 5 average rating, 286 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Guest favorite

Home in Ellicottville

4.96 out of 5 average rating, 151 reviews

Stay in style. Walk to everything!

Sure to be your favorite for visits to come! Enjoy this beautiful home with large kitchen, nice & comfortable furniture, and newer carpet throughout. Relax on the back deck or front porch. Off-street parking. WiFi. Go head-to-head on our air hockey or shuffleboard tables. Take a short walk to the heart of town! Perfect for time with spa weekends, golf outings, ski season, family, and more. Rentals are 30 days+.