Ski-in/Ski-out holiday rentals in Northwestern Pennsylvania

4.9 out of 5 average rating, 157 reviews

Condo in Ellicottville

Renovated Ski In Ski Out Condo at Holiday Valley

Welcome to your perfect getaway in Holiday Valley! This recently renovated condo offers a comfortable retreat with a private bedroom (king bed), a lofted sleeping area (queen bed and twin bunks), and a full bath. Enjoy the convenience of keyless entry, dedicated parking, WiFi, cable TV, and in-unit laundry. Relax on the patio with seating for four, and make the most of the on-site A/C—perfect for both summer and winter stays. Nestled right next to the SnowPine lift, this condo is a winter sport

4.96 out of 5 average rating, 54 reviews

Red Stove Retreat @Wildflower - Holiday Valley

You will be close to everything when you stay at this centrally-located townhome. In the winter, walk or take the shuttle to the Holiday Valley ski slopes. Take a quick 1 mile walk/drive into the village to explore quaint shops, great restaurants, and a charming atmosphere. When the snow is gone, Holiday Valley keeps the fun going with additional adventures like Sky High Adventure Park and the Double Black Diamond golf course. Be sure to check out our guestbook for activities in all seasons!

5 out of 5 average rating, 19 reviews

Chalet in Ellicottville

Vintage Holiday Valley Ski Chalet-Ellicottville

Discover the charm of our Original Vintage Ski Chalet in Ellicottville, NY! This 3-bed, 2-bath retreat features a 60" TV, vintage VHS loft, fully equipped kitchen, Wi-Fi, and a deck with ski slope views. Enjoy the solo stove, hot tub and grill, all within walking distance to Yodeler lift, lodge, and Sky High Park. Unwind in cozy rooms, relive memories with classic VHS tapes, and embrace adventure at this prime location. Book your stay for an unforgettable experience in this cozy mountain haven.

4.81 out of 5 average rating, 155 reviews

★ SKIING, HIKING, VILLAGE OF EVILLE MTN ESCAPE ★

Snugly nestled at the foot of the Ellicottville mountains, this Wildflower townhome provides easy access to skiing (across the street from Holiday Valley), hiking, fishing, golf and a whole host of nature activities. With the village of Ellicottville only a 15-20 minute walk (or very short drive) away, the nearby comforts of civilization include plentiful shops, restaurants and other attractions. You can't beat this location if you are looking for a relaxing retreat from the hustle and bustle.

Home in Cambridge Springs

5 out of 5 average rating, 26 reviews

The Mount Pleasant House

This home, constructed in the early 1900’s, was the original farmhouse to this farm property. When the ski area opened in 1970, the dairy barn was converted to the existing lodge and the house was sold. The farmhouse was purchased by Mount Pleasant in 2023. The Mount Pleasant House has 6 bedrooms. Between the six bedrooms, the House comfortably sleeps 10 people. Three bedrooms have Queen beds and two have twins. One has a trundle bed, sleeping two. There are several sofa beds as well.

4.89 out of 5 average rating, 164 reviews

Chalet in Ellicottville

4BR Chalet on Holimont: Views-Hot Tub-EV Charger

Enjoy the pinnacle of mountain luxury at our 2500 sqft chalet nestled in a secluded neighborhood on Holimont ski hill. Take in panoramic mountain views from the outdoor deck with a hot tub, luxury lounge set, and fire table. Enjoy modern amenities, fully-equipped kitchen, cozy gas fireplace, and 4 bedrooms. Conveniently located a 2-min walk to Holimont, 3-min drive to town, and 6-min drive to Holiday Valley. Perfect for families, couples, and groups seeking a serene mountain stay!

4.97 out of 5 average rating, 95 reviews

Condo in Ellicottville

The Nook at SnowPine Village Ski-in/Ski-out Condo

The Nook is a convenient ski in/ski out condo tucked into the southeast hills of Holiday Valley. It is seconds from the slopes with views of the Snow Pine chair lift and Double Black Diamond Golf Course. Our condo is an updated 1 bedroom, 1 bathroom unit with AC (summer only), fireplace, a pull-out sofa and king bed. It's great for a couple or small family fitting 2-4 people. The Nook is minimal yet cozy — the perfect place to rest and recharge after any adventure.

4.99 out of 5 average rating, 111 reviews

Guesthouse in Westfield

Beachfront Cottage w/Amazing Views! Sunset Cottage

Come visit us at Steelhead Run offering panoramic views of the sunsets on Lake Erie. You will find this Two-bedroom cottage to be quite comfortable offering all the utility of a smaller home. When you arrive, you will find yourself nestled between Lake Erie and Chautauqua Creek on 7 forested acres with access to Lake Erie. On the beach you can spend time hunting for beach glass and driftwood, or take the half-mile walk along the beach to Barcelona Harbor.

4.97 out of 5 average rating, 129 reviews

Amazing views across HV, A/C, Renovated, King Bed

Across the street and walking distance to Holiday Valley. Enjoy the gorgeous views of the slopes from the balcony or inside our cozy home. Free Shuttle service to Holiday Valley. Ski locker & fully equipped kitchen. This 3 bed / 2 bath provides enough room for two families or groups of friends. King bed, Queen bed, 4 bunks and additional sleeping options. Located a mile outside the village of Ellicottville with plenty of year round activities!

4.93 out of 5 average rating, 104 reviews

Condo in Ellicottville

King Bed, A/C, Pickleball, Patio w/ Grill

Upscale SnowPine Village condo, perfect for outdoor fun and year-round relaxation. 🛏️ King Bed 🍳 Fully stocked kitchen 🏡 Private Patio with seating & grill ❄️ Portable A/C in each room 🛁 2 Full Baths 📶 Fast WiFi + 55” Roku TV 🏓 Pickleball Court Nearby 📍 Minutes to Town – Close to shops & dining 🔥 Electric Fireplace ⛷️ Ski-In/Ski-Out – Patio gate to slopes 🚗 Ample Parking – Limit 2 during ski season

Guest suite in Great Valley

4.92 out of 5 average rating, 394 reviews

Comfy studio nestled in the woods (New Listing)

Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained studio apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience, you can home cook meals or barbecue on the deck overlooking the creek, with nothing but forest beyond. Relax and watch a movie on our LCD screen or use high speed Starlink internet.