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Home rentals with a pool near Holiday Valley Ski Resort

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Top-rated rentals with a pool near Holiday Valley Ski Resort

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Top guest favourite
Farm stay in Cattaraugus

The Guest House at Burdick Blueberries Farm

Share the peaceful beauty of our working family blueberry and flower farm with organic and sustainable practices. Located in East Otto, New York. During the blueberry season experience the joyful bustle of the pick-your-own blueberries and flowers, Mid-July - August. Private guest house attached to farmhouse. Enjoy our patio and spacious lawns plus in-ground pool. Walk along the blueberry bushes, farm roads and woodland trails. Guest space has a simple & natural aesthetic, a relaxing haven.

5.0 out of 5 average rating, 167 reviews
Guest favourite
Tiny home in Machias

Lucky Day Cabin Ellicottville/Ashford 30 acres

Family built cabin on 30 acre country estate, just outside exciting year round resort village of Ellicottville. Perfect for nature lovers and outdoor enthusiasts, the cabin has all necessities, similar to a tiny house. Nestled near the gardens, and surrounded by quiet rolling hills. Enjoy with door step delivered breakfast, or book a guided hike with estate owner and learn about medicinal plants and flowers, the topography of the land and a farm fresh picnic lunch on the peninsula of our lake.

4.86 out of 5 average rating, 460 reviews
Guest favourite
The image showcases a tranquil landscape featuring a still pond reflecting the surrounding greenery and cloudy sky. Two-story townhomes are visible in the background, set against rolling hills. The area appears serene, enhanced by the mist rising from the landscape.
Townhouse in Ellicottville

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!

4.96 out of 5 average rating, 57 reviews
Superhost
An outdoor hot tub is positioned on a wooden deck, with gentle bubbling water visible. Surrounding the tub, hanging light fixtures offer illumination, and a scenic view of rolling hills and trees is present in the background, suggesting a peaceful atmosphere at sunset.
Home in Ellicottville

Hot Tub & Views! The Eagles Nest, Couples Escape

➤ Experience The Eagles Nest in Ellicottville, a Private 2-acre Retreat with Stunning Views of Holimont Ski Resort! ★ Enjoy the private heated pool (seasonal from 5/1-10/15), Outdoor Hot Tub, Fire-pit, & the Best Sunrise in Western New York! This 2-BD Getaway offers: • Fully equipped kitchen | Washer/Dryer | Cozy interiors • 5 mins to downtown & ski resorts ✔ Plenty of space for families or couples, honeymoons Perfect for year-round relaxation or adventure, with its privacy, space & serenity

4.94 out of 5 average rating, 48 reviews
Guest favourite
Cabin in West Valley

Family-Friendly Cabin with Heated Pool & Sauna

Welcome to your West Valley cabin — a cozy 4-bedroom retreat featuring a heated pool (June–Sept), year-round sauna, gas fireplace, and high-speed internet. Just 15 minutes to Ellicottville & Holiday Valley, and 15 minutes to Springville. Enjoy wooded views, nearby trails, and family-friendly comfort in every season. 🛏 4 bedrooms (3 queens + bunk) — sleeps 8 🔥 Gas fireplace + outdoor firepit 🏊 Heated pool (June–Sept) + sauna 🌄 Front deck with hillside views 🍳 Full kitchen 🌐 High-speed inte

4.86 out of 5 average rating, 21 reviews
Guest favourite
A cozy seating area includes a gray sleeper sofa adorned with decorative pillows. Vintage ski posters are displayed on the wall, alongside ski equipment. A wooden trunk serves as a coffee table beneath soft lighting, while natural light filters in through the sliding glass door.
Apartment in Ellicottville

Wildflower Studio Retreat

Clean and cozy ground floor studio townhouse less than 5 minutes away from Holiday Valley Resort/Pools/Golf Course and Driving Range/Sky High Adventure Park Located in Wildflower Complex Queen Murphy bed and sleeper sofa bed (queen with memory foam) Free WiFi Fully equipped kitchen Private patio Charcoal grill available to use at the gazebo Shuttle service to the slopes during winter season Walk to town for brewery/winery/restaurants/shops Bike and hiking trails STR License: T-RENT25-00198

4.89 out of 5 average rating, 266 reviews
Guest favourite
The exterior of the building features a charming blend of stone and stucco, complemented by balconies overlooking the pool area. A heated pool sits in the foreground, surrounded by lounge chairs and umbrellas, with clear blue skies providing a serene backdrop.
Apartment in Ellicottville

Lux 2 BR Holiday Valley pool-golf-ski-in/ski-out

Holiday Valley in Ellicottville is the perfect getaway for all seasons. We've created the ideal space for families and couples looking for getaway at a resort that has nearly everything you might be looking for right at your fingertips. The village is just 1 mile away with 24 shops & bars and restaurants. Our well-appointed 2 bedroom property comes with a fully equipped kitchen, two full bathrooms, 3 flatscreen TVs, a fireplace, and a balcony for enjoying morning coffee or nighttime cocktails.

5.0 out of 5 average rating, 23 reviews
Top guest favourite
A cozy living area is highlighted by a gas fireplace and a large screen TV mounted above. Natural light enters through a tall window, and the comfortable seating features earthy tones and patterns. A private deck can be seen through glass doors, extending the indoor space.
Chalet in Ellicottville

Not Your Everyday Mini Chalet - Ellicottville

Discover the charm of our perfectly located chalet at the foot of Holiday Valley Resort! This quaint 2 story Wildflower loft is WALKABLE to Holiday Valley Resort and vibrant downtown Ellicottville. Unwind by the gas fireplace or engage in friendly competition at our SHUFFLEBOARD table! Check out some of the best Skiing/Golfing/Mountain Biking in the East! Enhance your summer at the beautiful HV pools & spa, w/ purchased pass. Shop downtown before enjoying dinner at one of the many restaurants. 

4.98 out of 5 average rating, 46 reviews
Top guest favourite
An aerial view showcases the Tamarack Club's layout, surrounded by lush greenery and a beautifully maintained golf course. Outdoor pools and hot tubs are visible, complemented by various structures designed for guests. The surrounding area features winding roads and natural landscapes.
Apartment in Ellicottville

Condo Holiday Valley Tamarack-Pools/Ski/Golf

Come stay in our 1 bedroom (3 beds), 1 bathroom with a balcony located in the Tamarack Club at the base of Holiday Valley Ski Resort. Enjoy on-site access to a beautiful 18 hole golf course in the summer and ski slopes in the winter. You will have access to year-round indoor/outdoor pool & hot tubs, gym and Oasis Spa. Only a 3 minute drive from Village of Ellicottville. Whether you are looking for a space to work, family fun, relaxation, good food & entertainment, Ellicottville has it all!

4.96 out of 5 average rating, 23 reviews
Guest favourite
A spacious living room is visible from above, featuring a comfortable seating area with black leather sofas. A large cowhide rug adorns the floor, and a wall-mounted SmartTV is positioned opposite. Natural light filters through the large windows, leading to a sliding door that opens to a patio.
Home in Ellicottville

Holiday Valley views 3bd/2bth condo Ellicotville

Your family will be close to everything when you stay at this centrally-located condo. This cozy condo is located just across from Holiday Valley and a short 4 min drive into town. Beautifully updated 3 bd, 2 bth townhouse directly across from Holiday Valley. 2 minute drive to the lodge or take the free Holiday Valley shuttle which runs to the slopes all day until close! Enjoy incredible views of the slopes from both decks. Summer guests can walk to the HV pools, golf course and the vill

4.91 out of 5 average rating, 44 reviews
Top guest favourite
Home in Delevan

Serene, coastal vibe

Relax in this peaceful, walkable, residential neighborhood. Start your day with coffee on the back deck overlooking the yard. End your day cozied up around the fire pit. Blackout shades provide great sleep, and the French doors leading to the deck allow for fresh air without all the bugs. Easy walk to playgrounds, creek and a convenience store. 10 minutes to grocery stores, cafes, restaurants, Lime lake and a drive-in theatre. Easy drive to Holiday Valley, Letchworth Park, Highmark Stadium.

5.0 out of 5 average rating, 17 reviews
Top guest favourite
The welcoming country home is framed by colorful flowers and greenery, featuring a spacious porch with steps leading to the entrance. A clear blue sky dominates the backdrop, while the inviting facade showcases a traditional design that harmonizes with its natural surroundings.
Home in Cattaraugus

EARLY BIRD RANCH ( Located Near Ellicottville NY )

Our private country home nestled in the majestic mountains offers a truly unique experience sure to make fond memories. Only a 11-minute drive from Ellicottville (Ski Country), and along the Amish trail. Unique as we invite guest, if so inclined, to engage with the animals on the ranch. Take a hike along marked trails of over 100 acres in our beautiful forest, sit beside our secluded pond and throw in a line for Large Mouth Bass, or tour the Amish trail where many shops offer homemade goods.

5.0 out of 5 average rating, 39 reviews

Popular amenities for rentals with a pool near Holiday Valley Ski Resort

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Guest favourite
Home in Ellicottville

The Upper Villa at Holiday Valley

4.9 out of 5 average rating, 10 reviews
Home in Allegany

*Pool & Hot Tub- Enchanted Mountain Getaway

4.75 out of 5 average rating, 24 reviewsAn outdoor pool is surrounded by a concrete deck and lush greenery. A slide is present at one end of the pool, and lounge chairs are positioned nearby. The house features a wooden exterior, with a dining area and patio visible on the left side.
Home in Ellicottville

Poolside Paradise on Plum Creek

4.74 out of 5 average rating, 38 reviews
Guest favourite
A spacious living room is visible from above, featuring a comfortable seating area with black leather sofas. A large cowhide rug adorns the floor, and a wall-mounted SmartTV is positioned opposite. Natural light filters through the large windows, leading to a sliding door that opens to a patio.
Home in Ellicottville

Holiday Valley views 3bd/2bth condo Ellicotville

4.91 out of 5 average rating, 44 reviews
Superhost
An outdoor hot tub is positioned on a wooden deck, with gentle bubbling water visible. Surrounding the tub, hanging light fixtures offer illumination, and a scenic view of rolling hills and trees is present in the background, suggesting a peaceful atmosphere at sunset.
Home in Ellicottville

Hot Tub & Views! The Eagles Nest, Couples Escape

4.94 out of 5 average rating, 48 reviews
Top guest favourite
The welcoming country home is framed by colorful flowers and greenery, featuring a spacious porch with steps leading to the entrance. A clear blue sky dominates the backdrop, while the inviting facade showcases a traditional design that harmonizes with its natural surroundings.
Home in Cattaraugus

EARLY BIRD RANCH ( Located Near Ellicottville NY )

5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Delevan

Serene, coastal vibe

5.0 out of 5 average rating, 17 reviews
Superhost
The exterior of Sugar Pine Lodge is captured on a clear day, showcasing the two-story wooden structure with vibrant blue accents. Snow lightly dusts the ground and roof, while surrounding trees are partially visible. A spacious driveway leads to the entrance, enhancing accessibility.
Home in Ellicottville

Large Ski Home + Seasonal Pool & Year-Round Hot Tu

Apartment rentals with a pool

Guest favourite
An entrance area features a high, wooden beamed ceiling supported by stone pillars. Benches are positioned along the sides, and two bicycles are visible in the background. The building's façade showcases wooden siding and large windows, creating an inviting entryway.
Apartment in Ellicottville

SKI IN/OUT LUXURY STUDIO AT HV NO HIDDEN FEE

5.0 out of 5 average rating, 19 reviews
Superhost
A multi-story building with a mix of stone and stucco exteriors features several balconies and large windows. In the foreground, a heated pool is surrounded by a patio area with lounge chairs, providing a welcoming outdoor space for relaxation.
Apartment in Ellicottville

Lux Studio-Holiday Valley pool-golf-ski-in/ski-out

4.83 out of 5 average rating, 75 reviews
Superhost
A modern building with a stone facade features multiple balconies overlooking a pool area. A clear blue sky surrounds the structure, while the pool is set with a railing and lounge chairs nearby for relaxation.
Apartment in Ellicottville

Lux 1 BR Holiday Valley pool-golf-ski-in/ski-out

4.92 out of 5 average rating, 76 reviews
Guest favourite
An aerial view displays the outdoor pool area featuring a large heated pool and a separate lounge pool. Surrounding the pools are numerous sun loungers and shaded areas. The landscaped grounds include hedges and pathways, enhancing the inviting outdoor space for relaxation.
Apartment in Ellicottville

Tamarack Club Holiday Valley Deluxe Room

4.89 out of 5 average rating, 19 reviews
Superhost
An aerial view captures the outdoor pool area surrounded by sun loungers and umbrellas. Two distinct pools are highlighted, alongside a hot tub area and landscaped greenery, providing a relaxing environment for guests.
Apartment in Ellicottville

Tamarack Club Holiday Valley - Lovely condo

4.94 out of 5 average rating, 17 reviews

Other holiday rentals with a pool

A wooden interior cabin features a spacious bed alongside a bunk bed, both with natural wood frames. A microwave and small refrigerator are positioned nearby. Light comes through a window with a floral curtain, highlighting the rustic charm of the space.
Cabin in Randolph

Cabin 2

4.67 out of 5 average rating, 3 reviews
Superhost
A serene view of a grassy area adjacent to a calm pond, reflecting the surrounding buildings and trees. Mist clings to the hills in the background, conveying a peaceful atmosphere. The neat landscape is well-maintained, creating an inviting outdoor environment.
Townhouse in Ellicottville

H.V. Wildflower Neighborhood, sleeps up to 9

4.83 out of 5 average rating, 100 reviews
Guest favourite
Townhouse in Ellicottville

A short walk to Holiday Valley summer adventures

4.93 out of 5 average rating, 69 reviews
Guest favourite
A campfire flickers at the center of the image, surrounded by two colorful camping chairs and illuminated tents in the background. The darkening sky sets a calm atmosphere, making the scene suitable for evening gatherings under the stars.
Tent in Machias

Lucky Day Tent Camp Site

5.0 out of 5 average rating, 5 reviewsA comfortable sleeping area features a spacious bed covered with a patterned duvet. Surrounding cabinetry offers ample storage, while windows with dark blinds provide privacy. Soft lighting creates a warm ambiance, enhancing the overall sense of relaxation.
Camper van/Motorhome in Randolph

Camper G-4A 2 Kids / 2 Adults/ No Dogs

A rustic cabin interior features wooden walls and a peaked ceiling. A spacious bed is positioned against one wall, while a set of bunk beds occupies the opposite side. A microwave and a small refrigerator are visible, providing essential amenities.
Cabin in Randolph

Rustic primitive cabin

2.75 out of 5 average rating, 4 reviewsA serene sleeping area is featured, with a spacious bed covered in a textured quilt. Soft lighting is provided by a ceiling fixture, and storage cabinets are visible above. Large windows allow natural light, while decorative window treatments add a cozy touch.
Camper van/Motorhome in Randolph

Camper G-3A 2 Kids / 2 Adults/ No Dogs

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