Holiday rentals with a pool in Cattaraugus County

4.93 out of 5 average rating, 28 reviews

Holiday Valley views 3bd/2bth condo Ellicotville

JedRating, 5 stars8 months ago

The location and quality of the accommodations were we’re better than expected. The kitchen had everything we needed, there was a great coffee station, everyone had private areas, including private balconies. An added bonus was the shower/body spray station in the master bathroom. Highly recommend this location to anyone that is looking for a place in Ellicottville. Thank you Annamae

Home in Allegany

5 out of 5 average rating, 3 reviews

*NEW Listing* Spacious Home w/ Pool

EllenRating, 5 stars2 weeks ago

We had such a wonderful experience at Lindsey’s place. She was such a wonderful and attentive host! The home was clean, comfortable, and exactly as listed, but what really made our trip special was the amazing outdoor space. We loved relaxing by the pool during the day and gathering around the bonfire at night—it created the perfect atmosphere for making memories. Upon our arrival we were greeted with blueberry chocolate chip muffins, that really made an impression.

4.9 out of 5 average rating, 21 reviews

The Eagles Nest – Couples Escape

MariaRating, 5 stars3 weeks ago

My friend and I stayed at the Eagle’s Nest from May 28-30, 2025. It was a girls getaway. We were looking for a place to relax, unwind, and shoot the breeze with beautiful surroundings, a nice glass of wine, and great conversation. This place was exactly what we were looking for! The views were stunning, the hot tub was sublime, and the propane fire pit was perfect after sunset on the deck. A special thank you to Jess for being so accommodating and answering any questions we had as we checked in, as well as staying until we were fully situated with the Wi-Fi and the speakers located throughout the home. The home has a welcoming, cozy vibe, and we would definitely stay again!

4.93 out of 5 average rating, 14 reviews

Poolside Paradise on Plum Creek

TJRating, 5 stars4 months ago

We stayed with 2 other families and enjoyed our time there. It is a private setting, quiet and we spent a few days skiing at Holiday Valley which was about 6 minutes down the road, it was perfect. the house is exactly as pictured with plenty of rooms for guests/ kids having their own space. The hot tub was essential especially after a day of skiing! We are looking forward to doing it all again next year!

4.86 out of 5 average rating, 414 reviews

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.

Townhouse in Ellicottville

4.96 out of 5 average rating, 52 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, 143 reviews

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 out of 5 average rating, 11 reviews

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!

Superhost

Apartment in Ellicottville

4.9 out of 5 average rating, 51 reviews

A/C in unit

TRUE SKI IN SKI OUT UNIT NEXT TO HOLIDAY VALLEY MOUNTAIN, in Ellicottville. Welcome to One More Run EVL- a pristine one-bedroom ski-in ski-out mountainside condo located right next to ‘The Wall’ and Bear Cub’ trail at Snowpine quad lift. Enjoy 2 private patios overlooking HV's double black diamond golf course. Wake up to a spectacular sunrise over the mountains. Step out to your private patio and enjoy a morning coffee while listening to the sounds of the mountain wilderness.

5 out of 5 average rating, 22 reviews

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. Shop downtown before enjoying dinner at one of the many restaurants.

4.9 out of 5 average rating, 229 reviews

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

Townhouse in Ellicottville

4.96 out of 5 average rating, 24 reviews

The Foxes Den (15 min walk to EVL village)

Full of amenities, this townhome is ideal for mature couples, ladies' weekends, and families looking to have a great time at Holiday Valley Resort and the Village of Ellicottville. It's conveniently located within walking distance of the slopes, golf course, shops, restaurants, and bars. After a fun day, you can unwind in the beautifully decorated unit by the natural stone fireplace or enjoy the front-row views from the walkout porch.

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Popular amenities for Cattaraugus County rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 14 reviews

Poolside Paradise on Plum Creek

TJRating, 5 stars4 months ago

We stayed with 2 other families and enjoyed our time there. It is a private setting, quiet and we spent a few days skiing at Holiday Valley which was about 6 minutes down the road, it was perfect. the house is exactly as pictured with plenty of rooms for guests/ kids having their own space. The hot tub was essential especially after a day of skiing! We are looking forward to doing it all again next year!

4.9 out of 5 average rating, 21 reviews

The Eagles Nest – Couples Escape

MariaRating, 5 stars3 weeks ago

My friend and I stayed at the Eagle’s Nest from May 28-30, 2025. It was a girls getaway. We were looking for a place to relax, unwind, and shoot the breeze with beautiful surroundings, a nice glass of wine, and great conversation. This place was exactly what we were looking for! The views were stunning, the hot tub was sublime, and the propane fire pit was perfect after sunset on the deck. A special thank you to Jess for being so accommodating and answering any questions we had as we checked in, as well as staying until we were fully situated with the Wi-Fi and the speakers located throughout the home. The home has a welcoming, cozy vibe, and we would definitely stay again!

4.93 out of 5 average rating, 28 reviews

Holiday Valley views 3bd/2bth condo Ellicotville

JedRating, 5 stars8 months ago

The location and quality of the accommodations were we’re better than expected. The kitchen had everything we needed, there was a great coffee station, everyone had private areas, including private balconies. An added bonus was the shower/body spray station in the master bathroom. Highly recommend this location to anyone that is looking for a place in Ellicottville. Thank you Annamae

Home in Allegany

5 out of 5 average rating, 3 reviews

*NEW Listing* Spacious Home w/ Pool

EllenRating, 5 stars2 weeks ago

We had such a wonderful experience at Lindsey’s place. She was such a wonderful and attentive host! The home was clean, comfortable, and exactly as listed, but what really made our trip special was the amazing outdoor space. We loved relaxing by the pool during the day and gathering around the bonfire at night—it created the perfect atmosphere for making memories. Upon our arrival we were greeted with blueberry chocolate chip muffins, that really made an impression.

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Condo rentals with a pool

Superhost

4.93 out of 5 average rating, 67 reviews

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

JeremyRating, 5 stars5 months ago

We love Holiday Valley and this is one of the nicest places we’ve stayed in at/near the resort. Everything is super clean, well organized, nicely decorated, and it’s made to just walk in and feel at home. It’s the perfect location with an amazing balcony overlooking the slopes. Absolutely would want to stay here again.

4.94 out of 5 average rating, 16 reviews

Tamarack Club Holiday Valley - Lovely condo

stephanieRating, 5 stars2 weeks ago

John was very responsive! There was some issues with the cleaning of the room, but that is done by the hotel so no fault of John’s. He answered me right away and spoke to the hotel! Would book again!

5 out of 5 average rating, 22 reviews

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

Tina Rating, 5 stars4 months ago

We were thrilled with the space! We definitely will book again! Perfect for a family that needs separate sleeping space and room to stretch out.

Superhost