Holiday rentals with a pool in Chautauqua Lake

The Poolside Tiny House & Rustic Barn Game Lounge

Lola’s Oasis is a hidden gem on beautiful grounds, the perfect romantic escape in a small town for fall foliage, wineries & autumn adventures!The property has this cozy Tiny House & several unique amenities private to yourselves: a Rustic Barn Bar & Game Room, pergola patio with bonfire, slate bar & 2 charcoal grills, plus a hammock, swing & small orchard. Bikes available. It’s a central location-Hiking 5 min, Lily Dale & Lake Erie 20 min,Jamestown & Ellicottville 30 min, &Buffalo/Niagara 50 min

8409PEAK SLOPE SIDE, IN/OUT,GOLF,SKI LIFT8,FIREPIT

8409 Highlands Sleeps 19 condo located directly at top of Ski Lift/Chair 8 Sugar Shack on bottom of lift .Ski IN/OUT with a back door of condo into ski room lower level. The view from inside is great for watching skiers from the lift . Summer time this is one of the lifts that run all year around to get you down to the Resort for all the amenity's on site . Upper Golf course is walking distant to the Club House .This is the only 5 Bedroom Highland condo Slope side. Summer enjoy 2 Decks/Fire Pit

Frost Farms - animals, country, pool, nature

Reconnect with nature at this unforgettable escape. Experience the farm life on our 34 acres of paradise. Large pool with pool deck, fire pit and trails. Animals on premises, rustic and cozy farm house , near state forest and miles of snowmobile trails, hiking trails, and cross country skiing trails. Close to Lake Erie, Chautauqua Lake, Chautauqua Institution , Lily Dale , and the Ntl. Comedy Center. Bike trails and horse trail systems close. Hour from Niagara Falls and 45 min from Bills stadium

5 acre retreat near Chautauqua Lake. Heated pool.

Escape to Lakeside Meadows, a private 5-acre retreat just 10 minutes from Chautauqua Lake. This spacious 4-bedroom, 3-bath home is perfect for families and group getaways, offering a heated pool, outdoor fire pit with free firewood, and peaceful wooded surroundings. Enjoy easy access to Chautauqua Lake, Peak n Peak Resort, Lake Erie, and local dining, while relaxing in complete privacy and quiet. Experience modern comforts, thoughtful amenities, and the tranquility of a true country escape.

The Plum Bush House: Victorian farmhouse retreat

Welcome to The Plum Bush House! Your secluded 15-acre 1865 Victorian estate with heated pool, minutes from Chautauqua Institution. Designed for gathering, the home offers spacious living areas and en suite bedrooms for comfort and connection. Wineries, premier golf, and an expansive county trail system, the estate balances adventure-retreat with history and what lasts. Micro-weddings, wellness, and creative retreats! Minutes from Chautauqua Lake, culture, dining, and year-round recreation.

Lakeside Retreat in Dewittville w/ Pool Access!

Embrace lake life at this 3-bedroom, 2.5-bathroom vacation rental in Dewittville! Situated on Chautauqua Lake, this lovely condo offers a cozy fireplace, a fully equipped kitchen, and a balcony with gorgeous water views. Unwind by the community pool, enjoy a delicious BBQ on the gas grill, or hit the nearby tennis court for some friendly competition. Whether you're seeking relaxation or adventure, you’ll love staying at this waterfront retreat during your next lake getaway!

Comfortable family friendly home

Luxury retreat with space to relax and entertain. This home offers 5 bedrooms and 4.5 bathrooms, a private pool with water slide, fire pit, trampoline, and a game/movie room. Comfortable layout designed for both gathering and privacy. Prime location: • 15 min to Sunset Beach • 15 min to Evangola State Park • 13 min to Seneca Gaming & Entertainment • 28 min to Highmark Stadium • Under 1 hour to Niagara Falls Perfect for family vacations or group getaways.

4-Bedroom Ski & Golf Retreat

Enjoy every season at this mountain retreat located on the grounds of Peek N’Peak! This 4 bedroom, 3.5 bath condominium is perfectly located near ski, golf, and resort amenities (pool usage available through Peek N’Peak) - Perfect for the whole family! Ski-in, Ski-out during the winter, and walk on to the PGA rates golf course right next door. This home is sure to meet and exceed you expectations for a relaxing getaway!

Roomy Beautiful Golf/Ski Condo

Nestled at the top of the hill inside the beautiful Peek n' Peak Resort; We are sure you will enjoy our beautiful 4 Bedroom Condo thats directly on the golf course and a few feet from the ski lift. This is a great spot for your family and friends to enjoy time on the slopes or round of golf and to gather in the evenings for fun and memories. There are plenty of TV's and a game space available in the lower level.

Spacious Chautauqua Lake 4 Bedroom home

Make some memories at this unique and family-friendly place. While staying with us can access a boat launch and enjoy beautiful Chautauqua lake. Take a ride and go hiking at Panama Rocks or enjoy some spirits at Southerntier Brewery. Downtown Bemus Point is a great place to have dinner and relax and enjoy the sunset. Chautauqua institute is another near by place to visit with lots of entertainment!

Lakeside Brand New Luxury Condo

Enjoy relaxing lakefront luxury accommodations in the center of Bemus Point. Top floor panoramic view of Chautauqua Lake. Restaurants, shops, grocery store, golfing and entertainment all within a block. Lakeside pool, hot tub and patio await you. **pool and hot tub closed September-May for off season** **NEWLY RENOVATED TOP TO BOTTOM**

Hidden Lakefront Gem | Cozy Cottage Stay

Sunny Cottage is your lake escape. 3 bedrooms, pool, dock, kayaks, paddleboards, and room for both quiet mornings and laughter-filled nights. Whether it’s family, friends, or a getaway for two, you’ll find space to relax, play, and explore, with Bemus Point just minutes away.