Holiday rentals with a pool in Chautauqua Lake

Private Pool, Tiny House & Rustic Barn Game Room

Lola’s Oasis is a private escape on beautiful grounds, featuring your own sparkling pool perfect for cooling off & enjoying sunny days in privacy. The ideal romantic getaway in a charming small town near wineries &outdoor adventures. Enjoy The Tiny House w/amenities: Rustic Barn Game Room, pergola patio, bonfire, slate bar, 2 charcoal grills, hammock & small orchard.Bikes available.Centrally located Hiking 5min, Lily Dale &Lake Erie 20min, Jamestown & Ellicottville 30min, Buffalo/Niagara 50min.

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

Sunset Shores: Lakefront Condo in Mayville (AC)

Incredible lake views, AC and heated pool! Welcome to this nautical condo in Mayville with unmatched lake views! With 3 bedrooms for 8 people, this fantastic property is perfect for families or groups of friends. Enjoy a day on the water and relax with the amazing sunsets right from your private deck! You'll find all the necessary amenities like laundry, WiFi, AC, and a fully stocked kitchen. Enjoy the heated inground pool from Father's Day to Labor Day! There's so much to do all year round!

Charming Lakefront Condo w/Pool.

Welcome to the Charming Seneca Retreat on Chautauqua Lake Features amazing sunset lake views on the patio. Open modern design with a plush sofa and plush queen beds. Well supplied kitchen and baths. Amenities include, pool, tennis, pickle ball, picnic area, playground, lake access. This condo is close to shopping, dining, Bemus Point, Chautauqua Institution, Lucille Ball Museum, National Comedy Center, Breweries, several wineries, ski resort, amusement park and other lake attractions.

Peek n' Peak Resort Condo—Slopeside Golf & Ski

"A few steps to the ski slope." This Peek n' Peak Condo lives up to it. The Tudor condo sits at the top of the hill inside the gated Peek n' Peak Resort, with the lift across the street and the golf course out back. Boots on at sunrise for first chair, gas fireplace and hot chocolate after, pool table in the lower-level game room, golf course view from the deck. King master plus queens and a twin-over-full bunk room sleep up to fourteen. Walk to lifts in winter, golf in summer.

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!

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!

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!

Chautauqua Retreat: 5 Acres, Pool

Escape to Lakeside Meadows, a private 4-bed, 3-bath retreat on 5 acres near Chautauqua Lake. Perfect for families, this home features a heated pool, two fire pits, volleyball, basketball, and an arcade. Enjoy serene countryside views and easy access to local attractions. Comfortably sleeps up to 12 guests in a spacious, well-appointed home designed for making memories.

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.