Holiday rentals with a pool in Chautauqua Lake

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.

Tiny House, Rustic Barn Game room & MORE

Lola’s Oasis is a peaceful retreat on my private property not a commercial Airbnb. I host guests in a cozy tiny guest house with your own sparkling pool to enjoy sunny days in complete privacy. The perfect romantic getaway in a charming small town near wineries &outdoor adventures. EXTRA Amenities:Rustic Barn Game Room, pergola patio, bonfire, bars, 2 charcoal grills, hammock&Bikes. 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

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 6-7 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.

EARLY BIRD RANCH Indoor Heated Pool

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.

Fall colors, firepits, family fun all on 5 Acres

Escape to your own private paradise at Lakeside Meadows — a spacious 4-bedroom, 3-bathroom retreat nestled on 5 serene, wooded acres just outside Mayville, NY. Only 10 minutes from the prettiest stretch of Chautauqua Lake, this custom-built home is perfect for families, multi-generational getaways, and groups who want space to relax, play, and make lasting memories. Close to Chautauqua Institution, Bemus Point and Lakewood for shopping convenience. One of CHQ's most sought after properties!

Lotus Bay Cabin- all seasons oasis

*Heated in-ground pool with spill over hot tub & pool house open until Dec 1st, 2026 *8-person stand alone hot tub open Dec 1st 2026 - May 1st 2027 Autumn, winter is that you? Enjoy drink while taking a dip, prepare meals in the fully stocked kitchen, movies on the spacious sectional, a good read in the sunroom, bomb-fires under the dark sky & sunsets, walks and swimming along Lake Erie, simply cannot go wrong! Wine country, beaches, ski resorts, Buffalo & Niagara Falls nearby

Ski and Golf SkiBirdie Lodge at Peek N' Peak

Bring the whole family to this great place with lots of room for fun! A true four seasons resort property located at the top of Peek N' Peak mountain resort. Ski-in/ski-out 40 yards to lifts #1 and #2 in the winter, or watch golfers play the first and eighth hole from the deck in the summer and fall. Main level open floor plan allows for gathering with beautiful views. A large game room is perfect for family fun complete with shuffle board, arcade games and comfy seating.

Ski & Golf Retreat | Steps to Lifts | Game Room

"Our stay was magical and made Christmas feel like a Hallmark movie." That's how a guest described Peek n' Peak, our 4-bedroom condo at the top of the hill inside the Peek n' Peak Resort. The lift is just steps away and the golf course wraps the back. Gas fireplace and hot chocolate after a ski day, pool table in the game room, golf course views from the deck. King, queen, and bunk rooms plus a loft sleep up to 14, 16 with the loft trundles. Ski in winter, golf in summer.

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.

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**