Holiday rentals with a pool in Chautauqua Lake

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.

Value · Family · Getting around

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

Family · Location · Getting around

Sunset Serenity Condo on Lake Chautauqua - w/pool

Relax with the whole family at this peaceful two-story condo. Amenities include pickleball, tennis courts, heated pool (seasonally). Beautiful view and private deck overlooking the lake with sunset views. Centrally located to Bemus Point, Mayville and Chautauqua Institution. 3 bedrooms (King with Futon, Queen, twin over full bunk bedrooms) and 2.5 bath gives plenty of space to spread out. Close to many breweries and wineries. Open green space with playground and picnic tables by the lakefront.

Family · Location · Amenities

Lake Erie Retreat with Pool & Hot Tub

Unwind on your own, bring the family or gather with friends at this private retreat, perfectly located between Buffalo, NY and Erie, PA. With accommodations for 6 guests, this location offers the perfect blend of relaxation and convenience! This home features 3 queen beds, 1.5 bathrooms, a full kitchen and updated open spaces! Spend your afternoons poolside or soak in the hot tub after a day of exploring! Nearby Attractions • Lake Erie beaches
• SUNY Fredonia
• Music on the Pier
• Wine Trail

Location · Family · Bathroom

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!

Location · Family · Laundry

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.

Location · Family · Indoor spaces

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!

Family · Location · Kitchen

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.

Family · Location · Checkout

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.

Location · Family · Amenities

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.

Location · Family · Accuracy

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!

Location · Value · Accuracy

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**

Value · Location · Access