Holiday rentals with a pool in Chautauqua Lake

Lovely house on a hill w/a view

Relax with the whole family at this peaceful place to stay. Lovely lake house, with great view of lake Chautauqua from 2 outdoor decks, and large picture windows in large living area. Large dining table. 3 full baths, 3 full bedrooms, 1 bedroom small with sleeper sofa and closet. Full kitchen, washer dryer, pool (closed after 9/2) tennis court access. Propane grill. Shared outdoor shelter for larger gatherings. Fire pit. Boat launch + dock rental available by day or season (during the summer).

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!

The Plum Bush House: Victorian farmhouse retreat

An 1865 Italianate, Victorian farmhouse where guests can retreat and gather within a serene, historic landscape and modern comforts. Enjoy charming common areas amidst towering black locusts and quiet meadows. Explore the spacious outdoors and gardens; relax and rest in luxury; take in scenic views, and feel at home in this charming treasure. The main house rental sleeps 12; inquire if you’d like to expand your space to an open floor plan, vaulted ceiling, queen-bed apartment as an ADD-ON FEE.

Frost Farms - animals, country, and nature escape

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 just a few miles off I86

Lake Getaway w/ Indoor Pool!

A true mid century house on an amazing plot of land situated on 3.5 acres. The ONLY property in the CHQ area with an indoor pool! Come enjoy this four season home with your friends and family. The lake is just down the hill and you’re just a few minutes to Bemus Point, Southern Tier, the Institution, and Peek n’ Peak Beautiful patio with walkout. Dog friendly! Now taking rentals of 30 days or more exclusively (local laws) contact me about about fractional ownership for shorter stays!

Lotus Bay Cabin- Re-Opening Friday, September 12th

*In-ground pool, hot tub & pool house open through Dec. 1st, 2025 *8-person stand alone hot tub opens Dec. 1st, 2025 Autumn, winter, is that you? A cold drink in the in-ground hot tub & pool, meals in the fully stocked kitchen, movies on the spacious sectional, book reading in the sunroom, cozy bomb-fires under the stars & beach strolls for gorgeous sunsets & walks along Lake Erie…simply cannot go wrong! Lake Erie Wine Country, Buffalo & Niagara Falls all within close reach!

Hidden Lakefront Gem | Cozy Cottage Stay

Tucked down a quiet lane on Chautauqua Lake, Sunny Cottage blends cozy comfort with laid-back fun. With 3 bedrooms, a pool, a private dock, and room to play, it’s perfect for memory-making—whether you’re paddling, roasting s’mores, or relaxing on the porch. Guests enjoy a dock for relaxing, 3 paddleboards, 2 kayaks, and a lakeside fire pit for sunset chats and starry nights. Just 10 minutes from Bemus Point, it’s your peaceful escape with a splash of adventure.

Million $ view Lake Chautauqua

Immerse yourself in a private, perfect getaway with stunning Lakefront views from Living Room & Bedroom. Enjoy the crackling from the wood burning fireplace, warm & cozy. Welcome to our quiet, serene condo located in the M building at the end of the Chautauqua Lake Estates Property. This beautifully appointed 850 sq ft. residence features warm woods and is fully furnished with everything you need for a relaxing retreat. Come relax & then go out and play !

The Eagles Nest – Couples Escape

Experience The Eagles Nest in Ellicottville, a private 2-acre retreat with stunning views of Holimont Ski Resort. Enjoy the heated pool (seasonal from May 1-October 15), outdoor hot tub, fire pit, and the best sunrise in Western New York! This two-bedroom getaway offers a full kitchen, washer/dryer, and plenty of space for families or couples. Perfect for year-round relaxation or adventure, it stands out with its privacy, space, and serenity.