Holiday rentals with a pool in Chautauqua County

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).

Cheerful 1-Bedroom Cabin with a Campfire & Pool

Relax with the whole family at this peaceful place to stay. You can reconnect with nature, take a dip in the pool, enjoy some s’mores next to a campfire, or escape from the hustle and bustle. This cabin is equipped with a ramp for easy access, electricity, lights, ceiling fan, apartment-sized refrigerator, and a small countertop. The property is located at Homestead Park Campground with plenty of weekend activities to enjoy. Bathrooms, Showers, and laundromat are all onsite. 5.3 miles from kinzu

New! Lake Front Condo w/Pool

The Cayuga Retreat on Lake Chautauqua! Features a modern coastal design with high end finishes throughout. Furnished with everything you need to feel right at home. Amazing sunset lake views on the patio. Amenities include, pool, tennis, pickle ball, picnic area, playground, lake access. This property 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.

Haasienda Slopeside Condo

Have fun with the whole family at this stylish place on the slopes/hillside of Peak n Peek Resort! Ski in Ski out in winter! Great Mountain views from the deck, less than 5 minutes to Findlay Lake and its great restaurants and small-town shops. SKI winter. golf summer (90 seconds to champ golf course on top of hill), ziplining and tree course mini golf 2 minutes away on resort as well! Pools, golf, hike, fish, shop, dine, spa, close to Chatauqua Institute and Lake (Bemiss Point), on resort !

Revitalized Historic Inn on Private 15-Acre Estate

This refurbished, historic Manor previously housed an Inn and has recently been updated and modernized for today's travelers. Enjoy the privacy of the 28-acre estate estate while you drink in stunning lake views from the covered porch, whip up a delicious meal in the gourmet kitchen, or find the perfect spot to curl up with a book, all without giving up the convenience of being a short drive from all of the culture and activity Chautauqua Institution and Chautauqua Lake have to experience.

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.

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!

Cozy Ski-in/Ski-out with room for the whole family

Welcome to our vacation home! At 2,500 sq ft, four bedrooms and two pull outs, our condo offers four season fun for the whole family. Located at Peek N’ Peak resort; guests staying during ski season enjoy true ski-in/ski out access to 27 lighted ski slopes and trails. Guests staying off season take advantage of a full service day spa, indoor/outdoor pools, restaurants, Peek Mountain Adventures, and a championship 18 hole golf course within walking distance.

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 !