Waterfront holiday rentals in Chautauqua County

Forest Retreat, 23 miles to Chautauqua Lake.

Welcome to Forest Retreat! We are nestled in the hills of Western New York, 23 miles to Chautauqua Lake and 14 miles to Lily Dale. This unique home is near several wedding venues and the Earl Cardot Overland Trail, which is surrounded by 2,300 acres of state forest. We are located between 2 local ski resorts, and only 87 miles south of Niagara Falls State park. Relax by the fire, kayak, or fish in the 2 acre pond and just enjoy the scenery. We do require a signed waiver to utilize the pond.

The Sunset Hideaway

Great year round, natural wood, high beamed contemporary lake house. You’ll think you’re in Napa Valley. Natural beautiful wood throughout entire chalet style lake house. Open floor plan. Separate bunk house with heat/ac that has a queen trundle that sleeps 2 and two twin bunks. 100 feet exclusive Lake Erie frontage. Wood burning stove inside with large floor to ceiling windows for breathtaking views. Private lake and beach shared access next to property. Reliable high speed internet/Roku.

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! This 2 Queen Bedrooms/1 Full Bath newly renovated, open-concept, light-filled cottage offers 125 ft of private waterfront, a gated covered porch, and upscale details throughout. Enjoy 2 adult + 1 child kayaks, 2 paddle boards, a pedal boat, 4 cruiser bikes, fire pit, and propane grill. Dog-friendly and perfect for up to 4 adults — luxury on the lake awaits! If booked, check out our sister property, Blue Oar (4BR/3BA, right on the water)!

Starry Cove, a lakeside cottage retreat!

Getaway with the whole family while enjoying the peace and serenity of lake life. Starry Cove Cottage is a charming and completely renovated cottage with 4 bedrooms, 2 bathrooms and a porch that offers stunning views of the lake. We've taken care of all of the details, so you won't have to worry about a thing. The house is a 10-min drive to Peek'n Peak Ski Resort & Spa, 10 miles from the Lake Erie Wine Trail and Lake Erie Ale Trail, and a 30-minute drive to Chautauqua Lake! Lots of options!

Peaceful waterfront paradise

Take it easy at this peaceful, family friendly, vacation spot. Fish, swim, kayak, golf, visit wineries or just watch nature. Located in Sunset Bay, a beautiful sandy beach on Lake Erie. The beach is a 15-minute walk away. This is a beach community, during the summer it is very active, you may hear music. There are boat launches nearby. Trains pass nearby. This may disturb your sleep. This area is 40-50 min. drive to the Buffalo/Niagara Falls area. The house was totally remodeled, 2023.

Lake Front Home Near Peek'n Peak

Welcome to Captains' Quarters. Beautiful lake front home, literally on the water. Open and enclosed deck with incredible lake views. Large dock on the water, swimming ramp, fire pit, and outdoor dining space. Wood burning fireplace, perfect for winter fun. Enjoy all 4 seasons. Fishing, two kayaks and a paddle boat, and boat rental available during summer. Visit Peek n Peak, less than 10 minutes away, with golf, adventure park (zip lines, mini golf & ropes course), spa, downhill skiing.

Lakefront Sunset Getaway on Cassadaga Lake

Welcome to the Cottage! This cottage sits directly on Cassadaga Lake where you can enjoy beautiful sunsets every night from the concrete patio or from the couch. Feel free to go kayaking, fishing, or swimming directly from the dock or shoreline. Perfect for anyone who wants to enjoy lake life for the weekend, week, or month! *NEW* 2 kayaks are available for free use during your stay. No gatherings, events, and/or parties larger than your reservation. Free parking up to 2 cars.

Cedar Beach Cottage on Lake Erie

Cozy cottage with full lake view from back deck! 1 bedroom w double bed, comfortable living room, full eat-in kitchen (gas stove) updated bathroom, Roku tv, wifi and large windows to let in the sunshine! Easy walking distance Point Gratiot Park. Also listed by me is nearby Cedar Beach House , a separate- but -adjacent lot with larger home suitable for 6 guests, so you can book both houses together for larger family gatherings Price includes all state and local taxes.

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.