Chautauqua County Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Cities in Chautauqua County

Top Holiday Rentals Destinations in Chautauqua County

Cozy 3-bedroom house in charming Westfield with WiFi and all the amenities

2.0 out of 10, (2)
"The house is a hodgepodge of rooms very oddly added over years, I'm guessing. The only floor that didn't give when you stepped on it was the living room. Listing says they provide towels, therewere none. Listing says there's a bidet, there is not. We could hear every car that drove by. Trains every 30 minutes. Furnace kicked on repeatedly and is very loud. Steps into every other room of the house. Beds were like sleeping on cardboard. Sheets felt almost plastic. Neither of us were able to sleep....
The price is NZ$200
includes taxes & fees
9 July - 10 July
Cozy 3-bedroom house in charming Westfield with WiFi and all the amenities

Step back in time farm house

9.6 out of 10, Exceptional, (54)
"We wanted a place close to Peek n Peak and this was it! Great property! "
The price is NZ$230
includes taxes & fees
10 July - 11 July
Step back in time farm house

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

10.0 out of 10, Exceptional, (32)
"Perfect cottage for a relaxing weekend! We stayed to be super close to Fredonia and it was perfect! The cottage had everything we needed of our girls night!"
The price is NZ$608
includes taxes & fees
17 July - 18 July
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Bemus Point Vacation Rental

8.6 out of 10, Excellent, (105)
"Enjoyed the stay. Convenient and close to bemus and lake. Nice neighborhood. Would definitely stay again!"
Bemus Point Vacation Rental

Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock

9.6 out of 10, Exceptional, (130)
"Cute cottage with a perfect view. Everything we needed was supplied. We could eat inside or outside. Plenty of space. Lived it. "
Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock

Cottage #7 - Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY

8.4 out of 10, Very good, (8)
"Perfect little cabin in a great location. Good price and have no complaints. Thank you"
Cottage #7 - Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY

Yogi's I love Lucy-themed 4-bed Home with A/C, Chautauqua Lake, Jamestown NY

9.0 out of 10, Wonderful, (27)
"Neat house. As advertised. Would stay again."
Yogi's I love Lucy-themed 4-bed Home with A/C, Chautauqua Lake, Jamestown NY

Lakefront w Dock, Pet Friendly, Spacious Yard

2.0 star property
9.8 out of 10, Exceptional, (6)
"Great house and relaxing weekend with unbeatable location on the Lake! "
Lakefront w Dock, Pet Friendly, Spacious Yard

Yogi Nature Stay #2 3 beds with spa shower, smart tv across the street from UPMC

8.0 out of 10, Very good, (24)
"The neighborhood was less than safe feeling and the neighbor across the street didn’t help any"
Yogi Nature Stay #2 3 beds with spa shower, smart tv across the street from UPMC

Enjoy a 4-bedroom vacation home with 75 feet of lake frontage on Chautauqua Lake

10.0 out of 10, Exceptional, (176)
"This is a very nice property in a beautiful lake setting. Everything about this place and our stay was perfect. "
Enjoy a 4-bedroom vacation home with 75 feet of lake frontage on Chautauqua Lake

Hidden Cove

10.0 out of 10, Exceptional, (85)
"The property was great! The house was clean and the views are amazing. The boathouse was unique and a cool area to hang out. The hosts were outstanding, easy to contact and very responsive. We had an awesome time and would definitely rent this property again. "
Hidden Cove

Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

9.8 out of 10, Exceptional, (21)
"Beautiful location, adjacent to Lake Erie. Dog friendly is a plus! We’ll furnished and equipped."
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

Quiet weekend getaway - In the middle of Lake Erie Wine Country

9.4 out of 10, Exceptional, (76)
"Nice location close to the lake, a creek, eateries and town! Nice relaxing stay. "
Quiet weekend getaway - In the middle of Lake Erie Wine Country

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!

10.0 out of 10, Exceptional, (101)
"We had a great time at this property. The location was convenient and the views were beautiful. It was a perfect winter escape."
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!

True Lake Beachfront, Stunning Sunsets, Beach glass hunting

10.0 out of 10, Exceptional, (205)
"This was a perfet location for a Lake Erie beach getaway. The cabin is beautiful and clean. The host was great and answered my questions promptly. "
True Lake Beachfront, Stunning Sunsets, Beach glass hunting

Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath

9.6 out of 10, Exceptional, (9)
"We had a great time and enjoyed the surroundings."
Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath

Yogi's Nature Stay 2 beds spa shower Chautauqua Lake, Jamestown

10.0 out of 10, Exceptional, (1)
"I have complete privacy and seclusion here to do my important workThe spa shower is spectacular. Like having a waterfall in your bathroom.The kitchen is beautiful. The apartment is very Beautifully decoratedThere are beautiful parks nearby for great walking and a friendly neighborhood. If you want to go out and say hello. I have booked for a longer period Because my professional work is going so well here because of the quiet and seclusion Thanks, Chris!"
The price is NZ$331
includes taxes & fees
11 July - 12 July
Yogi's Nature Stay 2 beds spa shower Chautauqua Lake, Jamestown

Chautauqua 2 BR Lakefront Apartment

10.0 out of 10, Exceptional, (3)
"Beautiful property inside and outside. Very peaceful and relaxing. Beautiful views of lake. Great location. "
Chautauqua 2 BR Lakefront Apartment

Modern 300 ft lakefront with pool

9.6 out of 10, Exceptional, (90)
"Would highly recommend! Beautiful house on the water "
Modern 300 ft lakefront with pool

Beautiful Peek'n Peak Highlands Condo

10.0 out of 10, Exceptional, (99)
"The house is amazing and great accommodations!"
Beautiful Peek'n Peak Highlands Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in