Vacation Rentals in Chautauqua County

    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 Vacation Rentals in Chautauqua County

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

10.0 out of 10, Exceptional, (30)
"It was a great place to stay. There were no surprises. Everything was as I expected. It had a beautiful view of Lake Erie and was just right for a couples getaway. "
The price is ¥31,374
¥52,607 total
includes taxes & fees
Jul 13 - Jul 14
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

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 ¥8,978
¥19,947 total
includes taxes & fees
Jul 6 - Jul 7
Step back in time farm house

Superb 3-bedroom, 2 bath house on lake erie. 2 min drive to Barcelona Harbor!

9.0 out of 10, Wonderful, (2)
"Overall a nice place to stay."
Superb 3-bedroom, 2 bath house on lake erie. 2 min drive to Barcelona Harbor!

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 ¥11,711
¥17,318 total
includes taxes & fees
Jun 28 - Jun 29
Cozy 3-bedroom house in charming Westfield with WiFi and all the amenities

3- Bedroom Apartment at an Award Winning Winery

2.0 star property
10.0 out of 10, Exceptional, (11)
"We stayed one night for a concert at the institute. The check in process was so easy and the complimentary bottle of wine was welcomed. Beds were comfortable the ammenities were modern and the scenery was amazing!"
The price is ¥24,723
¥50,646 total
includes taxes & fees
Jul 1 - Jul 2
3- Bedroom Apartment at an Award Winning Winery

Lakefront Log Cabin Retreat

9.8 out of 10, Exceptional, (23)
"Loved every minute. Two families stayed here, and we had plenty of room for everyone. The endless amenities was so great. We had a full kitchen to cook every single meal and a fully stocked bathroom. We loved the many sleeping spots for the kids and the adults. The property is well maintained and we had a great stay. We will love booking again. "
Lakefront Log Cabin Retreat

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

Lake Front Home Near Peek'n Peak

10.0 out of 10, Exceptional, (77)
"Enjoyed by all."
Lake Front Home Near Peek'n Peak

Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+

9.8 out of 10, Exceptional, (49)
"We made an error and our host generously made things better!!! Great place that has old world charm and modern conveniences!!! The place makes you relax, and the beach is fabulous!!!"
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+

Cute cabin in the woods

9.0 out of 10, Wonderful, (11)
"Great stay"
Cute cabin in the woods

"Nora's Nest" on the Outlet of Chautauqua Lake, also known as Chadakoin River

10.0 out of 10, Exceptional, (40)
"Wonderful people who worked with me and helped my family tremendously during a transition period where we were purchasing a new home. Property is well taken care of and in a quiet neighborhood."
"Nora's Nest" on the Outlet of Chautauqua Lake, also known as Chadakoin River

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

Pet-Friendly Jamestown Cabin w/ Fire Pit and Deck!

9.4 out of 10, Exceptional, (8)
"Beautiful cabin! Hosts were kind and accommodating!"
Pet-Friendly Jamestown Cabin w/ Fire Pit and Deck!

Lakeside Retreat 4BR House |Kayak Adventure

9.4 out of 10, Exceptional, (13)
"Absolutely lovely place to stay! The setting was fabulous, the place was very clean and spacious. I will absolutely be back to stay next season! "
Lakeside Retreat 4BR House |Kayak Adventure

Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

9.8 out of 10, Exceptional, (64)
"Great place just as described "
The price is ¥32,531
¥65,351 total
includes taxes & fees
Jul 1 - Jul 2
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

Four Seasons Lodge - Ski In/Out - 5 Bdr. - Closest to Lift !

10.0 out of 10, Exceptional, (47)
"You can't beat the lift access - right out the back door. And there's plenty of room for a large group. Owners are very responsive."
Four Seasons Lodge - Ski In/Out - 5 Bdr. - Closest to Lift !

Beautiful Lakefront Cottage with Dock

10.0 out of 10, Exceptional, (30)
"Cottage was well equipped in a beautiful lakefront area."
Beautiful Lakefront Cottage with Dock

Lakehouse Vineyard on Lake Erie!

9.0 out of 10, Wonderful, (28)
"Reminiscent of an old farmhouse. We enjoyed our stay. Would stay again."
Lakehouse Vineyard on Lake Erie!

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

9.8 out of 10, Exceptional, (21)
"Myself and 5 others stayed at the cottage, it was very clean and cozy. Xinni was accommodating to our needs and answered very quickly. Would definitely stay there again!"
The price is ¥24,073
¥47,952 total
includes taxes & fees
Jul 6 - Jul 7
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

Cozy Cottage Walking Distance to Chautauqua Lake

8.8 out of 10, Excellent, (3)
"Very clean and comfortable. Nice stay with plenty of towels, bedding, and kitchen equipment. Comfortable beds and helpful host."
Cozy Cottage Walking Distance to Chautauqua Lake
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