Vacation Rentals in Chautauqua County

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Our top choices for Chautauqua County vacation rentals

Interior

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (55 reviews)
"Loved our stay! Will stay again!"
United States
Dustin T.
The price is ￥32,859
￥57,938 total
includes taxes & fees
May 17 - May 18
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Outdoor dining

Casa Andante - Lakefront Escape

Casa Andante - Lakefront Escape
Mayville
10.0 out of 10, Exceptional, (67 reviews)
"Our family celebrated a beautiful weekend at Casa Adante. The property provided everything we needed, easy check in, serene lake views, proximity to cool places around the lake, and plenty of space. Thank you to the hosts for creating a cozy place where amazing memories were made! "
United States
Georgann F.
The price is ￥102,149
￥193,278 total
includes taxes & fees
May 21 - May 22
Casa Andante - Lakefront Escape
Exterior

Portage Ponds 5 BR/3 Bath close to CHQ, wine trail

Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
Westfield
10.0 out of 10, Exceptional, (25 reviews)
"Wonderful property in a great location and everything about it was top notch"
United States
Andrew M.
The price is ￥45,717
￥107,087 total
includes taxes & fees
May 20 - May 21
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
Fridge, microwave, oven, stovetop

Step back in time farm house

Step back in time farm house
findley lake
9.8 out of 10, Exceptional, (83 reviews)
"Lovely place!"
United States
Anna D.
The price is ￥12,860
￥25,294 total
includes taxes & fees
Jun 16 - Jun 17
Step back in time farm house
Smart TV, fireplace, DVD player, foosball

8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit

8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit
Clymer
9.8 out of 10, Exceptional, (93 reviews)
"This was our second stay in this property. Randy offers great communication with his guests and the location is hard to beat! Had a great time here, thanks!"
United States
Tara S.
The price is ￥42,225
￥95,608 total
includes taxes & fees
May 17 - May 18
8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit
On the beach, sun loungers, beach towels

Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (83 reviews)
"The house was very clean and agreat location for our visit with family "
United States
Ray K.
The price is ￥31,589
￥50,225 total
includes taxes & fees
May 25 - May 26
Walk out the door, walk onto the beach!
Exterior

Lake Front Home Near Peek'n Peak

Lake Front Home Near Peek'n Peak
Findley Lake
10.0 out of 10, Exceptional, (83 reviews)
"This an adorable and comfy house. We enjoyed our stay there immensely. The lake view was amazing. Communication with our host was very good, he was very responsive. "
United States
Kelly T.
The price is ￥57,146
￥92,199 total
includes taxes & fees
May 31 - Jun 1
Lake Front Home Near Peek'n Peak
Exterior detail

Roomy Beautiful Golf/Ski Condo

Roomy Beautiful Golf/Ski Condo
Clymer
9.8 out of 10, Exceptional, (18 reviews)
"Great location for property ."
United States
Laura V.
The price is ￥50,638
￥94,282 total
includes taxes & fees
May 18 - May 19
Roomy Beautiful Golf/Ski Condo
Exterior

Charming Resort in the Heart of Bemus Village on CHQ Lake

Charming Resort in the Heart of Bemus Village on CHQ Lake
Bemus Point
10.0 out of 10, Exceptional, (201 reviews)
"We enjoyed our stay! "
United States
Andrew B.
The price is ￥34,288
￥80,181 total
includes taxes & fees
May 17 - May 18
Charming Resort in the Heart of Bemus Village on CHQ Lake
Smart TV, books

Cozy Colonial in Downtown Westfield, NY

Cozy Colonial in Downtown Westfield, NY
Westfield
10.0 out of 10, Exceptional, (24 reviews)
"This house is adorable, cozy, & very comfortable! We loved staying here. Lots of little touches that make it just like home! Very close to the wine trail, especially Johnson estate winery! Great communication with our host! The house is very clean and the beds are very comfy too! Would definitely recommend staying here and we hope to be back next summer! "
United States
Stephen B.
The price is ￥29,367
￥53,275 total
includes taxes & fees
May 17 - May 18
Cozy Colonial in Downtown Westfield, NY
Private kitchen

3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (23 reviews)
"very nice accommodations and close to North East where other family and friends live."
United States
Pamela N.
The price is ￥27,083
￥55,481 total
includes taxes & fees
May 23 - May 24
3- Bedroom Apartment at an Award Winning Winery
Sun loungers

Lake Erie Hosta Cabin

Lake Erie Hosta Cabin
Fredonia
10.0 out of 10, Exceptional, (1 review)
"Perfect for my needs. Great view of the night sky, very hospitable host, and right on Lake Erie. Couldn’t get much better than that. Kick myself in the a** for not bringing my telescope."
United States
Ronald
The price is ￥20,636
￥43,768 total
includes taxes & fees
May 21 - May 22
Lake Erie Hosta Cabin
Property grounds

Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful view of the lake. Very nice little house and quiet. "
United States
Joelyn G.
The price is ￥15,680
￥45,101 total
includes taxes & fees
May 20 - May 21
Quiet Escape, Peaceful Lake Glimpses
Fridge, microwave, oven, stovetop

Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
10.0 out of 10, Exceptional, (8 reviews)
"Very clean, very well appointed and the owners were very accommodating Easy parking and close to all the areas we wanted to go toI would stay there again"
United States
harry w.
The price is ￥26,192
￥47,893 total
includes taxes & fees
May 23 - May 24
Beautiful Wine Trail 2-BR Rental
Smart TV, fireplace, DVD player, stereo

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Dewittville
9.8 out of 10, Exceptional, (60 reviews)
"We enjoyed our time there."
United States
Wayne D.
The price is ￥20,589
￥46,711 total
includes taxes & fees
Jun 1 - Jun 2
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Property grounds

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
Bemus Point
10.0 out of 10, Exceptional, (30 reviews)
"Loved our stay in this quaint home! Great location, very clean, plenty of room for our family of six, and included everything we needed for our visit to Bemus Point. Highly recommend! "
United States
Colleen G.
The price is ￥29,288
￥73,815 total
includes taxes & fees
May 17 - May 18
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
Smart TV

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

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Ripley
9.6 out of 10, Exceptional, (36 reviews)
"Beautiful location!"
United States
Cheri S.
The price is ￥26,370
￥52,707 total
includes taxes & fees
May 17 - May 18
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Exterior

Small camper in the country

Small camper in the country
Dewittville
9.8 out of 10, Exceptional, (19 reviews)
"Had a great time, unfortunately it rained the entire time we were there but the Rv was very clean and the host was amazing. We will definitely come visit again."
United States
Ashley M.
The price is ￥11,112
￥16,144 total
includes taxes & fees
Jun 1 - Jun 2
Small camper in the country
Exterior

20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Chautauqua
10.0 out of 10, Exceptional, (7 reviews)
"Great property. Tiffany thought of everything. It was all so welcoming and new. Would definitely stay here again. "
United States
Jennifer L.
The price is ￥35,502
￥76,709 total
includes taxes & fees
May 19 - May 20
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Smart TV, fireplace

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

Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
Clymer
9.8 out of 10, Exceptional, (86 reviews)
"We had a great stay! Perfect condo for a weekend getaway. "
United States
Devin B.
The price is ￥28,508
￥62,460 total
includes taxes & fees
May 18 - May 19
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chautauqua County Hotel Reviews

Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown

10/10 Excellent
"Excellent breakfast. Room was a bit warm although it was cold outside and we turned the heat off. "
Christian 2-night trip
Posted 3 hours ago
Hampton Inn & Suites Jamestown

Find out more about Chautauqua County

Vacation Apartments in Chautauqua County

Search for Vacation rentals in Chautauqua County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Chautauqua County using one of the methods below:

  • View our selection of featured Vacation rentals in Chautauqua County
  • Use the map to find apartments and other Vacation homes in the Chautauqua County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Chautauqua County while they last

Look no further and take a look at our great range of rental properties in Chautauqua County!