Holiday Rentals in Chautauqua County

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Featured Holiday Rentals in Chautauqua County

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

Dunkirk
9.8 out of 10, Exceptional, (33)
"Very good service and safe and nearby grocery "
United States
Rodi
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

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

Clymer
9.8 out of 10, Exceptional, (75)
"The location was great. Everything. Was very nice. The pig came over and fixed the stairs right away. After the step broke and I fell through it."
United States
Ronnie
The price is €346
includes taxes & fees
17 Nov - 18 Nov
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

Modern 300 ft lakefront with pool

Mayville
9.6 out of 10, Exceptional, (100)
"Very spacious! Beautiful lake views. Attentive property manager. Lots to do in the surrounding area."
United States
Denise B.
Modern 300 ft lakefront with pool

The Refined Retreat

Celoron
10.0 out of 10, Exceptional, (12)
"We really couldn't have asked for more. Top notch clean and comfortable. More amenities than you can imagine. Quiet neighborhood. Instant communication with owners. Ample space. Would highly recommend!"
United States
jessica w.
The price is €268
includes taxes & fees
17 Nov - 18 Nov
The Refined Retreat

Lakehouse Vineyard on Lake Erie!

Ripley
9.0 out of 10, Wonderful, (33)
"Beautiful, scenic views of the lake, close proximity to a plethora of things and places to keep you fed and occupied on a weekend getaway!"
United States
Theresa D.
Lakehouse Vineyard on Lake Erie!

True Lake Beachfront, Stunning Sunsets, Beach glass hunting

Westfield
10.0 out of 10, Exceptional, (215)
"We’re grateful for every moment we get to spend at the amazing Steelhead Run, and already counting down the days until next year’s visit(which will be our fifth)! Stellar accommodations, property and host. Perfect in every way"
United States
Michelle H.
True Lake Beachfront, Stunning Sunsets, Beach glass hunting

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

Bemus Point
10.0 out of 10, Exceptional, (115)
"We enjoyed our stay. The property was lovely. "
United States
Mary M.
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!

Ideal Winter getaway for snowmobiling, skiing, family time!

Mayville
9.8 out of 10, Exceptional, (23)
"Our stay was amazing from start to finish. Property was absolutely stunning, family friendly, very clean, cozy, and well equipped. Patti and Rich have thought of every little detail to make this house a home and to make you feel welcome we will definitely be coming back over the summer and to ski next winter! "
United States
Rachael W.
The price is €375
includes taxes & fees
19 Nov - 20 Nov
Ideal Winter getaway for snowmobiling, skiing, family time!

Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake

Mayville
10.0 out of 10, Exceptional, (245)
"Kitchen and check-in was excellent "
United States
todd d.
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake

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

Jamestown
9.2 out of 10, Wonderful, (33)
"Very convenient, well-appointed, and clean stay. Great communication."
United States
Barry W.
Yogi's I love Lucy-themed 4-bed Home with A/C, Chautauqua Lake, Jamestown NY

Charming Resort in the Heart of Bemus Village on CHQ Lake

Bemus Point
10.0 out of 10, Exceptional, (196)
"Close to all the fun in Bemus Point. We had great weather and enjoyed all the amenities. Check in /out was easy. "
United States
Samantha G.
The price is €446
includes taxes & fees
17 Nov - 18 Nov
Charming Resort in the Heart of Bemus Village on CHQ Lake

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

Dunkirk
9.8 out of 10, Exceptional, (56)
"This property worked perfect for us. Sunsets are fabulous. Highly recommend!"
United States
Mercedes B.
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+

JUST ANOTHER DAY IN PARADISE

Findley Lake
9.8 out of 10, Exceptional, (131)
"Our family loved this house and location! Was very nice having the kayaks and paddle boat to use! Steve and Julie were very friendly and easy to communicate with! Already booking for best year! Thank you!!"
United States
Cassandra H.
JUST ANOTHER DAY IN PARADISE

Peaceful Lakefront Cottage - Completely Renovated - Available Year Round!

Mayville
10.0 out of 10, Exceptional, (173)
"The house and location were amazing! Loved the visits from Dakota as well."
United States
Jennifer G.
Peaceful Lakefront Cottage - Completely Renovated - Available Year Round!

Secluded Cottage with Hidden Cove on Lake Erie

Ripley
10.0 out of 10, Exceptional, (21)
"Very private, nice view of the lake, close to many wineries (and an EV charging station)."
United States
Derek W.
Secluded Cottage with Hidden Cove on Lake Erie

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

Chautauqua
10.0 out of 10, Exceptional, (1)
"It was a very clean house with spacious areas including a full apartment upstairs. It was one of the better places we have ever stayed at as far as accommodations go. Highly recommended! Thank you."
United Kingdom
Bill T.
The price is €365
includes taxes & fees
17 Nov - 18 Nov
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE

Clymer
10.0 out of 10, Exceptional, (103)
"Our 12th year golfing at Peek’n Peak. As always a fantastic time, condo owners are simply the best and always are wonderful to work with."
United States
Bob B.
✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE

Prime Location! Ski In/Out. Next to Ski Lift#8, Main Lodge, SugarShack&SportsBar

Clymer
10.0 out of 10, Exceptional, (74)
"The condo was very clean and well- stocked. It was nicely decorated and had everything we needed for the weekend. I would stay there again! "
United States
Carrie P.
Prime Location! Ski In/Out. Next to Ski Lift#8, Main Lodge, SugarShack&SportsBar

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

Portland
10.0 out of 10, Exceptional, (47)
"Very cute and comfy cottage just off of Lake Erie. Check in/out was incredibly easy, as was finding the location. Very quiet. Only stayed one night as I was passing through, but it was lovely!"
United States
Chris v.
The price is €291
includes taxes & fees
17 Nov - 18 Nov
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Private 70ft Lakefront Cabin,3br,3ba,Pet Friendly- Kayaks/Paddle boards provided

Ashville
9.8 out of 10, Exceptional, (133)
"The house was amazing! Amenities were delightful! Would definitely book again and recommend to others. "
United States
Alexander S.
Private 70ft Lakefront Cabin,3br,3ba,Pet Friendly- Kayaks/Paddle boards provided
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

Top Chautauqua County Hotel Reviews

Find out more about Chautauqua County

Holiday Homes in Chautauqua County

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

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

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