Search Condos Rentals in Chautauqua County from CA $247

Compare and save

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Top Cities in Chautauqua County

Condo RentalsCondo Rentals

Jamestown

Jamestown

Featured Condo Rentals in Chautauqua County

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

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

9.8 out of 10, Exceptional, (53)
"The proprietors were incredibly friendly and lovely."
Beachfront Historic home 2br/1Ba apt. w/ Steam Shower, WiFi, Netflix, Disney+
✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE
Exterior

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

10.0 out of 10, Exceptional, (98)
"This is a great place to stay for skiing."
✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
Interior

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

9.8 out of 10, Exceptional, (69)
"Great place just as described "
The price is CA $311
CA $625 total
includes taxes & fees
Aug 19 - Aug 20
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
Beautiful Peek'n Peak Highlands Condo
Exterior

Beautiful Peek'n Peak Highlands Condo

10.0 out of 10, Exceptional, (102)
"The house is amazing and great accommodations!"
Beautiful Peek'n Peak Highlands Condo
Peek'N'Peak Condo, great location, sleeps 10
TV, fireplace

Peek'N'Peak Condo, great location, sleeps 10

10.0 out of 10, Exceptional, (178)
"Wonderful property that was very clean and suited us perfectly for a few days at the slopes. "
Peek'N'Peak Condo, great location, sleeps 10
8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit
Pool

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

9.8 out of 10, Exceptional, (76)
"Great property. Would highly recommend. "
8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit
Balcony + Scenic Views: Chautauqua Lake Retreat
Property grounds

Balcony + Scenic Views: Chautauqua Lake Retreat

8.8 out of 10, Excellent, (8)
"Everything was great. Clean and nice! "
Balcony + Scenic Views: Chautauqua Lake Retreat
Peek'n Peak 2 Bedroom Condo, Ground Floor
Fridge, microwave, oven, stovetop

Peek'n Peak 2 Bedroom Condo, Ground Floor

10.0 out of 10, Exceptional, (77)
"Property was very nice and cozy. Well thought out we actually had everything we needed and wanted. Craig was very helpful and a class act! "
The price is CA $247
CA $498 total
includes taxes & fees
Aug 20 - Aug 21
Peek'n Peak 2 Bedroom Condo, Ground Floor
GOLF AND SKI @ Peak n Peak!
Property grounds

GOLF AND SKI @ Peak n Peak!

10.0 out of 10, Exceptional, (11)
"Condo was great size for our group of adults and kids for skiing at Peek and Peak. It was clean with spacious bedrooms and a great location close to the slopes."
GOLF AND SKI @ Peak n Peak!
Slopeside, ski-in, ski-out condo-perfectly set along run 24 at Peek'n'Peek!
Smart TV, fireplace

Slopeside, ski-in, ski-out condo-perfectly set along run 24 at Peek'n'Peek!

10.0 out of 10, Exceptional, (10)
"Such a lovely ski in ski out! Very cozy & comfortable. "
Slopeside, ski-in, ski-out condo-perfectly set along run 24 at Peek'n'Peek!
Lakeside Brand New Luxury Condo⚓️
Outdoor pool, a heated pool

Lakeside Brand New Luxury Condo⚓️

10.0 out of 10, Exceptional, (49)
"Another great stay in Bemus Point, condo was well updated, has an amazing view and plenty of room. Will be staying again!"
Lakeside Brand New Luxury Condo⚓️
Adorable Condo Close To Ski Hills At Peak N Peek Resort Recently Renovated
Property grounds

Adorable Condo Close To Ski Hills At Peak N Peek Resort Recently Renovated

9.8 out of 10, Exceptional, (72)
"Perfect spot! Very nice place and will be staying again! "
Adorable Condo Close To Ski Hills At Peak N Peek Resort Recently Renovated
Cozy ski and golf condo at Peek n Peak
Property grounds

Cozy ski and golf condo at Peek n Peak

9.2 out of 10, Wonderful, (35)
"Nice location "
Cozy ski and golf condo at Peek n Peak
Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ!
Exterior

Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ!

10.0 out of 10, Exceptional, (10)
"Loved the location, views and the people."
Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ!
Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location!
Exterior

Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location!

10.0 out of 10, Exceptional, (76)
"The Winterberry Lodge is perfect for a large group. The home is true ski in/ski out in an excellent location, spacious and has great views. This was our second stay at this property and we definitely hope to return. The host Kelly responds quickly and is super helpful. 10/10 stay!"
Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location!
Peek-N-Peak Studio Loft Condo w/ Fireplace
Dining

Peek-N-Peak Studio Loft Condo w/ Fireplace

10.0 out of 10, Exceptional, (43)
"Perfect location to go skiing, and have a warm place to relax!"
Peek-N-Peak Studio Loft Condo w/ Fireplace
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming
Property grounds

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

9.8 out of 10, Exceptional, (25)
"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
Peek'n Peak Clubhome - the Ultimate in Luxury Accommodations
Interior

Peek'n Peak Clubhome - the Ultimate in Luxury Accommodations

10.0 out of 10, Exceptional, (59)
"Location is perfect for anyone looking to golf and house is very nice as well."
Peek'n Peak Clubhome - the Ultimate in Luxury Accommodations
Prime Location! Next to Main Lodge, Mountain&Summer Adventures. 3Bed&3Full Bath.
Dining

Prime Location! Next to Main Lodge, Mountain&Summer Adventures. 3Bed&3Full Bath.

10.0 out of 10, Exceptional, (16)
"Excellent location and best location! Very comfortable stay and had a wonderful time!"
Prime Location! Next to Main Lodge, Mountain&Summer Adventures. 3Bed&3Full Bath.
Lakeside Retreat in Dewittville w/ Pool Access!
Marina

Lakeside Retreat in Dewittville w/ Pool Access!

9.8 out of 10, Exceptional, (12)
"Me and 2 of my friends stayed here during the Lake Erie Wine Harvest Weekend. It’s a beautiful, cozy, well-appointed condo with a fantastic view of Lake Chautauqua. The wineries and restaurants are all just a short drive away. Would definitely recommend this place!! "
Lakeside Retreat in Dewittville w/ Pool Access!
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
Sign in
Sign up, it's free

Top Chautauqua County Hotel Reviews

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

10/10 Excellent
"It was clean and easy access to the area to see anything we wanted. I lived in the area from 1982 to 1984, and it's the best option. Breakfast was good, and we had the pool to ourselves, considering it was a busy weekend. We'd go there again in a heartbeat."
David 1-night trip
Posted 1 day ago
Holiday Inn Express & Suites Jamestown by IHG