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Chautauqua County Holiday Rentals

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222 rentals in Chautauqua County.
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Beachfront on Lake Erie * Sunset Cottage, holiday rental in Chautauqua County
Beachfront on Lake Erie * Sunset Cottage, holiday rental in Chautauqua County
Beachfront on Lake Erie * Sunset Cottage, holiday rental in Chautauqua County

Beachfront on Lake Erie * Sunset Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Lakefront Bemus Point Cottage. A/C, 200ft+ Modern Dock. Family, Fishing and FUN!, holiday rental in Chautauqua County
Lakefront Bemus Point Cottage. A/C, 200ft+ Modern Dock. Family, Fishing and FUN!, holiday rental in Chautauqua County
Lakefront Bemus Point Cottage. A/C, 200ft+ Modern Dock. Family, Fishing and FUN!, holiday rental in Chautauqua County

Lakefront Bemus Point Cottage. A/C, 200ft+ Modern Dock. Family, Fishing and FUN!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxe 4 Bed/3 Bath Cassadaga Lakefront with Private Beach/Chautauqua/Lily Dale, holiday rental in Chautauqua County
Luxe 4 Bed/3 Bath Cassadaga Lakefront with Private Beach/Chautauqua/Lily Dale, holiday rental in Chautauqua County
Luxe 4 Bed/3 Bath Cassadaga Lakefront with Private Beach/Chautauqua/Lily Dale, holiday rental in Chautauqua County

Luxe 4 Bed/3 Bath Cassadaga Lakefront with Private Beach/Chautauqua/Lily Dale

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Chautauqua Lake House - 75 Ft Lake Front - Dock Available - Pet Friendly, holiday rental in Chautauqua County
Private Chautauqua Lake House - 75 Ft Lake Front - Dock Available - Pet Friendly, holiday rental in Chautauqua County
Private Chautauqua Lake House - 75 Ft Lake Front - Dock Available - Pet Friendly, holiday rental in Chautauqua County

Private Chautauqua Lake House - 75 Ft Lake Front - Dock Available - Pet Friendly

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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3 Bedroom Cottage on the Shores of Chautauqua Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Lake Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Cottage on 80 Feet of Prime Lakefront-Stunning Sunsets., holiday rental in Chautauqua County
Private Cottage on 80 Feet of Prime Lakefront-Stunning Sunsets., holiday rental in Chautauqua County
Private Cottage on 80 Feet of Prime Lakefront-Stunning Sunsets., holiday rental in Chautauqua County

Private Cottage on 80 Feet of Prime Lakefront-Stunning Sunsets.

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Resort On Main in the heart of Bemus Point on Lake Chautauqua!, holiday rental in Chautauqua County
Resort On Main in the heart of Bemus Point on Lake Chautauqua!, holiday rental in Chautauqua County
Resort On Main in the heart of Bemus Point on Lake Chautauqua!, holiday rental in Chautauqua County

Resort On Main in the heart of Bemus Point on Lake Chautauqua!

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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★ Perfect For Families ★ Walk to Bemus Pt. | Lake Access | Close to Ski Resorts, holiday rental in Chautauqua County
★ Perfect For Families ★ Walk to Bemus Pt. | Lake Access | Close to Ski Resorts, holiday rental in Chautauqua County
★ Perfect For Families ★ Walk to Bemus Pt. | Lake Access | Close to Ski Resorts, holiday rental in Chautauqua County

★ Perfect For Families ★ Walk to Bemus Pt. | Lake Access | Close to Ski Resorts

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Bemus Point Lakefront cottage, holiday rental in Chautauqua County
Bemus Point Lakefront cottage, holiday rental in Chautauqua County
Bemus Point Lakefront cottage, holiday rental in Chautauqua County

Bemus Point Lakefront cottage

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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2 Home Lake Front Estate with lake-front heated pool and hot tub, holiday rental in Chautauqua County
2 Home Lake Front Estate with lake-front heated pool and hot tub, holiday rental in Chautauqua County
2 Home Lake Front Estate with lake-front heated pool and hot tub, holiday rental in Chautauqua County

2 Home Lake Front Estate with lake-front heated pool and hot tub

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Sunny Side Up, a Four Season Lakefront Retreat with Dock on Findley Lake., holiday rental in Chautauqua County
Sunny Side Up, a Four Season Lakefront Retreat with Dock on Findley Lake., holiday rental in Chautauqua County
Sunny Side Up, a Four Season Lakefront Retreat with Dock on Findley Lake., holiday rental in Chautauqua County

Sunny Side Up, a Four Season Lakefront Retreat with Dock on Findley Lake.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charmingly Restored, Converted One-Room Brick Schoolhouse, holiday rental in Chautauqua County
Charmingly Restored, Converted One-Room Brick Schoolhouse, holiday rental in Chautauqua County
Charmingly Restored, Converted One-Room Brick Schoolhouse, holiday rental in Chautauqua County

Charmingly Restored, Converted One-Room Brick Schoolhouse

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake, holiday rental in Chautauqua County
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake, holiday rental in Chautauqua County
Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake, holiday rental in Chautauqua County

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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Delightful Lake Erie Cottage, holiday rental in Chautauqua County
Delightful Lake Erie Cottage, holiday rental in Chautauqua County
Delightful Lake Erie Cottage, holiday rental in Chautauqua County

Delightful Lake Erie Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Immaculate & Spacious Lakefront Home, holiday rental in Chautauqua County
Immaculate & Spacious Lakefront Home, holiday rental in Chautauqua County
Immaculate & Spacious Lakefront Home, holiday rental in Chautauqua County

Immaculate & Spacious Lakefront Home

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Peek'N'Peak Condo, great location, sleeps 10, holiday rental in Chautauqua County
Peek'N'Peak Condo, great location, sleeps 10, holiday rental in Chautauqua County
Peek'N'Peak Condo, great location, sleeps 10, holiday rental in Chautauqua County

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

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Peek 'N Peak-Ski and Golf--Luxury at Affordable Rates, holiday rental in Chautauqua County
Peek 'N Peak-Ski and Golf--Luxury at Affordable Rates, holiday rental in Chautauqua County
Peek 'N Peak-Ski and Golf--Luxury at Affordable Rates, holiday rental in Chautauqua County

Peek 'N Peak-Ski and Golf--Luxury at Affordable Rates

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sprawling Historic Inn With Lake Frontage!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Chautauqua Lake Escape - 300 yards from Chautauqua and 10 min from Lake Erie, holiday rental in Chautauqua County
Chautauqua Lake Escape - 300 yards from Chautauqua and 10 min from Lake Erie, holiday rental in Chautauqua County
Chautauqua Lake Escape - 300 yards from Chautauqua and 10 min from Lake Erie, holiday rental in Chautauqua County

Chautauqua Lake Escape - 300 yards from Chautauqua and 10 min from Lake Erie

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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REllaxInn: A Quiet 3BR/2.5BA Lakeside Cottage with Dock in Findley Lake, holiday rental in Chautauqua County
REllaxInn: A Quiet 3BR/2.5BA Lakeside Cottage with Dock in Findley Lake, holiday rental in Chautauqua County
REllaxInn: A Quiet 3BR/2.5BA Lakeside Cottage with Dock in Findley Lake, holiday rental in Chautauqua County

REllaxInn: A Quiet 3BR/2.5BA Lakeside Cottage with Dock in Findley Lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chautauqua Lake Front Property - Walk to the Village of Bemus Point!, holiday rental in Chautauqua County
Chautauqua Lake Front Property - Walk to the Village of Bemus Point!, holiday rental in Chautauqua County
Chautauqua Lake Front Property - Walk to the Village of Bemus Point!, holiday rental in Chautauqua County

Chautauqua Lake Front Property - Walk to the Village of Bemus Point!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Hot tub, On slopes, Direct Rates, Upper Golf Course, Resort Amenities, holiday rental in Chautauqua County
Hot tub, On slopes, Direct Rates, Upper Golf Course, Resort Amenities, holiday rental in Chautauqua County
Hot tub, On slopes, Direct Rates, Upper Golf Course, Resort Amenities, holiday rental in Chautauqua County

Hot tub, On slopes, Direct Rates, Upper Golf Course, Resort Amenities

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Lakefront Cottage on Chautauqua Lake - Sleeps 8, holiday rental in Chautauqua County
Lakefront Cottage on Chautauqua Lake - Sleeps 8, holiday rental in Chautauqua County
Lakefront Cottage on Chautauqua Lake - Sleeps 8, holiday rental in Chautauqua County

Lakefront Cottage on Chautauqua Lake - Sleeps 8

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Steps to the beaches of Lake Erie 4BR, 3BA Beautiful House, holiday rental in Chautauqua County
Steps to the beaches of Lake Erie 4BR, 3BA Beautiful House, holiday rental in Chautauqua County
Steps to the beaches of Lake Erie 4BR, 3BA Beautiful House, holiday rental in Chautauqua County

Steps to the beaches of Lake Erie 4BR, 3BA Beautiful House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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LAKEFRONT PRIVACY ON SUNSET COVE, holiday rental in Chautauqua County
LAKEFRONT PRIVACY ON SUNSET COVE, holiday rental in Chautauqua County
LAKEFRONT PRIVACY ON SUNSET COVE, holiday rental in Chautauqua County

LAKEFRONT PRIVACY ON SUNSET COVE

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FABULOUS PRIVATE GETAWAY CHALET IN THE WOODS BEMUS POINT NY, holiday rental in Chautauqua County
FABULOUS PRIVATE GETAWAY CHALET IN THE WOODS BEMUS POINT NY, holiday rental in Chautauqua County
FABULOUS PRIVATE GETAWAY CHALET IN THE WOODS BEMUS POINT NY, holiday rental in Chautauqua County

FABULOUS PRIVATE GETAWAY CHALET IN THE WOODS BEMUS POINT NY

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Private 70ft Lakefront Cabin,3br,3ba,Pet Friendly- Kayaks/Paddle boards provided, holiday rental in Chautauqua County
Private 70ft Lakefront Cabin,3br,3ba,Pet Friendly- Kayaks/Paddle boards provided, holiday rental in Chautauqua County
Private 70ft Lakefront Cabin,3br,3ba,Pet Friendly- Kayaks/Paddle boards provided, holiday rental in Chautauqua County

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Chautauqua Lakefront Cottage- Low Boat Traffic Bay, holiday rental in Chautauqua County
Chautauqua Lakefront Cottage- Low Boat Traffic Bay, holiday rental in Chautauqua County
Chautauqua Lakefront Cottage- Low Boat Traffic Bay, holiday rental in Chautauqua County

Chautauqua Lakefront Cottage- Low Boat Traffic Bay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront Cottage in Historic Van Buren Point, holiday rental in Chautauqua County
Lakefront Cottage in Historic Van Buren Point, holiday rental in Chautauqua County
Lakefront Cottage in Historic Van Buren Point, holiday rental in Chautauqua County

Lakefront Cottage in Historic Van Buren Point

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Create your family memories at our nautical lakeside home!, holiday rental in Chautauqua County
Create your family memories at our nautical lakeside home!, holiday rental in Chautauqua County
Create your family memories at our nautical lakeside home!, holiday rental in Chautauqua County

Create your family memories at our nautical lakeside home!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Modern 300 ft lakefront with pool

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Lakefront Cottage Home for All Seasons Enjoyment on Beautiful Lake Erie!, holiday rental in Chautauqua County
Lakefront Cottage Home for All Seasons Enjoyment on Beautiful Lake Erie!, holiday rental in Chautauqua County
Lakefront Cottage Home for All Seasons Enjoyment on Beautiful Lake Erie!, holiday rental in Chautauqua County

Lakefront Cottage Home for All Seasons Enjoyment on Beautiful Lake Erie!

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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JUST ANOTHER DAY IN PARADISE, holiday rental in Chautauqua County
JUST ANOTHER DAY IN PARADISE, holiday rental in Chautauqua County
JUST ANOTHER DAY IN PARADISE, holiday rental in Chautauqua County

JUST ANOTHER DAY IN PARADISE

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Beachfront Historic home apt. w/  Steam Shower, WiFi, netflix, disney+ 2br/1Ba, holiday rental in Chautauqua County
Beachfront Historic home apt. w/  Steam Shower, WiFi, netflix, disney+ 2br/1Ba, holiday rental in Chautauqua County
Beachfront Historic home apt. w/  Steam Shower, WiFi, netflix, disney+ 2br/1Ba, holiday rental in Chautauqua County

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

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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LAKEFRONT, Very Cozy, 4 B-Rooms, 2 Full baths, w/40' of lakefront w/private dock, holiday rental in Chautauqua County
LAKEFRONT, Very Cozy, 4 B-Rooms, 2 Full baths, w/40' of lakefront w/private dock, holiday rental in Chautauqua County
LAKEFRONT, Very Cozy, 4 B-Rooms, 2 Full baths, w/40' of lakefront w/private dock, holiday rental in Chautauqua County

LAKEFRONT, Very Cozy, 4 B-Rooms, 2 Full baths, w/40' of lakefront w/private dock

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Remodeled in 2020! Perfect for family getaway or extended WFH!, holiday rental in Chautauqua County
Remodeled in 2020! Perfect for family getaway or extended WFH!, holiday rental in Chautauqua County
Remodeled in 2020! Perfect for family getaway or extended WFH!, holiday rental in Chautauqua County

Remodeled in 2020! Perfect for family getaway or extended WFH!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The 'Stow Away', Four Season Chautauqua Lake getaway Cottage, holiday rental in Chautauqua County
The 'Stow Away', Four Season Chautauqua Lake getaway Cottage, holiday rental in Chautauqua County
The 'Stow Away', Four Season Chautauqua Lake getaway Cottage, holiday rental in Chautauqua County

The 'Stow Away', Four Season Chautauqua Lake getaway Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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July 19-25 just became available, holiday rental in Chautauqua County
July 19-25 just became available, holiday rental in Chautauqua County
July 19-25 just became available, holiday rental in Chautauqua County

July 19-25 just became available

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Peek n Peak 4 bedroom w loft 3.5 bath Golf/Ski Condo, holiday rental in Chautauqua County
Peek n Peak 4 bedroom w loft 3.5 bath Golf/Ski Condo, holiday rental in Chautauqua County
Peek n Peak 4 bedroom w loft 3.5 bath Golf/Ski Condo, holiday rental in Chautauqua County

Peek n Peak 4 bedroom w loft 3.5 bath Golf/Ski Condo

Condo/Apartment
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Comfortable, 3 Bedroom Waterfront Cottage on Chautauqua Lake, holiday rental in Chautauqua County
Comfortable, 3 Bedroom Waterfront Cottage on Chautauqua Lake, holiday rental in Chautauqua County
Comfortable, 3 Bedroom Waterfront Cottage on Chautauqua Lake, holiday rental in Chautauqua County

Comfortable, 3 Bedroom Waterfront Cottage on Chautauqua Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Perfect, Heart of Village, Private, Large Lot, 2- Blocks from almost everything, holiday rental in Chautauqua County
Perfect, Heart of Village, Private, Large Lot, 2- Blocks from almost everything, holiday rental in Chautauqua County
Perfect, Heart of Village, Private, Large Lot, 2- Blocks from almost everything, holiday rental in Chautauqua County

Perfect, Heart of Village, Private, Large Lot, 2- Blocks from almost everything

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Peek N Peak Condo, Large 4BR, Sleeps 16 - Save W/Direct Rates

Condo/Apartment
4 bedrooms
5 bathrooms
Sleeps 17
Match: Sleeps
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✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE, holiday rental in Chautauqua County
✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE, holiday rental in Chautauqua County
✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE, holiday rental in Chautauqua County

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

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Peaceful Lakefront Cottage - Completely Renovated in 2017 - Avail. Year Round!, holiday rental in Chautauqua County
Peaceful Lakefront Cottage - Completely Renovated in 2017 - Avail. Year Round!, holiday rental in Chautauqua County
Peaceful Lakefront Cottage - Completely Renovated in 2017 - Avail. Year Round!, holiday rental in Chautauqua County

Peaceful Lakefront Cottage - Completely Renovated in 2017 - Avail. Year Round!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Chautauqua Lakefront Condo - Something Special For You!, holiday rental in Chautauqua County
Chautauqua Lakefront Condo - Something Special For You!, holiday rental in Chautauqua County
Chautauqua Lakefront Condo - Something Special For You!, holiday rental in Chautauqua County

Chautauqua Lakefront Condo - Something Special For You!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Peek N' Peak Resort, Ski-in/Ski-out, on golf course, Clymer, NY Ski Birdie Lodge, holiday rental in Chautauqua County
Peek N' Peak Resort, Ski-in/Ski-out, on golf course, Clymer, NY Ski Birdie Lodge, holiday rental in Chautauqua County
Peek N' Peak Resort, Ski-in/Ski-out, on golf course, Clymer, NY Ski Birdie Lodge, holiday rental in Chautauqua County

Peek N' Peak Resort, Ski-in/Ski-out, on golf course, Clymer, NY Ski Birdie Lodge

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location!, holiday rental in Chautauqua County
Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location!, holiday rental in Chautauqua County
Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location!, holiday rental in Chautauqua County

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

Condo/Apartment
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Tranquil, Central AC, Immaculate, holiday rental in Chautauqua County
Tranquil, Central AC, Immaculate, holiday rental in Chautauqua County
Tranquil, Central AC, Immaculate, holiday rental in Chautauqua County

Tranquil, Central AC, Immaculate

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Paradise at the Point! Beautifully updated, spectacular views, steps to the lake, holiday rental in Chautauqua County
Paradise at the Point! Beautifully updated, spectacular views, steps to the lake, holiday rental in Chautauqua County
Paradise at the Point! Beautifully updated, spectacular views, steps to the lake, holiday rental in Chautauqua County

Paradise at the Point! Beautifully updated, spectacular views, steps to the lake

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Frequently Asked Questions about Chautauqua County


Yes, here are some popular holiday rentals in Chautauqua County that have internet access:\n\nSee all holiday rentals in Chautauqua County on Tripadvisor