A lighthouse with a red top, a brick building, and a grassy area with a wooden structure in the foreground.

Holiday Rentals in Chautauqua County

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Our top choices for Chautauqua County holiday rentals

A dining area with a wooden table and chairs, a kitchen with a counter and stools, and a loft space with a ladder and framed pictures.

1. Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (103 reviews)
"Our second stay at this property, awesome we will be back"
United States
Harry C.
The price is €131
includes taxes & fees
19 Nov - 20 Nov
Step back in time farm house
A spacious kitchen with modern appliances, a dining area with wooden chairs, and a ceiling fan.

2. West & Vine - Lake Erie Fishing & Wine Country

West & Vine - Lake Erie Fishing & Wine Country
Ripley
The price is €186
includes taxes & fees
16 Nov - 17 Nov
West & Vine - Lake Erie Fishing & Wine Country
A room with a sliding glass door leading to an outdoor deck with chairs and a table.

3. Premier St Elmo Unit w Large Balcony over Park

Premier St Elmo Unit w Large Balcony over Park
Chautauqua
10.0 out of 10, Exceptional, (3 reviews)
"Great property, very clean and in great condition. Very accommodating hosts, excellent and prompt communication."
United States
Leonid T.
The price is €205
includes taxes & fees
13 Dec - 14 Dec
Premier St Elmo Unit w Large Balcony over Park
A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

4. Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious
Mayville
10.0 out of 10, Exceptional, (5 reviews)
"Great stay. Clean loft and pet friendly.Host was easy to"
United States
Angela W.
The price is €210
includes taxes & fees
16 Nov - 17 Nov
Cozy Loft-Pet Friendly-Spacious
A modern living room with a dining table, sofa, and staircase.

5. Lake Erie Retreat

Lake Erie Retreat
Dunkirk
10.0 out of 10, Exceptional, (5 reviews)
"I was impressed with the cleanseliness and the warm and inviting atmosphere."
United States
Amanda G.
The price is €170
includes taxes & fees
22 Nov - 23 Nov
Lake Erie Retreat
Rear hall with bathroom and bedroom entrance.

6. The Stable at Windmill Ridge Farm

The Stable at Windmill Ridge Farm
Fredonia
9.6 out of 10, Exceptional, (18 reviews)
"Superb place "
Canada
Jonathan M.
The price is €182
includes taxes & fees
17 Nov - 18 Nov
The Stable at Windmill Ridge Farm
A kitchen with a central island, dining table, chairs, and a ceiling fan.

7. 🌊 Lake Erie Retreat | Views, Beach Walk & Sleeps 8

🌊 Lake Erie Retreat | Views, Beach Walk & Sleeps 8
Dunnkirk
8.0 out of 10, Very good, (2 reviews)
The price is €322
includes taxes & fees
22 Nov - 23 Nov
🌊 Lake Erie Retreat | Views, Beach Walk & Sleeps 8
A two-story house with a covered patio and a well-maintained lawn.

8. The Refined Retreat

The Refined Retreat
Celoron
9.8 out of 10, Exceptional, (28 reviews)
"Beautiful, well designed property. Host was very attentive to my messages. We enjoyed our stay."
United States
Leah M.
The price is €316
includes taxes & fees
16 Nov - 17 Nov
The Refined Retreat
A wooden deck with outdoor furniture, including a table and chairs, and a grill.

9. Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful location! We enjoyed the peaceful quiet time."
United States
Anonymous traveller
Quiet Escape, Peaceful Lake Glimpses
A lakeside setting with four Adirondack chairs arranged in a circle on a gravel area.

10. Lakefront w Dock-Pets OK-Amazing Views-Large Deck

Lakefront w Dock-Pets OK-Amazing Views-Large Deck
Chautauqua Lake
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is €203
includes taxes & fees
18 Nov - 19 Nov
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A coastal view with grassy fields and the sea.

11. Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (101 reviews)
"Beautiful property and super nice host!"
United States
Ashley F.
The price is €282
includes taxes & fees
1 Dec - 2 Dec
Walk out the door, walk onto the beach!
A grassy outdoor area with four Adirondack chairs arranged around a central fire pit.

12. Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
9.6 out of 10, Exceptional, (19 reviews)
"You have the whole house so it is nice and quiet. I stayed here twice this summer and it was very convenient and relaxing. AC works well and the bed is comfortable."
United States
Chihiro
The price is €226
includes taxes & fees
13 Dec - 14 Dec
Beautiful Wine Trail 2-BR Rental
A grassy outdoor area with a table and two chairs facing a body of water.

13. Lakefront Cottage with Spectacular Lake Erie Views near boat launch

Lakefront Cottage with Spectacular Lake Erie Views near boat launch
Brocton
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I were looking for a quiet escape, and this charming cottage on Lake Erie delivered in every way. The lake views alone are worth the stay. We couldn't stop staring at the water from the moment we arrived.The space is clean, cozy, and thoughtfully put together. Comfy beds and pillows. The updated bathroom was a nice surprise, and the kitchen had everything we needed!Our favorite moment? Sitting by the fire pit at sunset with our two Yorkies, watching the sky turn pink and orange...
United States
Christina B.
Lakefront Cottage with Spectacular Lake Erie Views near boat launch
A fire pit on a deck with a view of the ocean.

14. 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, (66 reviews)
"Host was fantastic and accommodating! The home is decorated perfectly!"
United States
Suzanne D.
The price is €316
includes taxes & fees
16 Nov - 17 Nov
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

15. Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Portland
9.6 out of 10, Exceptional, (10 reviews)
"Cute cottage. Perfect location. Very clean and the process was very smooth."
United States
Julianne C.
The price is €316
includes taxes & fees
16 Nov - 17 Nov
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
A spacious living room with a wooden dining table, a sofa, and a staircase with a carpeted handrail.

16. 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, (93 reviews)
"I would highly recommend staying here. Wonderful condo and property. Created lasting memories and will return."
United States
BRETT H.
The price is €442
includes taxes & fees
27 Nov - 28 Nov
Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14
A wooden dock with a fishing rod, a green chair, and a table with a green mat.

17. Lake Front Home Near Peek'n Peak

Lake Front Home Near Peek'n Peak
Findley Lake
10.0 out of 10, Exceptional, (85 reviews)
"Great stay"
United States
Dustin S.
The price is €330
includes taxes & fees
30 Nov - 1 Dec
Lake Front Home Near Peek'n Peak
A residential property at dusk with a well-lit driveway, a wooden fence, and a lawn.

18. Haney Hideaway/The Peak: Ski, Golf, Fall Fun & 3+ Day Pool Credit! Sleeps 10

Haney Hideaway/The Peak: Ski, Golf, Fall Fun & 3+ Day Pool Credit! Sleeps 10
Clymer
9.6 out of 10, Exceptional, (5 reviews)
"We had a really nice stay! The condo was very very clean and the proximity to the lift and lodge was very nice."
United States
Will K.
The price is €419
includes taxes & fees
1 Dec - 2 Dec
Haney Hideaway/The Peak: Ski, Golf, Fall Fun & 3+ Day Pool Credit! Sleeps 10
A two-story house with a garage, outdoor seating area, and a mural on the garage doors.

19. 3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (36 reviews)
"Great place to get away and relax! Well stocked and clean!"
United States
Emily Z.
The price is €299
includes taxes & fees
16 Nov - 17 Nov
3- Bedroom Apartment at an Award Winning Winery
A covered outdoor seating area with a round table and chairs, surrounded by a white railing.

20. 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, (8 reviews)
"Great property. Tiffany thought of everything. It was all so welcoming and new. Would definitely stay here again. "
United States
Jennifer L.
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
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.
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Top Chautauqua County Hotel Reviews

Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown

8/10 Good
"This place was awesome I will definitely book again when im visiting"
Cretia 1-night trip
Posted 2 days ago
Hampton Inn & Suites Jamestown

Find out more about Chautauqua County

Holiday Homes in Chautauqua County

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