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 single-story house with a front porch, a small garden, and a driveway.

1. 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.
The price is €457
includes taxes & fees
4 Oct - 5 Oct
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
A modern kitchen with wooden chairs, a dining table, and a black cabinet.

2. Cozy Colonial in Downtown Westfield, NY

Cozy Colonial in Downtown Westfield, NY
Westfield
10.0 out of 10, Exceptional, (31 reviews)
"Great clean place in a good part of town so we were able to walk to the bars and restaurants in a few minutes. Will for sure book this same place next year when we are up on fishing trip and wine arounds."
United States
Ken
The price is €308
includes taxes & fees
13 Oct - 14 Oct
Cozy Colonial in Downtown Westfield, NY
A lakeside patio with outdoor seating, a dock, and boats.

3. 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, (224 reviews)
"A beautiful hotel in a great location."
United States
Elizabeth N.
The price is €446
includes taxes & fees
4 Oct - 5 Oct
Charming Resort in the Heart of Bemus Village on CHQ Lake
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, (4 reviews)
"Great stay. Clean loft and pet friendly.Host was easy to"
United States
Angela W.
The price is €219
includes taxes & fees
7 Oct - 8 Oct
Cozy Loft-Pet Friendly-Spacious
Lakefront dining table with seating for 8 around the table

5. Casa Andante - Lakefront Escape

Casa Andante - Lakefront Escape
Mayville
10.0 out of 10, Exceptional, (69 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.
Casa Andante - Lakefront Escape
A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

6. 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, (7 reviews)
"Cute cottage. Perfect location. Very clean and the process was very smooth."
United States
Julianne C.
The price is €318
includes taxes & fees
1 Oct - 2 Oct
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
A campfire with four Adirondack chairs around it, set in a forested area with a picnic table in the background.

7. Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (23 reviews)
"It absolutely was serenity!! it was quiet and the view was absolutely beautiful, 10 and 10 would absolutely stay here again!!! the host was wonderful to work with as well!"
United States
Denise P.
The price is €309
includes taxes & fees
1 Oct - 2 Oct
Quiet Escape, Peaceful Lake Glimpses
A spiral staircase with wooden steps and metal railings, leading to an upper level with a skylight.

8. 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, (64 reviews)
"Peaceful, great location and beautiful interior/decor. Wished we could have stayed longer. Nice proximity to local vineyards and local towns. Our pups also appreciated standing on the overlook and peering out to ever changing Lake Erie."
United States
amy k.
The price is €317
includes taxes & fees
4 Oct - 5 Oct
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A spacious living area with a dining table, a sofa, and a kitchen with wooden cabinets and a built-in island.

9. 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, (73 reviews)
"A very pleasant stay here. It was peaceful and so nice to sit on the back deck!"
United States
Mary Anne J.
The price is €263
includes taxes & fees
8 Oct - 9 Oct
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A two-story house with a deck, a barbecue grill, and a sofa.

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, (18 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is €251
includes taxes & fees
1 Oct - 2 Oct
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A modern kitchen with white cabinets, stainless steel appliances, a black countertop, and a wooden floor.

11. Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
9.8 out of 10, Exceptional, (17 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 €239
includes taxes & fees
7 Oct - 8 Oct
Beautiful Wine Trail 2-BR Rental
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

12. 3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (33 reviews)
"Great stay at Xinnis as usual! Everything we needed for our quick stay visiting family."
United States
Toni P.
The price is €306
includes taxes & fees
13 Oct - 14 Oct
3- Bedroom Apartment at an Award Winning Winery
A house with a porch, a small garden with flowers, and a starry night sky.

13. Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
Mayville
10.0 out of 10, Exceptional, (40 reviews)
"The home was clean, host responded to requests promptly. This is our 2nd stay and on the list for next time "
United States
Joseph D.
The price is €489
includes taxes & fees
4 Oct - 5 Oct
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
A grassy pathway leading to a white RV with a visible logo.

14. Beautiful Camper on a country road.

Beautiful Camper on a country road.
Dewittville
9.0 out of 10, Wonderful, (16 reviews)
"Nice place "
United States
Steve M.
The price is €113
includes taxes & fees
14 Oct - 15 Oct
Beautiful Camper on a country road.
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

15. 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, (1 review)
"This unit was perfect and just as described in the listing. The owners were very good with communication and helping us be prepared for our trip."
United States
Kristy C.
The price is €217
includes taxes & fees
1 Oct - 2 Oct
Premier St Elmo Unit w Large Balcony over Park
A modern kitchen with white cabinets, stainless steel appliances, and a window providing natural light.

16. Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
Jamestown
9.8 out of 10, Exceptional, (14 reviews)
"Great communication with the host and a good location that was quiet and relaxing."
United States
Nathan R.
The price is €312
includes taxes & fees
16 Oct - 17 Oct
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
A living room with a sofa, a coffee table, a television, and a bookshelf.

17. 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, (48 reviews)
"Clean and comfortable property. Second time staying we enjoy our time here and the winery!"
United States
Heather S.
The price is €292
includes taxes & fees
13 Oct - 14 Oct
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
A living room with a stone fireplace, a television, and a dining area in the background.

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

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (96 reviews)
"Beautiful property and super nice host!"
United States
Ashley F.
The price is €296
includes taxes & fees
28 Oct - 29 Oct
Walk out the door, walk onto the beach!
A modern kitchen with a central island, pendant lighting, and a view into the dining area.

19. Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites

Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
Ashville
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful house!! Very clean and had everything we needed and more! The hosts were very helpful and communicated very quickly! I highly recommend staying in this house!"
United States
Janson D.
The price is €690
includes taxes & fees
11 Oct - 12 Oct
Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
A spacious living room with a wooden dining table, a sofa, and a staircase with a carpeted handrail.

20. 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, (91 reviews)
"Great experience and an amazing property"
United States
Michael R.
The price is €347
includes taxes & fees
1 Oct - 2 Oct
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.
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Top Chautauqua County Hotel Reviews

Athenaeum Hotel

Athenaeum Hotel

10/10 Excellent
"We stayed here for parents weekend at Fredonia. It is about 30-40 minutes from campus. The hotel is stunning. It maintains its 1800s elegance. The entire property is gorgeous. However, it’s the staff that makes your stay truly special. Every member is so kind and helpful. The continental breakfast has a delicious assortment of pastries and yogurt. The full bar is beautiful and it was so nice to enjoy a glass of wine on the patio. I highly recommend this property."
Jennifer 1-night trip
Posted 4 hours ago
Athenaeum Hotel

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Holiday Homes in Chautauqua County

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