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House holiday rentals in Chautauqua County

Find and book unique houses on Airbnb

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Popular amenities for Chautauqua County house rentals

House rentals with a pool

Guest favourite
Home in Sherman
4.88 out of 5 average rating, 8 reviews

5 Private acres! Heated Pool. Close to attractions

ShaylinRating, 5 stars1 month ago
Our stay was wonderful! Great place for both adults and kids. Patti’s descriptions were extremely accurate. So many games and activities to do right at the home. One of the cleanest Airbnbs I have seen too!
Top Guest favourite
Home in Clymer
5 out of 5 average rating, 18 reviews

Haasienda Slopeside Condo

TomRating, 5 stars3 months ago
Perfect for what we were looking for. Very convenient ski in/out right off the slopes. Very responsive host and very clean.
Home in Bemus Point
4.88 out of 5 average rating, 40 reviews

Roomy Historic Lake House with pool and huge yard

RachelRating, 5 stars8 months ago
We planed a LAST moment trip with our family. We had a group of 4 adults and 4 kids of multiple ages and we ALL had an amazing time and comfortable stay. We love Bemus point as a location and went and enjoyed walks around town and the sunset. Debbie was an absolute pleasure and a very gracious host. We loved her dog as well and will definitely book here again.
Top Guest favourite
Home in Mayville
5 out of 5 average rating, 14 reviews

Victorian farmhouse retreat

MarciaRating, 5 stars7 months ago
Our long awaited family reunion of 8 adults and 1 dog LOVED staying in the Plum Bush house. The house is BEAUTIFUL and spacious, the beds comfy, the water hot and the sunporch was the coziest place to gather for conversation and enjoy the welcome snacks and beverages. The pool water was a balmy 88 degrees and the grounds were a great place to hike, have a camp fire or play a game of corn hole. Mary and Bert were nearby to answer any questions and made us feel at home. We would love to stay there again!
Top Guest favourite
Home in Irving
5 out of 5 average rating, 207 reviews

Lotus Bay Cabin- Pool/Hot Tub/Lake

StephanieRating, 5 stars2 months ago
Beautiful home! Spacious and comfortable! Backyard was completely fenced in, and the neighborhood was quiet! The kitchen had almost every type of appliance and utensil that you would want for a “staycation!” The hot tub was also delightful and well maintained! And plenty of towels! We look forward to coming in the summer
Guest favourite
Home in Mayville
4.89 out of 5 average rating, 38 reviews

Revitalized Historic Inn on Private 15-Acre Estate

ZaynahRating, 5 stars6 months ago
Michelle was very kind! Her empathy came to the forefront when she allowed us to keep one of our cars parked in the driveway for a few days after check out due to an emergency. If you'd like a quiet getaway with family, this is perfect! We also took a 45-minute car ride to Allegheny National Forest and spent several hours hiking. You can walk to the lake, and the public beach access is only a 15-minute drive (it has a very scenic view). Highly recommend!
Superhost
Home in Asheville
4.74 out of 5 average rating, 65 reviews

Lake Getaway w/ Indoor Pool!

MarlynRating, 5 stars2 weeks ago
Wonderful place for the family to come together. Had so much fun without having to leave the house. The owner was quick with responding and super nice!
Home in Clymer
5 out of 5 average rating, 6 reviews

Peek'n Peak Clubhome Condo

LindaRating, 5 stars13 months ago
The home was actually better than the photos! It was extremely clean, first class, and well appointed. The attention to detail was amzing. She even left little snack baskets out for us. We had 3 kids aged 5 to 14 with us and there were tons of games and activities in the house for them to use. The dining table was large enough to hold all of us comfortably (we had 7 people). The kitchen had everything we could have wanted. There was firewood already cut up and ready to use in the fireplace. We also like how the house was laid out. The kids pretty much had the lower level, the main level was parents and main living areas, and the grandparents had the nice upper loft level. We had several questions during our stay and Denise was expremely responsive in helping us out. We hope to be able to return for another vacation.

Weekly house rentals

Guest favourite
Home in Jamestown
4.89 out of 5 average rating, 18 reviews

Empire Manor

JennyRating, 5 stars5 months ago
We had a great stay! The neighborhood is safe and cute and family friendly. The backyard was amazing for our dogs to run and play. The hosts were very quick to respond and resolve questions, and very kind. We look forward to staying here again!
Superhost
Home in Asheville
4.9 out of 5 average rating, 30 reviews

Lakeside Retreat: 4-Bedroom House in Ashville!

CrystalRating, 5 stars6 months ago
Cute quaint little cottage… beautiful location
Guest favourite
Home in Mayville
4.88 out of 5 average rating, 24 reviews

Chautauqua Institution luxe gem

DeborahRating, 5 stars7 months ago
Chandra’s place was very clean and comfortable. We inquired about a fire pit and she was kind enough to get it ready, so all we had to do was light it. There is still landscaping work being done, but it did not affect how much we enjoyed our stay. Looking forward to seeing it again once it’s completed!
Top Guest favourite
Home in Mayville
4.99 out of 5 average rating, 154 reviews

Your Home Away from Home with No worries at all

KypRating, 5 stars6 months ago
This was, far and away, the best house I have ever stayed in through Air B&B. Every possible thing you thought you needed to bring was already in the house. A fully stocked kitchen, extra blankets, sheets and towels, and even extra bathroom needs. The neighborhood is quiet and within walking distance to both the grocery and a few shops and eateries. You can actually SEE Chautauqua Lake from the house! Wi-Fi and TV options were plentiful, and there are comfy chairs in the living room if you wanted to stay in and catch a movie or a game. In short, I hope other hosts are reading this, because THIS HOUSE is the reason Air B&B exists. I’d stay here every time if I could.
Top Guest favourite
Home in Cassadaga
4.94 out of 5 average rating, 85 reviews

Cozy Comfort at Cassadaga Lake

DebraRating, 5 stars4 weeks ago
We highly recommend Brenda’s place in Cassadaga. It is in a quiet, neighborhood with Cassadaga Lake within walk distance. Brenda is a great host- very responsive. We particularly liked the large kitchen space. Plenty of hot water and a good strong shower head in the bathroom. The house is very clean and exactly as described. We would look forward to staying here again. Please note that although the description states two people, there are two bedrooms, each containing a double bed. So the house adequately sleeps four.
Guest favourite
Home in Dunkirk
4.81 out of 5 average rating, 32 reviews

Lake Erie Getaway – Peaceful, Private, Perfect

HeatherRating, 5 stars4 months ago
This was the second time we stayed at Jennifer's place. Once again, we loved it. The Christmas decorations made it feel more like home during the holidays. Jennifer was responsive when a few situations came up. We had a great stay and are looking forward to staying again when we come to the area.
Guest favourite
Home in Ripley
5 out of 5 average rating, 6 reviews

Welcome to The Ripley House

MayaRating, 5 stars8 months ago
Loved this place! We have family in Ripley and I’m so glad I found this place; There’s lots of us so I will definitely be booking this place again in the future for family trips. Courtney is a great host and we had a great experience :)
Top Guest favourite
Home in Asheville
5 out of 5 average rating, 68 reviews

Lovely 2 bedroom 1 bath country cottage on 5 acres

MichaelRating, 5 stars1 month ago
The Country Cottage was great. Peaceful, quiet and clean. Kitchen was well equipped to handle all my cooking needs with pots, pans, utensils and nice appliances. Living space, bedrooms and bathrooms were all clean and spacious enough I felt at home. Will definitely be looking to book this place again and will recommend to others.

Private house rentals

Top Guest favourite
Home in Jamestown
4.97 out of 5 average rating, 61 reviews

The Bacon Ranch House

DonaldRating, 5 stars1 week ago
Very well equipped with all the amenities. Everything was perfect.
Top Guest favourite
Home in Jamestown
4.98 out of 5 average rating, 52 reviews

Classic country home - Great for Gatherings!

AmyRating, 5 stars1 month ago
Tree’s house was exactly what we needed for our group of 8. Lots of communal space to spend time eating and hanging out together along with perfectly decorated private bedrooms for some much needed rest. David was easy to communicate with and very friendly. This charming home is squeaky clean and impressively tidy and organized. You will not be disappointed.
Top Guest favourite
Home in Dunkirk
4.95 out of 5 average rating, 21 reviews

Cheerful 3 bedroom home - close to Fredonia

RobertRating, 5 stars1 month ago
The house is very nice inside and beds are super comfortable. Kitchen is great for cooking. I would definitely stay here again on my next work trip.
Guest favourite
Home in Forestville
4.85 out of 5 average rating, 84 reviews

Quiet Country Escape

MeganRating, 5 stars1 month ago
This cabin is beautiful!!! Large open floor plan! Windows all over so no matter where you are on the house you have a view of the beautiful creek and woods. The porch and fire pit were great to grill out and eat while listening to the creek rushing by and seeing all the deer and animals. If you are looking for a quiet secluded place to get away and relax, this is definitely the place to rent! Even put up some decor for the special occasion we went there for!
Superhost
Home in Clymer
4.8 out of 5 average rating, 5 reviews

Bear Ridge Manor -Nature, & Relaxation Await!

BethRating, 5 stars2 months ago
We loved everything that The Manor at Bear Ridge had to offer! It was perfect for our large group of families with teens for a getaway weekend. The large living room/ kitchen area had plenty of space for all of us to gather and enjoy games, pool table, and tv. Right across the street from Compass Bar and Grille and Peek and Peak for skiing. Thank you for sharing your beautiful place!
Top Guest favourite
Home in Cassadaga
5 out of 5 average rating, 66 reviews

Kingfisher Point: Beautiful New Lakeside Home

KevinRating, 5 stars5 months ago
As advertised, which is great! Sean was very friendly and helpful! 100% recommend! We’ll be back! :)
Top Guest favourite
Home in Westfield
5 out of 5 average rating, 32 reviews

Cozy Colonial in the heart of Westfield, NY

RachelRating, 5 stars1 week ago
2nd time staying here and its truly perfect for a girls weekend wine trip. Close to wineries and the Italian restaurant right next door is fabulous. Will definitely stay at this place again.
Guest favourite
Home in Asheville
5 out of 5 average rating, 6 reviews

Klau's Dale

JoannaRating, 5 stars9 months ago
We stayed with our 4 children at Patty's place - perfect spot just a few miles drive from Bemus Point where we access the lake. Patty was a friendly responsive host and the homemade blueberry muffins she left for us were top notch, as well as other breakfast foods. The home and furniture is significantly dated (as listing shows) but the price reflects that and it's a great option for less money then most. Also note the beds are quite firm and if you have young children, there's a good amount of decor/knick knacks in the house to be mindful of. Overall we loved it - the house is clean and comfortable and Patty is an amazing host!

Destinations to explore