House holiday rentals in Chautauqua County

Perfect for what we were looking for. Very convenient ski in/out right off the slopes. Very responsive host and very clean.

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.

Wonderful place!! Home has all amenities with huge full windows & high ceilings overlooking the lake in a great small community of 50 private homes with lovely & friendly neighbors. Proximity to Jamestown & Chautauqua institutions was great. Use of bike paths in adjoining Camp Chautauqua(100 acre site with 100 mobile trailer homes & 20 small fixed homes ) was great Also private tennis/pickelball court available at no cost on premises & large pool on adjoining camp property available as well as 2 boat docks.Great & safe for young children as community is private with no through streets & most kids & people use golf carts. There is adjoining campsite playground on lakefront which is great for young children. Bring a boat or kayak along & use Chautauqua institutions nearby for nightly entertainment as well as day lectures , art instruction courses sailing school, variety of day courses & lectures with great theater & opera productions. only 3 miles away.

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!

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

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!

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!

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.

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!

We stayed in this beautiful historic home for a family gathering for a funeral, and it was the perfect spot for all of us. The house was cozy and spacious — perfect for multiple families. The kitchen had absolutely everything you’d need to cook and host (and then some!). Each bedroom was thoughtfully set up with fresh towels and its own individual door code, which would be super handy if you were traveling with people you didn’t know as well. There were tons of toys for the kids to play with, and the fire pit was such a nice touch — especially with the pre-made fire ready to go. The decor made it feel like you were staying at your grandma’s house in the warmest, most comforting way. And the host was incredibly communicative and kind. Such a special place to be together. Couldn’t recommend this place more!!

Cute quaint little cottage… beautiful location

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!

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.

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.

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.

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 :)

Very well equipped with all the amenities. Everything was perfect.

Great little cottage in a beautiful location, convenient and cozy! House was so well stocked and very clean!

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.

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!

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!

As advertised, which is great! Sean was very friendly and helpful! 100% recommend! We’ll be back! :)

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.

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!