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House holiday rentals in Chautauqua County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Chautauqua County

House rentals with a pool

Guest favourite
Home in Sherman
4.89 out of 5 average rating, 9 reviews

5 Private Acres: Heated Pool Near Attractions

KristenRating, 5 stars1 week ago
We loved this stay!! What a great location. So private. The house and grounds were so beautiful. My teens had a great time in The pool. The beds were comfortable and we had everything we needed. We spend one night with eight people (teens that are as big as adults) and a child. We had plenty of space to spread out. I wish we could have stayed longer!! Thanks for sharing your home with us!!
Top guest favourite
Home in Clymer
5 out of 5 average rating, 18 reviews

Haasienda Slopeside Condo

TomRating, 5 stars5 months ago
Perfect for what we were looking for. Very convenient ski in/out right off the slopes. Very responsive host and very clean.
Guest favourite
Home in Clymer
5 out of 5 average rating, 7 reviews

Peak shelter

EmmaRating, 5 stars1 week ago
The house was great and Heath was very responsive and helpful. Very clean house with lots of space and great location!
Superhost
Home in Mayville
5 out of 5 average rating, 3 reviews

Lovely house on a hill w/a view

NoelRating, 5 stars9 months ago
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.
Top guest favourite
Home in Mayville
5 out of 5 average rating, 15 reviews

Victorian farmhouse retreat

DenverRating, 5 stars3 weeks ago
We had a wonderful stay! The house was beyond the description. It was beautiful and extra roomy. We had a group of bridesmaids stay here for the weekend as we prepared for a friend’s wedding! Having a bathroom in each room was incredibly helpful for couples to get ready for the wedding. The location was extremely private but also close to Chautauqua Institution where the wedding was held. The host was easy to communicate with and helpful when booking. We would absolutely stay here again!
Top guest favourite
Home in Irving
5 out of 5 average rating, 207 reviews

Lotus Bay Cabin- Pool/Hot Tub/Lake

StephanieRating, 5 stars4 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
Home in French Creek
4.63 out of 5 average rating, 8 reviews

Golf Peak & Peak-book now for 20%off summer stays

GarrettRating, 5 stars5 months ago
Had everything we needed. Place was clean and the host had good communication.
Guest favourite
Home in Mayville
4.9 out of 5 average rating, 39 reviews

Revitalized Historic Inn on Private 15-Acre Estate

ZaynahRating, 5 stars8 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!

Weekly house rentals

Top guest favourite
Home in Dunkirk
4.91 out of 5 average rating, 11 reviews

Lakeside Effect Home

MichelleRating, 5 stars8 months ago
We had an amazing stay in this beautifully decorated home! The space was spotless and perfect for relaxation. The kitchen was fully equipped, allowing us to prepare a meal and spend quality time together, and we loved watching the stunning sunset by the lake—it was absolutely breathtaking. The host was wonderful and went above and beyond to make our stay memorable. We left a pair of shoes behind, and the host kindly coordinated with me to meet my daughter at her nearby college to ensure we got them back. She truly went out of her way to help us, and we couldn’t be more grateful for her kindness. Highly recommend this place for a relaxing getaway!
Guest favourite
Home in Westfield
4.96 out of 5 average rating, 79 reviews

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries

VeronicaRating, 5 stars1 week ago
This house was fabulous for our annual friend's trip! All of us came from various parts of the country and Tiffany's house was the perfect place for the 11 of us. There was plenty of space, a very large back yard that was perfect for yard games, some of which they had for us, some of which we brought. If you're looking for a quite, serene, let enjoyable house, I would highly recommend this listing!
Top guest favourite
Home in Celoron
5 out of 5 average rating, 51 reviews

1920's Charmer-large yard, 2 blocks from the lake!

HeidiRating, 5 stars2 weeks ago
Visited Chris's with my sisters and friends for an I Love Lucy filled weekend! It was so nice to be able to walk to the Lucy Memorial Park . The park, which has two Lucy statutes and a gorgeous Veteran Memorial, is adjacent to a gorgeous lake, and a very short walk from the home. The house is adorable, larger than I expected and spotless. This is a super host ! One of my friends who stayed with us is a chef and said the hosts have an extremely well appointed kitchen! The bathroom has very nice amenities that I have never seen in other AirBnb's. The dining room and front porch are so inviting and we spent alot of time hanging out in those areas. Large television, great board games, puzzles & cable tv. In the morning we saw bunnies frolicking while we drank our coffee. Quiet area and felt very safe. You cannot go wrong staying here, also only a short drive to Jamestown for the Lucy museum. I would definitely stay here again.
Guest favourite
Home in Forestville
4.85 out of 5 average rating, 85 reviews

Quiet Country Escape

MeganRating, 5 stars2 months 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!
Top guest favourite
Home in Clymer
4.97 out of 5 average rating, 36 reviews

Honeybee Cottage

JohnRating, 5 stars1 month ago
As awesome as the pictures are, they really don't do this place justice! My wife and I we're celebrating our anniversary early and I decided to surprise her with this cottage as it was right up her alley as far as designs, etc go. She also really loves going to Findley Lake for the candle shop, Chautauqua, etc. This was very central to all of her favorite places and the property was beautiful. driving there you pass a lot of rolling hills and farms. Then once we got there it was very private and secluded and had beautiful countryside scenery. Would definitely stay again!
Top guest favourite
Home in Asheville
5 out of 5 average rating, 22 reviews

Copper Top - Chautauqua Lake

ZachRating, 5 stars3 weeks ago
My wife and I could not be happier with our stay at the Copper Top. Our original trip in 2024 had to be canceled due to unforeseen weather on our way to the Copper Top which actually led us being stuck in Erie, PA. Immediately we were offered an extension to our trip free of charge. Ultimately due to weather we were unable to make it to the Copper Top all together. Matthew, Brian, and Leah were gracious enough to let us reschedule our trip for Memorial Day weekend 2025 and use our payment from 2024 as a credit towards the trip!! Which we could not be more thankful for. The space itself is beautiful and very well maintained! Any questions that popped up were answered immediately and the hosts truly care about their guests needs! We cannot recommend this place enough and cannot wait to return!
Top guest favourite
Home in Fredonia
4.99 out of 5 average rating, 82 reviews

Renovated small town charm next to SUNY Fredonia

AmandaRating, 5 stars1 week ago
The place was clean and comfortable! The host was kind and responses. We would stay there again!
Top guest favourite
Home in Gerry
4.96 out of 5 average rating, 98 reviews

Forest Retreat, 23 miles to Chautauqua Lake.

JonRating, 5 stars1 week ago
We've stayed at Chad's home twice now, and it's absolutely incredible! The cabin feels like home, the property is immaculate and the pond is beautiful. This is the place if you're looking to be secluded in nature. We can't wait to plan our next trip out.

Private house rentals

Top guest favourite
Home in Asheville
5 out of 5 average rating, 18 reviews

Little Blue on the Lake!

FelixRating, 5 stars5 months ago
If you’re in the Chautauqua Lake area it’s a great stay. Beautiful view of the Lake. We’ll be back. Thank you
Top guest favourite
Home in Asheville
4.92 out of 5 average rating, 12 reviews

Cozy Cottage on the lake

AmyRating, 5 stars8 months ago
Our stay at the cozy cottage was great for a long weekend away with the family (including our golden). The cottage was cute, clean and just what we needed for some family time at the lake. The dock access was great and even though we were there in October it would be amazing to have dock access in the summer months too! Kelsey, Olivia and their parents were super friendly and it was nice to know someone was on the property in case anything came up. Hoping to come back again in the summer!
Top guest favourite
Home in Dunkirk
4.96 out of 5 average rating, 69 reviews

Located in Van Buren ; walk to private beach.

AlisonRating, 5 stars1 month ago
Kathi’s house is just as described, when you walk in you feel the relaxation of a welcoming trip. It was shorter than we wanted to it to be, but we had an amazing time at her home. It’s definitely a refreshing, peaceful, and relaxing place. The weather was a little chilly so we were unable to use the beautifully landscapes yard, but the grill was clean and full of propane. Quality amenities and more in the kitchen! Such a lovely coffee bar, and comfortable furniture. A great time was had by all, playing board games and not once looking at our phones! Thank you again Kathi for your responsiveness and your courtesy while we stayed in your home.
Top guest favourite
Home in Westfield
5 out of 5 average rating, 36 reviews

Cozy Colonial in the heart of Westfield, NY

MartinRating, 5 stars4 days ago
Loved the place. Around the corner from a great coffee shop and downtown Westfield. House was well equipped, more than what we have experienced at other AirBnBs. Denise was very helpful. Good climate control in the rooms. This was easily 5 stars.
Guest favourite
Home in Dunkirk
4.83 out of 5 average rating, 35 reviews

Lake Erie Getaway – Peaceful, Private, Perfect

ChristopherRating, 5 stars1 week ago
This place and the host is one of the best experiences we've had as a family of 4 (2 kids under 3). The host was incredibly helpful and informative. There were small touches for the kids, plenty of playgrounds nearby and the area overall is super walkable. Window air-conditioning kept the house very comfortable and the kitchen is big enough and well equipped to cook dinner should you want to stay in one night. Small yard is great for kids to run around in and the street is fairly quite. Beds are super comfortable and linens were really soft. Host provides lots of towels, which is really appreciated with two kids, and the washer and dryer are new and quick to do a load of laundry before you leave.
Top guest favourite
Home in Fredonia
4.98 out of 5 average rating, 59 reviews

Cush

JenniferRating, 5 stars1 month ago
The communication always very clear and quick. The accommodations were very comfortable, clean and inviting. The classy touch of adding flowers and other graduation decorations was very thoughtful and took me by surprise. We would return here in a heartbeat. Couldn’t have been happier.
Superhost
Home in Mayville
4.83 out of 5 average rating, 83 reviews

Little Whit on Chautauqua Lake

AlvinRating, 5 stars9 months ago
Great place to relax and unwind. The amenities are superb and great location. I highly recommend Matthews place.
Guest favourite
Home in Cassadaga
4.94 out of 5 average rating, 17 reviews

Lakefront 3 BR, 2 full bath, elderly friendly

NRating, 5 stars5 months ago
The lakefront cottage was perfect for our family over the holidays, just right for both grandparents and visiting grand toddlers. It's a lovely home, sweet view of the lake and we only wished it were summer so we could take advantage of available kayaks. Douglas was quick in response to questions, and offered great advice about places to walk and enjoy a meal out. Highly recommended, with hopes to return.

Destinations to explore