Vacation rentals in Chautauqua County

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Top-rated vacation rentals in Chautauqua County

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Top guest favorite

A serene outdoor area is surrounded by vibrant flower beds, featuring a stone pathway leading to a covered seating area. Lush green lawns extend into the distance, framed by trees and colorful foliage. A dog is seen wandering along the pathway, adding to the tranquil scene.

Apartment in Bemus Point

4.98 out of 5 average rating, 104 reviews

Private in-law suite (without the in-laws)

Kick back and relax in this calm, stylish space. It is the perfect place to recharge after a busy day exploring the Chautauqua region. We are located in a very quiet rural area that is minutes away from Chautauqua Lake and the charming village of Bemus Point. If mountain biking and beers are your thing, you'll have a blast exploring the many trails and breweries our area has to offer. Leave the cleaning to us. It's your vacation! The owners, two lovely dogs, and two bee hives are on premises.

Top guest favorite

Cottage in Conewango Valley

5 out of 5 average rating, 171 reviews

Private Cottage/Cabin- Romantic/AlleganySt.Park

Comfy, cozy, romantic; Modern country cottage/cabin. 1 acre of lawn and wooded area. Seasonal outdoor deck/dinning, fire pit. Nestled amongst a quaint Old Order Amish community. Private secluded driveway. Allegany State park, Amish Shops, Jamestown's National Comedy Center, Lucy Desi Museum, Seneca/Allegany Casino, State land hiking trails, Ellicottville-30min. Public creeks, Lake Erie-Wineries, Chautauqua Institution, Chautauqua Lake. No city lights to obscure night skies. Seasonally decorated.

Top guest favorite

A vibrant sunset reflects shades of orange, pink, and purple across the water, creating a serene atmosphere. The silhouettes of trees and land are visible in the background, framing the tranquil scene.

Cottage in Westfield

4.94 out of 5 average rating, 200 reviews

Kelly Cottage

Comfort and convenience put you within walking distance to Barcelona Harbor and it’s historic lighthouse and centrally located on the Lake Erie Wine trail. Visit many art galleries and studios and attend various festivals throughout the year. For fishermen, opportunities include world class creeks for fly fishing and many charter boats for walleye excursions. Bring your bass boat, as we have plenty of parking. Chautauqua Institution is 15 minutes away. Guys or gals weekend groups welcome

Guest favorite

A cozy sleeping area is presented with a spacious bed covered in a yellow comforter. Natural light enters through two small windows adorned with soft, decorative curtains, providing a warm and inviting ambiance. Shelving and storage are visible above the bed.

Camper/RV in Dewittville

4.87 out of 5 average rating, 174 reviews

29’ camper (Sport). Quiet rural area.

Nice camper in a quiet location. 8 easy miles to the Chautauqua institution. 5 miles to Midway park. 2 miles to Chautauqua lake. 20 mins to the national comedy center. Short drive to Lake Erie wineries. 9 miles to Lily Dale. If you like country living this is the place. The camper is located in our back yard facing the woods with a great view. Hiking is welcomed. Equipped with a fire pit, picnic table. This camper has been remodeled with a new look. Check out our other campers as well.

Guest favorite

Three adirondack chairs are positioned on a grassy area overlooking a peaceful creek. Lush green trees surround the space, creating a serene ambiance. The sunlight filters through the foliage, enhancing the natural beauty of the setting.

Cabin in Sinclairville

4.93 out of 5 average rating, 237 reviews

The A Frame-Cozy cabin, HOT TUB! Nature lovers!

Cabin with great amenities in the forest. There’s a creek flowing and a lovely pond. 4 seat Hot tub! Satellite Tv, WiFi, full size fridge, microwave, apartment size oven/stove, wood stove (primary heat in colder months) and electric baseboard heat 2 double beds, bunk beds. wood stove in garage. Easy access to NY State Land Snowmobile trails! Great location for hunters,Snowmobilers, cross country skiers, hikers, kayakers and all outdoor enthusiasts! Near Cassadaga Lake.

Top guest favorite

Guesthouse in Forestville

4.99 out of 5 average rating, 175 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our secluded studio cabin on 5 acres, nestled beside a creek. Just 11 miles from Lake Erie and an hour from Niagara Falls. Only 528 yards to the snowmobile trail, 10 minutes to the Amish Trail, and 12 miles to Boutwell Hill State Forest. Enjoy hiking, biking, swimming, fishing, tubing, kayaking, skiing, snowmobiling, hunting, and exploring Amish country and local wineries. Located on a quiet dirt road, yet close to main travel routes.

Guest favorite

A kitchen area is presented, featuring wooden cabinetry with a rich finish and granite countertops. A stainless steel refrigerator stands alongside a coffee maker and additional storage. The vivid green walls add a pop of color, complemented by decorative accents on the surrounding shelves.

Apartment in Fredonia

4.94 out of 5 average rating, 434 reviews

Spacious Apartment in Historic Fredonia

This 2-bedroom, 1.5-bath apartment has a fully equipped kitchen; master suite with whirlpool tub; laundry, living, & dining rooms; & study. Attached to an historic home with on-site parking and private entrances, it has a porch overlooking a tree-shaded lot & quiet street. A 5-minute walk from SUNY Fredonia & downtown Fredonia, 3 miles from Lake Erie; a 35-minute drive from the Chautauqua Institute; & 1 hour from Niagara Falls, casinos, & ski resorts.

Guest favorite

A colorful illustration features a floral border filled with various flowers in shades of pink, yellow, and orange. In the center, a beige background displays text highlighting themes of nature and connection, creating a warm and inviting sentiment.

Cabin in Cassadaga

4.93 out of 5 average rating, 194 reviews

Angie's Country Stargazer Cabin shared hot tub acc

Close to lily dale ! Cannabis friendly Communal stay. Private cabin. Read whole listing b4 booking.nature is one of the greatest healers.rustic NON ELECTRIC cabin. hot tub is shared and at hosts home. 1room tiny off the grid cabin ( heat provided labor day to memorial day).shared guest shower available at hosts home. hot breakfast in bed add on. This is our most private cabin . Own driveway. Get away from the busy world dogs only no cats.

Top guest favorite

A charming cottage sits by the water, featuring red exterior walls and a welcoming porch. Surrounding green grass and landscaping create a serene setting. A pathway leads to the lakeside, where colorful chairs invite relaxation amidst the tranquil scenery.

Island in Cassadaga

4.99 out of 5 average rating, 291 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Top guest favorite

A serene view of the cottage positioned by the water's edge. White Adirondack chairs face the lake on a pebbled shoreline, surrounded by greenery. The cottage features a covered deck, with large windows reflecting natural light, providing scenic waterfront views. Clear skies enhance the tranquility of the setting.

Cottage in Cassadaga

4.99 out of 5 average rating, 111 reviews

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! Brand new EVERYTHING!!! This upscale cottage oasis sits right on the waters edge with 125ft of private waterfront and a gated covered deck overlooking the lake. This incredible renovated space is light filled and very bright with lots of high-end details and amenities. Luxury on the Lake! Recommended for 4 Adults MAX. Dog Friendly!

Top guest favorite

Home in Fredonia

4.98 out of 5 average rating, 162 reviews

CASA BELLA. Charming And Spacious.

CASA BELLA is a charming and spacious one bedroom, one bathroom space on the first floor of an unoccupied single family home in a quiet neighborhood. Located 1.7 miles from SUNY Fredonia, 8.1 miles from Lily Dale, 23 miles from Chautauqua and 69 miles from Niagara Falls. Perfect for families or a couple while visiting your college student, attending reunions, or local festivals.

Top guest favorite

A sprawling backyard showcases lush green grass and mature trees, providing ample shade. Neatly trimmed bushes create natural contours in the landscape. Sunlight filters through the leaves, casting gentle shadows on the ground, creating a serene environment for outdoor activities.

Home in Westfield

4.99 out of 5 average rating, 579 reviews

Westfield Charmer

Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Chautauqua County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chautauqua County

Guest favorite

A functional kitchen space features light green cabinetry and a wooden countertop. Natural light fills the room through windows. A coffee maker and a tea kettle are visible on the counter, alongside a colorful framed artwork on the wall.

Cottage in Van Buren Point

4.94 out of 5 average rating, 36 reviews

The Cottage at VBP

TjRating, 5 stars1 week ago

Great place to stay. Walking distance to lake erie. Very clean. GREAT PLACE. Nice Host

Top guest favorite

A cozy entryway reveals a comfortable seating area with an armchair and a guitar on the wall. Warm wood flooring leads towards the open kitchen, where additional seating options are visible. Natural light filters in, creating an inviting space for relaxation.

Cottage in Asheville

4.98 out of 5 average rating, 58 reviews

Sweet Cottage Suite

KristenRating, 5 stars2 days ago

What a fantastic place!! So charming and steps away from Goose Creek. I grew up spending quite a bit of time at my grandparents cottage on Goose Creek. It brought back some great memories. Very relaxing and peaceful for someone that's looking to unwind. Lots to do if that's your jam. I will definitely visit again and bring friends!!

Top guest favorite

An elegantly designed bathroom features a pedestal sink with modern faucets and a round mirror above. Soft lighting is provided by wall sconces, and a towel is hung neatly from a nearby rack. A door leads to another area, enhancing accessibility.

Apartment in Fredonia

4.97 out of 5 average rating, 33 reviews

Dragonfly House Upper Apt

JillianRating, 5 stars3 months ago

I was there with my son for his Fredonia audition. The check-in and parking instructions were detailed and clear, and when we arrived the apartment was toasty warm in spite of the 12 degree weather. The apartment is beautiful, and clearly decorated with attention to detail. There is a warm, cozy feel while managing to remain uncluttered. Beds were super comfortable with plenty of pillows and comforters for those of us who like to create a 'nest'. Water was nice and hot and we appreciated the shower amenities. The kitchen is well stocked for tea lovers with an amazing selection of teas. Coffee drinkers are not forgotten; there is a keurig with choices that also include hot chocolate. We really enjoyed our stay and regretted having to leave early an not enjoy a leisurely morning in this lovely space. Thank you!

Top guest favorite

The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.

Home in Gerry

4.96 out of 5 average rating, 97 reviews

Forest Retreat, 23 miles to Chautauqua Lake.

MattRating, 5 stars3 months ago

Chad and Tonya's place was amazing and even better than the photos. Beautiful and private property. We came here for a winter weekend, and it was very peaceful. The place was clean, and the amenities were accurately described in the listing. The whole experience, including communication and check-in, makes it one of the best Airbnbs I've stayed in. We would definitely stay here again.

Top guest favorite

The image captures the serene beauty of a lake at sunset, with gentle waves lapping at the shore. A few swimmers are visible in the water, while soft clouds drift across a colorful sky. The tranquil scene invites relaxation and reflection.

Apartment in Silver Creek

5 out of 5 average rating, 67 reviews

Cozy Bay Getaway

ShannonRating, 5 stars3 weeks ago

Thom was a great host. Always quick to respond and gave nice recommendations for Silver Creek. The apartment is spotless and as described. The homemade cookies were a delicious and nice treat upon arrival. Location is wonderful, close to everything and they grocery store right across the street was super convenient. We had a very relaxing stay and would recommend to anyone who is staying in the area.

An outdoor seating area is covered by a spacious canopy, featuring a comfortable sectional sofa adorned with decorative pillows. A rectangular table sits in front, while a grill is positioned nearby on the wooden deck. Gentle lighting creates a welcoming ambiance.

Home in Dewittville

5 out of 5 average rating, 4 reviews

Spacious country getaway

EzequielRating, 5 stars2 weeks ago

Shannon was very attentive to any request. I recommend it 100%

Top guest favorite

Home in Jamestown

5 out of 5 average rating, 10 reviews

Home Sweet Harmony Jamestown NY

VirginiaRating, 5 starstoday

Kimberly’s place Home Sweet Harmony was a welcome retreat for my husband and my anniversary. Her place is the best home we’ve stayed in on Air B&B! Everything was very clean, comfortable and pleasant. The welcome basket and sweet note were a lovely touch. The kitchen was WONDERFUL to use. (Coming from a chef…🤗) Fully stocked, not only in the kitchen but the bathroom as well. We super appreciated the water purifier in the kitchen too. And the bed was comfortable. We would stay at Kimberly’s place anytime again!

Guest favorite