Some info has been automatically translated. Show original language

Holiday rentals in Chautauqua

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chautauqua

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
An open floor plan features a queen bed with light bedding, complemented by a cozy couch and armchair. Large windows allow natural light to brighten the space, while wooden beams add character to the ceiling. A small coffee table and decorative plants enhance the inviting atmosphere.
Cottage in Portland
4.97 out of 5 average rating, 122 reviews

Lake-View Cottage for 4 · Wine Tasting Included

Welcome to Fisherman’s Cottage; a cozy retreat with gorgeous lake views from the enclosed front porch and open-air back deck- perfect for catching a breathtaking sunset. Spend some time enjoying a complimentary wine tasting at nearby 21 Brix and return to comfortable furnishings, a fully equipped kitchen, and an efficient bath complete with a spa tub. Rent alone or pair with our newly renovated Mainstay cottage next door for extra space- ideal for families or groups seeking a peaceful getaway.

Top guest favourite
The living area features two sofas and a coffee table with magazines atop it. A wall-mounted television is present alongside a bookshelf filled with books. Windows are adorned with curtains, allowing natural light to enter. A small desk is positioned near a map of the United States.
Flat in Jamestown
4.88 out of 5 average rating, 278 reviews

Cheby Manor - 1 Bedroom Apartment Kitchen/Bath

1 bedroom apartment on 1st floor with full kitchen and bath. Queen bed & sleeper sofa to accommodate up to 4. Walking distance to Downtown Jamestown. Available short term or discounted weekly/monthly rates. Pets welcome with a fee, see 'other notes'. Free street parking. There are residents living in other apartments in the building, all friendly and quiet. The building is over 100 years old so it's not modern or fancy, just comfortable and affordable if that's what you're looking for.

Top guest favourite
A welcoming living space features a large screen TV mounted on a pale wall, surrounded by a black entertainment unit. A cozy couch with patterned throw pillows faces the TV, while warm wood flooring adds a homey touch. A door leads to the entrance.
Home in Asheville
5 out of 5 average rating, 108 reviews

Lovely 2 bedroom 1 bath country cottage on 5 acres

LOCATION LOCATION LOCATION... This cozy home is close to everything. Located just 2.5 miles from Chautauqua Lake, 10 miles from The Chautauqua Institution, 19 miles from skiing this is the perfect place. THE SPACE... First floor laundry, full kitchen, large screen tv featuring YouTube TV, gas grill and much more. Everything you need to feel at home. NOTE: THERE IS ROOM FOR 4 TO SLEEP, FEATURING TWO QUEEN BEDS AND A LARGE STANDARD (non pullout) COUCH TO SLEEP ON. NO GARAGE ACCESS

Top guest favourite
A serene lakeside view showcases the cottage positioned on a rocky shoreline. Two white Adirondack chairs are placed near the water, complemented by a small firepit surrounded by soft landscaping. Bright blue skies and calm water create a peaceful atmosphere.
Cottage in Cassadaga
4.97 out of 5 average rating, 152 reviews

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! This small, 2 Queen Bedroom/1 Full Bath, newly renovated, open-concept, light-filled cottage offers 125 ft of private waterfront, a gated covered porch, & thoughtful details throughout. Enjoy 2 kayaks, 2 paddle boards, a pedal boat, 4 adult cruiser bikes, fire pit, & propane grill. Dog-friendly & perfect for up to 4 adults — luxury on the lake awaits! If booked, check out our sister property, Blue Oar (4BR/3BA, lakefront!

Top guest favourite
Guest suite in Youngsville
5 out of 5 average rating, 107 reviews

The Loft, with Hot tub and fire pit.

Kick back and relax in our peaceful, cozy space. We have a wooded area that surrounds the back and side of the house. Come and enjoy a warm fire up in the woods under the beautiful Hemlock trees, as well as the bubbling, steamy hot tub tucked under our pergola behind the house. Don't leave without experiencing the beautiful Allegheny National Forest that surrounds us in Warren County! Summer is so lush and green, with many outdoor activities! We hope to see you!☀️🌿

Top guest favourite
A cozy living room is presented with soft, natural light filtering through two windows. A striped sofa offers comfortable seating, complemented by two armchairs. A round wooden coffee table sits at the center on a plush area rug, creating an inviting gathering space.
Home in Jamestown
4.94 out of 5 average rating, 135 reviews

Quaint 2 bedroom home overlooking bird sanctuary

2 bedroom house in a quiet neighborhood. just a minute from exit 12 off of I86 , Keybox self checkin arrive as late as you need to.. Beds and bath up on second floor, and it's an old house, stairs are steep.. kitchen, dining and living room on first. Enclosed front porch great for morning coffee, walk out basement has laundry, a flop futon and secure bike storage. Yard overlooks RTPI and has outdoor seating area with firepit. Driveway parking. Host in neighborhood ,

Top guest favourite
A cozy cabin exterior is surrounded by trees, illuminated by string lights at dusk. A hammock is strung between two trees, offering a comfortable space to relax. Several chairs and a fire pit are visible, inviting outdoor gatherings.
Guest house in Forestville
4.99 out of 5 average rating, 197 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.

Top guest favourite
A spacious living area is presented, featuring comfortable seating options including a sofa and two armchairs. A television is mounted on the wall, and a lighted floor lamp adds warmth. Large windows allow natural light to illuminate the space, enhancing the cozy atmosphere.
Flat in Jamestown
4.95 out of 5 average rating, 314 reviews

Lake-View, 2BR Apt w/Full Kitchen ~ Fluvanna

Our fully furnished, family & dog friendly, lake view apartment is waiting for you. Come enjoy lake views, garden walks, and our open concept, eco living space. The apartment is situated on a quiet street perfect for dog walks & bike rides and conveniently close to restaurants, the highway, and nearby tourist destinations. We will try our best to accommodate reasonable early check ins when requested, dependent on our full-time work schedules.

Top guest favourite
A cozy bedroom features a spacious bed with a patterned quilt in warm tones. Two bedside lamps provide soft illumination. A window with a wooden frame overlooks outdoor greenery, while floating shelves hold decorative items, enhancing the room’s inviting feel.
Cabin in Mayville
4.99 out of 5 average rating, 135 reviews

Cozy cabin- walking distance to Chautauqua lake!

Enjoy a peaceful stay in this cozy cabin on a quiet dead end street. With Snug Harbor Marina just a few minute walk down the street, Chautauqua Lake is right at your fingertips! Enjoy cooking outdoors with the BBQ grill, or make use of the full indoor kitchen. Create memories with the family while roasting s'mores around the gas fire pit and snuggling up with one of the board games provided. Snowmobilers and ice fishermen welcome!

Top guest favourite
A charming exterior of a renovated home displays a well-maintained garden with colorful flowers and a pathway leading to the entrance. An American flag is mounted on the side, framed by large windows that allow natural light into the living space.
Home in Westfield
4.99 out of 5 average rating, 623 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.

Top guest favourite
A tranquil lakefront scene is captured at sunset, showcasing soft pastel hues reflecting on the water's surface. A fluffy white dog sits on a wooden dock, framed by the serene backdrop of the lake and distant tree line.
Guest suite in Bemus Point
4.96 out of 5 average rating, 206 reviews

Lakefront Apt & boat slip, walk/boat/bike to Bemus

Lake Pines Loft private apartment was new in 2021. 1 Min. walk to private lakefront. Walk, or ride our included well-tuned classic bikes to Bemus. Take a quiet paddle in the canoe. Read, sunbathe, fish, or cocktail on a private dock, with mooring provided for your boat up to 25 ft. Private parking for 2 cars and a trailer.

Top guest favourite
A single-story house is depicted with a light gray exterior and a brown shingled roof. A welcoming front porch features a small set of steps leading to a door. Lush green lawn surrounds the home, accented by trees with autumn leaves.
Home in Dunkirk
4.97 out of 5 average rating, 236 reviews

Cozy 2 BR 1 BA home in a nice quiet neighborhood

This cute little house is just down the road from SUNY Fredonia. It is just a 5 minute drive to the NYS Thruway, shopping, and restaurants. Downtown Fredonia and Lake Erie shoreline are a short drive away.

Popular amenities for Chautauqua holiday rentals

When is the best time to visit Chautauqua?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£163£163£163£172£144£249£349£263£215£183£163£145
Avg. temp-2°C-2°C2°C9°C15°C20°C23°C22°C18°C12°C6°C1°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Chautauqua?

    Yes! Work meets play with ease at over 30 vacation rentals in Chautauqua featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Chautauqua?

    Four-legged friends are welcome in Chautauqua. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Do apartment rentals in Chautauqua have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Chautauqua. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chautauqua have a bbq area?

    Absolutely! We offer over 10 apartment rentals with a bbq area in Chautauqua. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Chautauqua?

    Experience the best of Chautauqua with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chautauqua have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Chautauqua. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Chautauqua?

    Chautauqua has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Chautauqua house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Chautauqua, available on Airbnb. Make a splash and soak up the sun in style!

Quick stats about holiday rentals in Chautauqua

  • Total holiday rentals

    Explore 100 holiday rentals in Chautauqua

  • Nightly prices starting at

    Chautauqua holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Chautauqua holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Chautauqua rentals

  • 4.7 Average rating

    Chautauqua stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. United States
  3. New York
  4. Chautauqua County
  5. Chautauqua