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Vacation rentals in Chautauqua

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chautauqua

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

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Top guest favorite
A covered porch extends from the front of the house, featuring wooden railings and a small set of steps leading down. Potted plants and lush greenery line the front, while a small table and chairs are set up for casual outdoor seating.
Cottage in Westfield
4.92 out of 5 average rating, 210 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
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.
Cabin in Portland
4.97 out of 5 average rating, 116 reviews

The Fisherman's Cottage - a Lakeside Loft

A cozy retreat in the heart of the Lake Erie Wine Trail that comes with a complimentary wine tasting. This newly renovated 1950's fishing cabin boasts modern amenities to ensure your comfort while retaining hints of it's former purpose. Wake up each morning to take in the panoramic view of Lake Erie from the back deck. Enjoy sunset from the screened in porch while you listen to the waves below. The Fisherman's Cottage is perfect for a girl's weekend at the wineries or a romantic getaway.

Top guest favorite
The exterior of a single-story house is shown, framed by green trees and a well-manicured lawn. A driveway leads up to the attached garage. Soft light filters through the leaves, highlighting the home's traditional siding and welcoming entrance.
Home in Mayville
4.98 out of 5 average rating, 172 reviews

Your Home Away from Home with No worries at all

Welcome and make yourselves at home. Located in the quaint little village of Mayville. Fully furnished in traditional decor. Chautauqua Lake is a mile away with a Public Boat launch & dock. Nearby things to do include hiking, biking, swimming, canoeing, fishing, golf, museums, and all kinds of shopping. Cleanliness has always been one of our top priorities. Due to COVID-19, our cleaning service has initiated an enhanced cleaning routine and are taking extra care to disinfect our home.

Top guest favorite
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.
Apartment in Jamestown
4.88 out of 5 average rating, 275 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 favorite
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, 103 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 favorite
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, 146 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 favorite
Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.
Cabin in Sinclairville
4.93 out of 5 average rating, 260 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
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.
Apartment in Jamestown
4.95 out of 5 average rating, 306 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 favorite
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
4.98 out of 5 average rating, 133 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 favorite
A charming cabin is set in a wooded landscape, featuring a red metal roof and large glass doors that open to a deck area. Two Adirondack chairs surround a fire pit on a gravel base, inviting relaxation amidst nature.
Cabin in Russell
4.98 out of 5 average rating, 110 reviews

Secluded Egypt Hollow Cabin

Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!

Top guest favorite
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, 617 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 favorite
A light-filled living area showcases large windows with lake views. A cozy, elegant loveseat and two tufted armchairs frame a wooden coffee table, positioned on a soft area rug. A potted plant adds a touch of greenery near the open door leading to the outdoor space.
Home in Jamestown
4.99 out of 5 average rating, 132 reviews

Cozy Lakefront Cottage

Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.

Popular amenities for Chautauqua vacation rentals

When is the best time to visit Chautauqua?

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Avg. priceﺩ.ﺇ808ﺩ.ﺇ808ﺩ.ﺇ808ﺩ.ﺇ852ﺩ.ﺇ716ﺩ.ﺇ1,234ﺩ.ﺇ1,730ﺩ.ﺇ1,304ﺩ.ﺇ1,069ﺩ.ﺇ907ﺩ.ﺇ808ﺩ.ﺇ720
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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.

  • Are there Chautauqua vacation rentals on Airbnb with pools?

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

  • Do house rentals in Chautauqua have wifi?

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

  • Do house rentals in Chautauqua have a bbq area?

    Absolutely! We offer over 20 house 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.

Quick stats about vacation rentals in Chautauqua

  • Total vacation rentals

    Explore 100 vacation rentals in Chautauqua

  • Nightly prices starting at

    Chautauqua vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 400 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Chautauqua vacation rentals include wi-fi 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

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