Holiday rentals in Chautauqua

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Top-rated holiday rentals in Chautauqua

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Guest favourite
Home in Mayville
5 out of 5 average rating, 8 reviews

20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

Welcome to our newly renovated cottage at 20 Park in Chautauqua Institution! -Short walk to Amp & lake -Hall of Philosophy a block away -House faces a peaceful wooded area with walking path & ravine -Off-street parking for 3 cars (street parking ok off-season) -1st floor: 2 BR (1 king, 1 queen), living room with queen sleeper, full bath, half bath, kitchen & laundry -2nd floor studio: king bed, kitchenette, full bath & laundry -Porches on 1st & 2nd floors -Dogs welcome -2 bikes provided

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, 142 reviews

Rest and relax in cozy cabin close to 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 can access the trail a couple miles away by road or by trailering to the Mayville Town Park.

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, 130 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.

Guest favourite
A three-story yellow house with a wraparound porch is positioned among green trees and landscaped gardens. The entrance is marked by a stone border and visible steps leading to the upper floors. A quiet street completes the inviting exterior view.
Home in Jamestown
4.94 out of 5 average rating, 17 reviews

Huge Family Home in the Heart of the Institution

**CHAUTAUQUA INSTITUTION GROUNDS** Just a block from Bestor Plaza in the heart of the historic Chautauqua Institution, this large family home can host your entire extended family. An oversized living room provides a welcoming gathering space, as does dining room with live edge table seating 11. The kitchen is updated with professional 6-burner gas range and has all the basics to make a feast for the family. Upstairs are 2 more floors with 8 total bedrooms and 5 bathrooms (3 full, 2 half).

Top guest favourite
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
4.93 out of 5 average rating, 214 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

Top guest favourite
An open living area presents a spacious dining table surrounded by wooden chairs, lit by pendant lamps. A large sectional sofa is arranged nearby, enhancing the communal space. Skylights allow natural light to fill the room, with modern cabinetry visible in the kitchen area.
Home in Bemus Point
4.98 out of 5 average rating, 120 reviews

Charming Lake Home In The Heart of Bemus Point

Come & enjoy this spacious living area & all the amenities of a home away from home. You'll be centered around all the fun that Lake Chautauqua has to offer. This home is w/in walking distance to the charming Village of Bemus Pt. which offers great dining, shopping, playground, golfing and so much more. The lake is within walking distance for boating, fishing or jet skiing. For winter enthusiasts, Bemus Point is at the heart of the best snowmobile trails & a short drive to ski resorts.

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, 114 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, 164 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
Home in Mayville
4.95 out of 5 average rating, 21 reviews

Chautauqua Cottage Hideaway

Welcome to your Chautauqua Hideaway! This charming cottage offers a cozy retreat close to Chautauqua Institution and the lake. Perfect for a weekend escape, a romantic getaway, or to enjoy Chautauqua County—cozy, charming, and quiet! Enjoy your morning coffee on the back porch, soaking in the peaceful surroundings overlooking the ponds. Located near Chautauqua Institution, our cottage provides easy access to all the attractions and activities in the area.

Top guest favourite
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, 135 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.

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, 208 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.

Guest favourite
An open-concept living area is displayed, featuring a cozy gray sofa and a dining table surrounded by green chairs. White shiplap walls and a high ceiling with exposed beams create a bright atmosphere. Kitchen appliances and decorative elements complement the design.
Guest suite in Bemus Point
4.97 out of 5 average rating, 109 reviews

Luxury Suite at The Cottages - Sauna & Hot Tub

Make some memories at this unique and family-friendly retreat in beautiful Bemus Point! The Luxury Suite at The Cottages is a stylish 3 bedroom 2 bathroom unit featuring an indoor sauna in the master bathroom and a hot tub off the back deck. Our goal is for our guests to feel relaxed and rejuvenated at this four season getaway.

Popular amenities for Chautauqua holiday rentals

When is the best time to visit Chautauqua?

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Frequently Asked Questions

  • 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 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 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.

  • 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.

  • 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!

  • Do house rentals in Chautauqua have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Chautauqua. Enjoy a tailored experience with all the comforts you desire.

  • 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.

Quick stats about holiday rentals in Chautauqua

  • Total holiday rentals

    Explore 110 holiday rentals in Chautauqua

  • Nightly prices starting at

    Chautauqua holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 420 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

    80 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

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