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Holiday houses in Chautauqua

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Top-rated holiday rentals in Chautauqua

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

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Top Guest favourite
Cottage in Westfield
4.92 out of 5 average rating, 208 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
Apartment in Bemus Point
4.95 out of 5 average rating, 124 reviews

Trail's End @ Bridgeview: Breakfast & Pet-friendly

Trail's End, on Main Street, Bemus is literally at the end of the snowmobile trail and at The Bridge entrance for I-86. Perfect for 4 people, it offers a private bedroom with queen bed and in the living area two more queen Serta deluxe futons for two other guests. We also welcome your fur family! :) Included is our popular, homemade breakfast sandwiches delivered for each guest to your private apartment to enjoy with your stocked coffee bar. Free parking for the sleds/trailer of our guest.

Top Guest favourite
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.

Guest favourite
Apartment in Jamestown
4.88 out of 5 average rating, 272 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
Home in Asheville
5 out of 5 average rating, 102 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
Cottage in Cassadaga
4.96 out of 5 average rating, 138 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
Apartment in Jamestown
4.95 out of 5 average rating, 303 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
Cabin in Mayville
4.98 out of 5 average rating, 130 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!

Guest favourite
Guest suite in Bemus Point
4.97 out of 5 average rating, 107 reviews

The Suite at The Cottages

Pet Friendly! This unique place has a style all its own. We are located within walking distance to beautiful downtown Bemus Point, New York. Our cozy cottage is custom built by a local Amish crew. The interior and exterior are planked with regional wood, whitewashed for a true airy summer cottage feel. Our one of a kind space offers you a small space living experience while feeling bright, open and spacious.

Top Guest favourite
Home in Westfield
4.99 out of 5 average rating, 610 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
Home in Jamestown
4.99 out of 5 average rating, 130 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.

Guest favourite
Guest suite in Bemus Point
4.97 out of 5 average rating, 203 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.

Popular amenities for Chautauqua holiday rentals

Quick stats about holiday rentals in Chautauqua

  • Total rentals

    100 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    400 reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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