Vacation rentals in Chautauqua

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Top-rated vacation rentals in Chautauqua

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

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Guest favourite

Home in Ashville

4.92 out of 5 average rating, 218 reviews

HEART AND SOUL--Secluded setting overlooking Pond

Relax at this Secluded Setting overlooking the centerpiece HEART shaped fish filled Pond. RE-CREATE or Rest your SOUL in Natures Beauty with Woods and Hiking trails to Roam, OR have a BONFIRE. Lots of Parking for reunion/retreats, Sledders, Equine, or Boaters. PEAK & PEAK Ski/Golf Resort,Several Lakes, State Lands with Hiking, Snowmobile, and Horse Trails just minutes away. ONE Main Bedroom and a Queen Sofa Sleeper in the Family Rm/2nd Bedroom. Fastest WIFI Available. Enclosed Deck. ENJOY ENJOY.

Jan. 29 – Feb. 5

$190 CAD per night

Guest favourite

Guesthouse in Forestville

4.99 out of 5 average rating, 123 reviews

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our Studio Cabin Guest Home on 5 acres. Nestled along the edge of a creek behind cabin. About 11 miles from Lake Erie and 1hr away from Niagara Falls. 528 yards from Snowmobile trail. 10 mins from Amish Trail and 12 miles to Boutwell Hill State Forest, Hiking, biking, swimming, fishing, tubing, kayaking, snowshoeing, skiing, snowmobiling, state land for hunting, Amish country, wineries. We are currently in the process of logging the property and having it cleaned up.

Jan. 22 – 29

$192 CAD per night

Guest favourite

Guesthouse in Findley Lake

4.93 out of 5 average rating, 129 reviews

Old Schoolhouse Music Cottage

7 minutes to skiing and tubing at Peek n Peak or 1 short block to Findley Lake. The boat launch is at the end of the block with a fantastic kayak launch ramp. The cottage is rumored to have been the music room for the old Findley Lake Highschool (main house in front of the cottage). The cottage is directly behind the old school house (where we live). We ski every day in the winter and find it's a super convenient location just down the road from pknpk (6 miles). Town of Mina Permit #17.

Sep. 15 – 22

$84 CAD per night

Guest favourite

Cottage in Westfield

4.94 out of 5 average rating, 154 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

Nov. 27 – Dec. 4

$169 CAD per night

Guest favourite

Cottage in Ashville

4.94 out of 5 average rating, 112 reviews

Cozy lake property get away

Small cottage ( app. 400 sq ft ) on large lake front parcel. The rental is the rear cottage with very nice lake front view, quiet neighborhood and large yard. Two miles to Bemus point where there are several restaurants and a grocery store. Chautauqua county voted best small golf town by golf digest. National comedy center in Jamestown. Boat rentals near by. Guests have outdoor dining area and a fire pit. There is a large supply of fire wood also. Chautauqua institution 7 minutes.

Jan. 7 – 14

$204 CAD per night

Guest favourite

Home in Mayville

4.99 out of 5 average rating, 140 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.

Sep. 17 – 24

$203 CAD per night

Guest favourite

Apartment in Jamestown

4.86 out of 5 average rating, 230 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.

Jun. 13 – 20

$99 CAD per night

Guest favourite

Apartment in Jamestown

4.96 out of 5 average rating, 413 reviews

Thurston Terrace Apartment in Downtown Jamestown

Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.

Aug. 22 – 29

$247 CAD per night

Guest favourite

Chalet in Ripley

4.92 out of 5 average rating, 136 reviews

Sunset Lake Cabin

Newly Renovated! The Sunset Lake Cabin is a beautiful chalet style cabin on a beautiful piece of lakefront property and nestled in the woods. It has a little bit of everything, towering pine trees, amazing lake views and a very quiet relaxing atmosphere. Natural beautiful wood throughout. You’ll think you’re in Napa Valley. Open floor plan sleeping with loft bunks overlooking two story stone fireplace and antler chandelier. Open floor plan sleeps 10.

Dec. 1 – 8

$272 CAD per night

Guest favourite

Apartment in Jamestown

4.93 out of 5 average rating, 219 reviews

Fluvanna Grocery, 2 BR Private Apt, Full Kitchen

Our fully furnished, family & pet 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.

Sep. 27 – Oct. 4

$182 CAD per night

Guest favourite

Cottage in Ashville

4.9 out of 5 average rating, 138 reviews

Hobble Inn

Ray & Patty welcome you to this cozy country style with an eat in kitchen. You can cook farm fresh brown eggs and breakfast items provided. grill out doors enjoying some organic grass fed beef available at Spas farm just up the back road. Relax on the front porch in the glider chairs or sit beside the camp fire at your private fire pit. camp fire wood available. we're located across the road from camp Chautauqua and many attractions nearby.

Jan. 27 – Feb. 3

$120 CAD per night

Guest favourite

Home in Westfield

4.99 out of 5 average rating, 502 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.

Mar. 22 – 29

$192 CAD per night