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Vacation rentals in Chautauqua County

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Top-rated vacation rentals in Chautauqua County

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

Guest favorite
Home in Ashville
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.
Dec 24 – 31
$112 per night
4.92 out of 5 average rating, 214 reviews
Guest favorite
Guesthouse in Forestville
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 9 – 16
$113 per night
4.99 out of 5 average rating, 119 reviews
Guest favorite
Guesthouse in Findley Lake
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 14 – 21
$52 per night
4.94 out of 5 average rating, 122 reviews

Popular amenities for Chautauqua County vacation rentals

Other great vacation rentals in Chautauqua County

Guest favorite
Home in Westfield
13 Kent
Mar 30 – Apr 6
$140 per night
4.92 out of 5 average rating, 199 reviews
Guest favorite
Chalet in Ripley
Sunset Lake Cabin
Jan 15 – 22
$153 per night
4.92 out of 5 average rating, 133 reviews
Guest favorite
Apartment in Fredonia
Spacious Apartment in Historic Fredonia
Jul 13 – 20
$112 per night
4.95 out of 5 average rating, 356 reviews
Guest favorite
Home in Jamestown
Like Kottage
May 25 – Jun 1
$88 per night
4.94 out of 5 average rating, 133 reviews
Guest favorite
Home in Ripley
Fisher Farm~a restored farmhouse in wine country!
Feb 9 – 16
$105 per night
4.92 out of 5 average rating, 181 reviews
Guest favorite
Home in Mayville
3 Bedroom Countryside Log Cottage Near Chautauqua
Nov 27 – Dec 4
$135 per night
4.93 out of 5 average rating, 57 reviews
Guest favorite
Apartment in Fredonia
Elegant 2 bedroom apt 1 block from SUNY Fredonia
Apr 24 – May 1
$93 per night
4.94 out of 5 average rating, 32 reviews
Guest favorite
Apartment in Westfield
Quaint Neighborhood Duplex
Nov 8 – 15
$95 per night
4.96 out of 5 average rating, 23 reviews
Guest favorite
Guest suite in Westfield
Serene area on Lake Erie in middle of wine tour
Oct 24 – 31
$71 per night
4.91 out of 5 average rating, 58 reviews
Guest favorite
Guest suite in Jamestown
Modern apartment retreat in country setting
May 20 – 27
$81 per night
5.0 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Bemus Point
Private in-law suite (without the in-laws)
Oct 25 – Nov 1
$120 per night
4.99 out of 5 average rating, 78 reviews
Guest favorite
Home in Cassadaga
Cozy Comfort at Cassadaga Lake
Oct 21 – 28
$117 per night
4.93 out of 5 average rating, 74 reviews

Destinations to explore