Photo by Chris Tompkins
Jamestown holiday homes
We found 330 holiday rentals — enter your dates for availability
Find the perfect private holiday rental within easy reach of Jamestown, NY (JHW-Chautauqua County). Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Jamestown, NY (JHW-Chautauqua County)
Showing deals for:24 Oct - 31 Oct
Image gallery for Chautauqua Lake, Lakefront home
1010 out of 10 rating
Exceptional
(7 reviews)
Chautauqua Lake, Lakefront home
Mayville, NY
8% off
Price is NZ$11,029
NZ$11,029
NZ$1,576 per night
includes taxes & fees
Image gallery for Lazy Bear Cabin Pet Friendly-Handicap Accessible
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Lazy Bear Cabin Pet Friendly-Handicap Accessible
Frewsburg, NY
8% off
Price is NZ$4,361
NZ$4,361
NZ$623 per night
includes taxes & fees
Image gallery for What a View! Charming Lake Cottage w. Dock&Yard&BBQ, Pets welcome
9.89.8 out of 10 rating
Exceptional
(23 reviews)
What a View! Charming Lake Cottage w. Dock&Yard&BBQ, Pets welcome
Mayville, NY
8% off
Price is NZ$3,155
NZ$3,155
NZ$451 per night
includes taxes & fees
Image gallery for 4 Season Lakeside Cottage - The Dragonfly Inn & Resort
1010 out of 10 rating
Exceptional
(16 reviews)
4 Season Lakeside Cottage - The Dragonfly Inn & Resort
Cassadaga, NY
11% off
Price is NZ$6,417
NZ$6,417
NZ$917 per night
includes taxes & fees
Image gallery for Peaceful, Serene, Lake View thru the trees
1010 out of 10 rating
Exceptional
(8 reviews)
Peaceful, Serene, Lake View thru the trees
Ashville, NY
7% off
Price is NZ$2,051
NZ$2,051
NZ$293 per night
includes taxes & fees
Image gallery for Cozy 2 Bedroom Canal Front Cottage With Private Dock
9.69.6 out of 10 rating
Exceptional
(41 reviews)
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Ashville, NY
7% off
Price is NZ$1,767
NZ$1,767
NZ$252 per night
includes taxes & fees
Image gallery for Ideal Fall getaway. Wine tours. Leaf Peeping. Fishing. Birding. Wonderful home!
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Ideal Fall getaway. Wine tours. Leaf Peeping. Fishing. Birding. Wonderful home!
Chautauqua, NY
14% off
Price is NZ$3,660
NZ$3,660
NZ$523 per night
includes taxes & fees
Image gallery for Bemus Point Vacation Rental
8.68.6 out of 10 rating
Excellent
(105 reviews)
Bemus Point Vacation Rental
Bemus Point, NY
8% off
Price is NZ$1,006
NZ$1,006
NZ$144 per night
includes taxes & fees
Image gallery for Lake Chautauqua Victorian
1010 out of 10 rating
Exceptional
(20 reviews)
Lake Chautauqua Victorian
Dewittville, NY
8% off
Price is NZ$3,476
NZ$3,476
NZ$497 per night
includes taxes & fees
Image gallery for Big Barn in Bemus Point, unique, peaceful, and memorable
1010 out of 10 rating
Exceptional
(8 reviews)
Big Barn in Bemus Point, unique, peaceful, and memorable
Bemus Point, NY
8% off
Price is NZ$4,518
NZ$4,518
NZ$645 per night
includes taxes & fees
Image gallery for Charming Chautauqua century home w/modern touches
1010 out of 10 rating
Exceptional
(6 reviews)
Charming Chautauqua century home w/modern touches
Mayville, NY
8% off
Price is NZ$5,869
NZ$5,869
NZ$838 per night
includes taxes & fees
Image gallery for Creekside Cottage w/Lake access, Dock, Hot tub, Canoe/Kayaks
9.89.8 out of 10 rating
Exceptional
(7 reviews)
Creekside Cottage w/Lake access, Dock, Hot tub, Canoe/Kayaks
Ashville, NY
8% off
Price is NZ$2,754
NZ$2,754
NZ$393 per night
includes taxes & fees
Image gallery for Lakefront Home in Point Chautauqua
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Lakefront Home in Point Chautauqua
Dewittville, NY
8% off
Price is NZ$8,946
NZ$8,946
NZ$1,278 per night
includes taxes & fees
Image gallery for Lakeside Retreat 4BR House |Kayak Adventure
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Lakeside Retreat 4BR House |Kayak Adventure
Ashville, New York
8% off
Price is NZ$4,348
NZ$4,348
NZ$621 per night
includes taxes & fees
Image gallery for Woodys Retreat this rental includes the barn outdoor covered fire pit
1010 out of 10 rating
Exceptional
(10 reviews)
Woodys Retreat this rental includes the barn outdoor covered fire pit
Gerry, NY
17% off
Price is NZ$2,244
NZ$2,244
NZ$321 per night
includes taxes & fees
Image gallery for Classic Country Home - Great for Gatherings! Winter/Spring reduced rates!
1010 out of 10 rating
Exceptional
(25 reviews)
Classic Country Home - Great for Gatherings! Winter/Spring reduced rates!
Jamestown, NY
12% off
Price is NZ$4,014
NZ$4,014
NZ$573 per night
includes taxes & fees
Image gallery for 5 Bedroom Cozy Cabin Nestled in the Woods with Pond 1 mile from CHQ Institution
1010 out of 10 rating
Exceptional
(38 reviews)
5 Bedroom Cozy Cabin Nestled in the Woods with Pond 1 mile from CHQ Institution
Mayville, NY
7% off
Price is NZ$5,297
NZ$5,297
NZ$757 per night
includes taxes & fees
Image gallery for Spacious Home in the Heart of Bemus Point with room for 8!
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Spacious Home in the Heart of Bemus Point with room for 8!
Bemus Point, NY
6% off
Price is NZ$6,951
NZ$6,951
NZ$993 per night
includes taxes & fees
Image gallery for Cabin on the Amish Trail
1010 out of 10 rating
Exceptional
(5 reviews)
Cabin on the Amish Trail
Randolph, NY
7% off
Price is NZ$1,100
NZ$1,100
NZ$157 per night
includes taxes & fees
Image gallery for Barn in Bemus Point -1 mile to Chautauqua Lake and right on the snowmobile trail
1010 out of 10 rating
Exceptional
(17 reviews)
Barn in Bemus Point -1 mile to Chautauqua Lake and right on the snowmobile trail
Bemus Point, NY
8% off
Price is NZ$1,948
NZ$1,948
NZ$278 per night
includes taxes & fees
Image gallery for Charming Yet Spacious Farmhouse With 3 Br 2.5 Baths At The Center Of It All!
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Charming Yet Spacious Farmhouse With 3 Br 2.5 Baths At The Center Of It All!
Lakewood, NY
8% off
Price is NZ$3,852
NZ$3,852
NZ$550 per night
includes taxes & fees
Image gallery for Stay in an authentic 1823 post-and-beam framed Federal style rural farmhouse.
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Stay in an authentic 1823 post-and-beam framed Federal style rural farmhouse.
Jamestown, NY
8% off
Price is NZ$1,628
NZ$1,628
NZ$233 per night
includes taxes & fees
Image gallery for Forest Retreat, 23 miles to Chautauqua Lake, and 14 miles to Lily Dale.
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Forest Retreat, 23 miles to Chautauqua Lake, and 14 miles to Lily Dale.
Gerry, NY
8% off
Price is NZ$3,976
NZ$3,976
NZ$568 per night
includes taxes & fees
Image gallery for Welcome to our inviting all-season Lakefront Retreat near Lily Dale and Fredonia
1010 out of 10 rating
Exceptional
(39 reviews)
Welcome to our inviting all-season Lakefront Retreat near Lily Dale and Fredonia
Cassadaga, NY
8% off
Price is NZ$4,030
NZ$4,030
NZ$576 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Chalet
Find the best place to stay - Jamestown
Spacious Jamestown Home Near Nat'l Comedy Center!
Sleeps 10 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Charming 2-bedroom lodge style house in Frewsburg with extra sleeping loft
Sleeps 8 · 2 bedrooms · 1 bathroom
Yogi's Nature Stay 2 beds spa shower Chautauqua Lake, Jamestown
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Hillside Retreat in Wooded Setting with Deck & Private Firepit for Relaxation
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Sweet Serenity in Bemus Point
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Tiny Chapel: A Romantic & Tranquil Retreat for Getaways & Lasting Memories.
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value