Photo by Chris Tompkins
Jamestown holiday rentals
We found 329 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 AU$10,081
AU$10,081
AU$1,440 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 AU$3,977
AU$3,977
AU$568 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 AU$2,876
AU$2,876
AU$411 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
10% off
Price is AU$5,887
AU$5,887
AU$841 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 AU$1,871
AU$1,871
AU$267 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 AU$1,610
AU$1,610
AU$230 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 AU$3,335
AU$3,335
AU$476 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 AU$3,167
AU$3,167
AU$452 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 AU$907
AU$907
AU$130 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 AU$4,121
AU$4,121
AU$589 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 AU$5,374
AU$5,374
AU$768 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 AU$2,508
AU$2,508
AU$358 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 AU$8,123
AU$8,123
AU$1,160 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 AU$3,963
AU$3,963
AU$566 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 AU$2,043
AU$2,043
AU$292 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 AU$3,659
AU$3,659
AU$523 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 AU$4,829
AU$4,829
AU$690 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 AU$6,385
AU$6,385
AU$912 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 AU$993
AU$993
AU$142 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 AU$1,777
AU$1,777
AU$254 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 AU$3,511
AU$3,511
AU$502 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 AU$1,485
AU$1,485
AU$212 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 AU$3,625
AU$3,625
AU$518 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 AU$3,674
AU$3,674
AU$525 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Jamestown
Showing deals for: 20 Oct - 23 Oct
Spacious Jamestown Home Near Nat'l Comedy Center!
Sleeps 10 · 5 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is AU$1,411
AU$1,411
for 3 nights, 1 home
AU$470 per night
includes taxes & fees
Charming 2-bedroom lodge style house in Frewsburg with extra sleeping loft
Sleeps 8 · 2 bedrooms · 1 bathroom
The current price is AU$707
AU$707
for 3 nights, 1 home
AU$236 per night
includes taxes & fees
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)
The current price is AU$625
AU$625
for 3 nights, 1 apartment
AU$208 per night
includes taxes & fees
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)
The current price is AU$699
AU$699
for 3 nights, 1 cottage
AU$233 per night
includes taxes & fees
Sweet Serenity in Bemus Point
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
The current price is AU$809
AU$809
for 3 nights, 1 apartment
AU$270 per night
includes taxes & fees
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)
The current price is AU$841
AU$841
for 3 nights, 1 apartment
AU$280 per night
includes taxes & fees
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