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Town of Gerry Holiday Rentals

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Our top choices for Town of Gerry holiday rentals

A modern kitchen with white cabinets, stainless steel appliances, and a window providing natural light.

1. Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
Jamestown
9.8 out of 10, Exceptional, (14 reviews)
"Great communication with the host and a good location that was quiet and relaxing."
United States
Nathan R.
The price is HK$1,373
HK$2,793 total
includes taxes & fees
16 Oct - 17 Oct
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
A grassy pathway leading to a white RV with a visible logo.

2. Beautiful Camper on a country road.

Beautiful Camper on a country road.
Dewittville
9.0 out of 10, Wonderful, (16 reviews)
"Nice place "
United States
Steve M.
Beautiful Camper on a country road.
Rear hall with bathroom and bedroom entrance.

3. The Stable at Windmill Ridge Farm

The Stable at Windmill Ridge Farm
Fredonia
9.6 out of 10, Exceptional, (18 reviews)
"Superb place "
Canada
Jonathan M.
The price is HK$926
HK$1,845 total
includes taxes & fees
26 Oct - 27 Oct
The Stable at Windmill Ridge Farm
A modern living room with a dining table, sofa, and staircase.

4. Lake Erie Retreat

Lake Erie Retreat
Dunkirk
10.0 out of 10, Exceptional, (4 reviews)
"Great little place. We loved our short stay."
United States
Julie P.
The price is HK$834
HK$1,563 total
includes taxes & fees
27 Oct - 28 Oct
Lake Erie Retreat
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

5. Premier St Elmo Unit w Large Balcony over Park

Premier St Elmo Unit w Large Balcony over Park
Chautauqua
10.0 out of 10, Exceptional, (2 reviews)
"This unit was perfect and just as described in the listing. The owners were very good with communication and helping us be prepared for our trip."
United States
Kristy C.
The price is HK$865
HK$1,844 total
includes taxes & fees
1 Nov - 2 Nov
Premier St Elmo Unit w Large Balcony over Park
A modern living room with a fireplace, a flat-screen TV, a dining area with a table and chairs, and a kitchen with wooden cabinets and a refrigerator.

6. The Refined Retreat

The Refined Retreat
Celoron
9.8 out of 10, Exceptional, (27 reviews)
" wonderful place to stay "
United States
Christopher R.
The price is HK$981
HK$2,862 total
includes taxes & fees
12 Oct - 13 Oct
The Refined Retreat
A spacious living area with a dining table, a sofa, and a kitchen with wooden cabinets and a built-in island.

7. Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Dewittville
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant stay here. It was peaceful and so nice to sit on the back deck!"
United States
Mary Anne J.
The price is HK$1,036
HK$2,270 total
includes taxes & fees
14 Oct - 15 Oct
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A canal with boats, surrounded by residential houses and greenery.

8. Cozy 2 Bedroom Canal Front Cottage With Private Dock

Cozy 2 Bedroom Canal Front Cottage With Private Dock
Ashville
9.6 out of 10, Exceptional, (60 reviews)
"Enjoyed our stay close to all we the areas we were looking to explore"
United States
Chris L.
The price is HK$777
HK$2,013 total
includes taxes & fees
12 Oct - 13 Oct
Cozy 2 Bedroom Canal Front Cottage With Private Dock
A living room with a stone fireplace, a television, and a dining area in the background.

9. Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (98 reviews)
"Beautiful property and super nice host!"
United States
Ashley F.
The price is HK$1,632
HK$2,616 total
includes taxes & fees
27 Oct - 28 Oct
Walk out the door, walk onto the beach!
A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

10. Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious
Mayville
10.0 out of 10, Exceptional, (4 reviews)
"Great stay. Clean loft and pet friendly.Host was easy to"
United States
Angela W.
The price is HK$824
HK$1,800 total
includes taxes & fees
4 Nov - 5 Nov
Cozy Loft-Pet Friendly-Spacious
A two-story house with a deck, a barbecue grill, and a sofa.

11. Lakefront w Dock-Pets OK-Amazing Views-Large Deck

Lakefront w Dock-Pets OK-Amazing Views-Large Deck
Chautauqua Lake
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is HK$1,216
HK$2,323 total
includes taxes & fees
12 Oct - 13 Oct
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A campfire with four Adirondack chairs around it, set in a forested area with a picnic table in the background.

12. Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (23 reviews)
"Clean and comfortable with everything we needed for our family of 3. Great location near the lake, several parks, family activities, and cute towns. Easy check in and check out. I would definitely stay here again - and stay longer!"
United States
Sheela J.
The price is HK$1,059
HK$2,781 total
includes taxes & fees
12 Oct - 13 Oct
Quiet Escape, Peaceful Lake Glimpses
A modern kitchen with white cabinets, stainless steel appliances, a black countertop, and a wooden floor.

13. Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
9.8 out of 10, Exceptional, (17 reviews)
"You have the whole house so it is nice and quiet. I stayed here twice this summer and it was very convenient and relaxing. AC works well and the bed is comfortable."
United States
Chihiro
The price is HK$989
HK$2,031 total
includes taxes & fees
3 Nov - 4 Nov
Beautiful Wine Trail 2-BR Rental
A modern kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

14. Cattaraugus, Home sweet home!

Cattaraugus, Home sweet home!
Cattaraugus
8.0 out of 10, Very good, (4 reviews)
"Location was great. We will be coming back."
United States
Teresa
The price is HK$859
HK$2,363 total
includes taxes & fees
12 Oct - 13 Oct
Cattaraugus, Home sweet home!
A patio area with outdoor furniture, a fire pit, and a barbecue grill.

15. Stunning Lakefront Cottage with Panoramic Lake Views & Unforgettable Sunsets

Stunning Lakefront Cottage with Panoramic Lake Views & Unforgettable Sunsets
Jamestown
The price is HK$1,978
HK$3,680 total
includes taxes & fees
20 Oct - 21 Oct
Stunning Lakefront Cottage with Panoramic Lake Views & Unforgettable Sunsets
A kitchen with wooden cabinets, a dining table, and a ceiling fan.

16. The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!

The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
Chautauqua
The price is HK$1,570
HK$5,548 total
includes taxes & fees
12 Oct - 13 Oct
The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
A lakeside patio with outdoor seating, a dock, and boats.

17. Charming Resort in the Heart of Bemus Village on CHQ Lake

Charming Resort in the Heart of Bemus Village on CHQ Lake
Bemus Point
10.0 out of 10, Exceptional, (225 reviews)
"A beautiful hotel in a great location."
United States
Elizabeth N.
The price is HK$1,695
HK$4,061 total
includes taxes & fees
12 Oct - 13 Oct
Charming Resort in the Heart of Bemus Village on CHQ Lake
A spiral staircase with wooden steps and metal railings, leading to an upper level with a skylight.

18. Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (64 reviews)
"Peaceful, great location and beautiful interior/decor. Wished we could have stayed longer. Nice proximity to local vineyards and local towns. Our pups also appreciated standing on the overlook and peering out to ever changing Lake Erie."
United States
amy k.
The price is HK$1,624
HK$2,864 total
includes taxes & fees
12 Oct - 13 Oct
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A white RV parked in a wooded area with a paved path leading to it.

19. Small camper in the country

Small camper in the country
Dewittville
9.8 out of 10, Exceptional, (21 reviews)
"Had a great time, unfortunately it rained the entire time we were there but the Rv was very clean and the host was amazing. We will definitely come visit again."
United States
Ashley M.
Small camper in the country
A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

20. Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Portland
9.6 out of 10, Exceptional, (7 reviews)
"Cute cottage. Perfect location. Very clean and the process was very smooth."
United States
Julianne C.
The price is HK$1,624
HK$2,864 total
includes taxes & fees
13 Oct - 14 Oct
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Gerry Hotel Reviews

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

10/10 Excellent
"Very comfortable room!"
Tami 1-night trip
Posted 9 hours ago
Chautauqua Harbor Hotel - Jamestown