Chautauqua County Holiday Rentals from NZ$255: Search Short-Term Rentals

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Top Cities in Chautauqua County

A church with a brick steeple and a blue door.

Our top choices for Chautauqua County holiday rentals

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

Dewittville

Richard L.

includes taxes & fees

30 Aug - 31 Aug

2. Pet-friendly Loft Vacation Rental w/ Fire Pit!

Bemus Point

includes taxes & fees

5 Aug - 6 Aug

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

Chautauqua Lake

Girl From N.

includes taxes & fees

8 Aug - 9 Aug

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

Portland

Carrie H.

includes taxes & fees

30 Aug - 31 Aug

Coffee/tea maker, fridge, microwave, oven

5. Beautiful Wine Trail 2-BR Rental

Westfield

Chihiro

includes taxes & fees

13 Aug - 14 Aug

6. Lake Erie Hosta Cabin

Fredonia

Ronald

includes taxes & fees

4 Aug - 5 Aug

Smart TV, DVD player, books, video library

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

Dunkirk

Ray K.

includes taxes & fees

31 Aug - 1 Sept

8. Small camper in the country

Dewittville

Ashley M.

includes taxes & fees

13 Aug - 14 Aug

9. Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms

Bemus Point

John W.

includes taxes & fees

11 Aug - 12 Aug

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

Portland

Julianne C.

includes taxes & fees

13 Aug - 14 Aug

11. Cozy Loft-Pet Friendly-Spacious

Mayville

"My wife and I had a wonderful stay at this beautiful Vrbo in Mayville, NY. From the moment we arrived, we felt right at home. The property was incredibly spacious, giving us plenty of room to relax and enjoy our getaway. Everything was clean, comfortable, and very welcoming.One of the things we appreciated most was how easy it was to communicate with the host. They were friendly, responsive, and made the entire process—from booking to check-out—simple and stress-free.If you're looking for a...

Robert D.

12. Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites

Ashville

Janson D.

includes taxes & fees

2 Aug - 3 Aug

13. 4BR Paradise with Pool & Fire Pits Chautauqua Lake region.

Mayville

allan a.

includes taxes & fees

31 Aug - 1 Sept

14. Pet-Friendly Loft Vacation Rental w/ Fire Pit!

Bemus Point

Lynn T.

includes taxes & fees

5 Aug - 6 Aug

15. 3- Bedroom Apartment at an Award Winning Winery

Ripley

Toni P.

includes taxes & fees

3 Aug - 4 Aug

16. 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

Ripley

Kevin S.

includes taxes & fees

17 Aug - 18 Aug

17. Step back in time farm house

findley lake

Leslie E.

includes taxes & fees

11 Aug - 12 Aug

18. Lake Front Home Near Peek'n Peak

Findley Lake

Kelly T.

includes taxes & fees

26 Aug - 27 Aug

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

Jamestown

Sue G.

includes taxes & fees

11 Aug - 12 Aug

20. Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

Clymer

Devin B.

includes taxes & fees

13 Aug - 14 Aug

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Top Chautauqua County Hotel Reviews

Chautauqua Harbor Hotel - Jamestown

10/10 Excellent

"We were stopping for a night on the way home from the East coast and chose this hotel. The surrounding neighborhood is a little sketchy but the hotel itself is amazing. It’s VERY clean and well appointed as well as comfortable. The service was excellent and so was the food in the restaurant. The grounds are immaculate. The view of the lake was beautiful. It was a really pleasant surprise. We enjoyed our stay!"

Webb's Year Round Resort

8/10 Good

"The staff were very friendly and treated you like family more than just guests. For a hotel near the lake, it wasn't a bad stay. Our room was clean enough where we felt comfortable staying. It was damp feeling when we first arrived but again, we were staying by the lake. We stayed for two nights and they offered a "grab and go" breakfast which was simple things like coffee, cereal, toast and pre packaged breakfast pastries. The second night we stayed, there was a leak in the bathroom which I was told was from the toilet, it supposedly has a cup that needs to be emptied ever so often. Anyways, my only real complaint was that the staff were nowhere to be found in the morning when I needed something. They have a sign up at the desk to pick up the phone and it would automatically call them to signal that someone was at the front desk. But I had been waiting for 15 minutes and no one showed up, not even housekeeping. Overall, I wouldn't expect a clean or well serviced hotel like the Marriott but it serves its purpose as a motel."

Theater Motel

8/10 Good

"A flashback to the heyday of Americana, the Motel concept. While staying here for the second time in as many years I have noted that our European friends stay here to a get the vibe of all the American movies they have seen from that era. Great community family-friendly; after-all it is where Welches grape juice is made. Plus awesome Italian food is located downtown."

Hideaway Bay Resort

8/10 Good

"Hideaway Bay is a great little spot. We really enjoyed our stay! The cottage itself was very clean and nice. The beach is quite rocky so you need shoes to walk around and for the water (especially for little kids). It was great to have access to loungers and umbrellas. The beach bar was delivered food and drinks right to you on the beach, I would suggest putting side tables with the beach furniture so people have a place to put their drink down. The fire at night was lovely, everyone gathered around and the kids roasted marshmallows. The staff was incredibly kind, and accommodating. Really nice to see that! Overall we had a great time."

Find out more about Chautauqua County

Everything you need to know about Chautauqua County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chautauqua County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chautauqua County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chautauqua County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chautauqua County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chautauqua County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chautauqua County holiday rentals we have selected for you start as low as NZ$255 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chautauqua County rentals

At Expedia, we put the best Chautauqua County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chautauqua County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chautauqua County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chautauqua County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Chautauqua County

Mayville

Our top choices for Chautauqua County holiday rentals

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

2. Pet-friendly Loft Vacation Rental w/ Fire Pit!

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

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

5. Beautiful Wine Trail 2-BR Rental

6. Lake Erie Hosta Cabin

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

8. Small camper in the country

9. Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms

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

11. Cozy Loft-Pet Friendly-Spacious

12. Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites

13. 4BR Paradise with Pool & Fire Pits Chautauqua Lake region.

14. Pet-Friendly Loft Vacation Rental w/ Fire Pit!

15. 3- Bedroom Apartment at an Award Winning Winery

16. 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

17. Step back in time farm house

18. Lake Front Home Near Peek'n Peak

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

20. Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14

Find holiday rentals that suit your style

Top Chautauqua County Hotel Reviews

Chautauqua Harbor Hotel - Jamestown

Webb's Year Round Resort

The White Inn

Theater Motel

Peek'n Peak Resort Trademark Collection by Wyndham

Hampton Inn & Suites Jamestown

Hideaway Bay Resort

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!

Athenaeum Hotel

Find out more about Chautauqua County