A large, historic building with a central dome and symmetrical architecture.

Chautauqua Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chautauqua vacation rentals

A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

1. 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, (1 review)
"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 AED 434
AED 900 total
includes taxes & fees
1 Oct - 2 Oct
Premier St Elmo Unit w Large Balcony over Park
A single-story house with a front porch, a small garden, and a driveway.

2. 20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Chautauqua
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Tiffany thought of everything. It was all so welcoming and new. Would definitely stay here again. "
United States
Jennifer L.
The price is AED 843
AED 1,684 total
includes taxes & fees
5 Oct - 6 Oct
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
A kitchen with wooden cabinets, a dining table, and a ceiling fan.

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

The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
Chautauqua
The price is AED 735
AED 2,426 total
includes taxes & fees
7 Oct - 8 Oct
The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
A house with a porch, a small garden with flowers, and a starry night sky.

4. Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
Mayville
10.0 out of 10, Exceptional, (40 reviews)
"The home was clean, host responded to requests promptly. This is our 2nd stay and on the list for next time "
United States
Joseph D.
The price is AED 949
AED 1,973 total
includes taxes & fees
4 Oct - 5 Oct
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
A white RV parked in a wooded area with a paved path leading to it.

5. 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.
The price is AED 239
AED 353 total
includes taxes & fees
5 Oct - 6 Oct
Small camper in the country
A two-story house with a deck, a barbecue grill, and a sofa.

6. 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, (18 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is AED 562
AED 1,030 total
includes taxes & fees
1 Oct - 2 Oct
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A canal with boats, surrounded by residential houses and greenery.

7. 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, (59 reviews)
"It was perfect!"
United States
Justin K.
The price is AED 364
AED 909 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 2 Bedroom Canal Front Cottage With Private Dock
A campfire with four Adirondack chairs around it, set in a forested area with a picnic table in the background.

8. Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (23 reviews)
"It absolutely was serenity!! it was quiet and the view was absolutely beautiful, 10 and 10 would absolutely stay here again!!! the host was wonderful to work with as well!"
United States
Denise P.
The price is AED 496
AED 1,235 total
includes taxes & fees
1 Oct - 2 Oct
Quiet Escape, Peaceful Lake Glimpses
A spacious living area with a dining table, a sofa, and a kitchen with wooden cabinets and a built-in island.

9. 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 AED 485
AED 1,046 total
includes taxes & fees
4 Oct - 5 Oct
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A kitchen with white cabinets, a granite countertop, and a ceiling light fixture.

10. Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (100 reviews)
"Everything was clean and comfortable. The location was great! We enjoyed our stay."
United States
Leslie E.
The price is AED 268
AED 552 total
includes taxes & fees
1 Oct - 2 Oct
Step back in time farm house
A modern kitchen with white cabinets, stainless steel appliances, a black countertop, and a wooden floor.

11. 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 AED 489
AED 946 total
includes taxes & fees
26 Oct - 27 Oct
Beautiful Wine Trail 2-BR Rental
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.

12. 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 AED 441
AED 1,216 total
includes taxes & fees
4 Oct - 5 Oct
The Refined Retreat
A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

13. 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 AED 423
AED 894 total
includes taxes & fees
7 Oct - 8 Oct
Cozy Loft-Pet Friendly-Spacious
An outdoor seating area with tables and chairs, overlooking a body of water with boats and a sunset in the background.

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

Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms
Bemus Point
9.8 out of 10, Exceptional, (37 reviews)
"Bet nice house. Lots of room to spread out plus a nice bonus room upstairs. "
United States
John W.
The price is AED 661
AED 1,905 total
includes taxes & fees
1 Oct - 2 Oct
Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms
A lakeside patio with outdoor seating, a dock, and boats.

15. 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, (223 reviews)
"A beautiful hotel in a great location."
United States
Elizabeth N.
The price is AED 793
AED 1,797 total
includes taxes & fees
4 Oct - 5 Oct
Charming Resort in the Heart of Bemus Village on CHQ Lake
A modern kitchen with wooden chairs, a dining table, and a black cabinet.

16. Cozy Colonial in Downtown Westfield, NY

Cozy Colonial in Downtown Westfield, NY
Westfield
10.0 out of 10, Exceptional, (31 reviews)
"Great clean place in a good part of town so we were able to walk to the bars and restaurants in a few minutes. Will for sure book this same place next year when we are up on fishing trip and wine arounds."
United States
Ken
The price is AED 727
AED 1,216 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Colonial in Downtown Westfield, NY
A two-story house with a front porch, a well-maintained lawn, and a large flowering shrub.

17. Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake

Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake
Ellery
10.0 out of 10, Exceptional, (12 reviews)
"Love the property. Will definitely stay there again. "
United States
Melissa J.
The price is AED 1,031
AED 2,041 total
includes taxes & fees
1 Oct - 2 Oct
Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake
A modern kitchen with a central island, pendant lighting, and a view into the dining area.

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

Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
Ashville
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful house!! Very clean and had everything we needed and more! The hosts were very helpful and communicated very quickly! I highly recommend staying in this house!"
United States
Janson D.
The price is AED 685
AED 2,246 total
includes taxes & fees
1 Oct - 2 Oct
Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
A modern kitchen with white cabinets, stainless steel appliances, and a window providing natural light.

19. 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 AED 643
AED 1,233 total
includes taxes & fees
16 Oct - 17 Oct
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
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 AED 760
AED 1,266 total
includes taxes & fees
7 Oct - 8 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chautauqua Hotel Reviews

Peek'n Peak Resort Trademark Collection by Wyndham

Peek'n Peak Resort Trademark Collection by Wyndham

10/10 Excellent
"The room was absolutely incredible, the view of the hills and the trees changing from our balcony were breathtaking! The staff was all super helpful, including the folks at Bistro210. My wife has celiac disease and they were extremely knowledgeable and accommodating to her dietary needs! This is definitely our new tradition for our anniversary, and we'll have to come back when there's snow to see the resort in full swing!"
Jason 1-night trip
Posted 3 hours ago
Peek'n Peak Resort Trademark Collection by Wyndham

Frequently asked questions

Are there vacation rentals in Chautauqua?

Yes, we have vacation rentals close to the most popular local attractions in Chautauqua, or you can select a secluded option if you're looking for relaxation. Chautauqua is known for its golf courses and theaters. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best vacation home rentals that Chautauqua has to offer?

Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.: This highly rated vacation home rental in Chautauqua is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Another good choice for your trip to Chautauqua is Peaceful Lakefront Cottage - Completely Renovated - Available Year Round!.

How many vacation rentals are there in Chautauqua?

Expedia has 40 vacation rentals for your stay in Chautauqua.

What’s there to see and do in Chautauqua?

Chautauqua Lake and Whitney Bay are a couple of scenic spots to enjoy the outdoors, whereas Chautauqua Amphitheater is one of the cultural attractions. Chautauqua Institution and Chautauqua Golf Club are other places to visit while you're in town.

What’s a vacation rental in Chautauqua like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Chautauqua. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.