Chautauqua Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Chautauqua holiday rentals

An aerial view of a residential area with multiple buildings, roads, and a large green space.

1. GraftonStay Villas 317-A | Cozy 1BR Timber Ridge

GraftonStay Villas 317-A | Cozy 1BR Timber Ridge
Grafton
10.0 out of 10, Exceptional, (1 review)
"Property was clean and very easy to find. Town was just down the hill which was walkable but we chose to drive. Parking around town was very easy to find and all walking distance to bars and restaurant's."
United States
Lyndsey F.
The price is AU$363
includes taxes & fees
15 Nov - 16 Nov
GraftonStay Villas 317-A | Cozy 1BR Timber Ridge
A kitchen with white cabinets, a stainless steel microwave, a gas stove, and a built-in oven.

2. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
Jerseyville
10.0 out of 10, Exceptional, (29 reviews)
"So nice we already booked for next year!"
United States
Libby W.
The price is AU$319
includes taxes & fees
22 Nov - 23 Nov
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A lakeside setting with outdoor seating and a fire pit.

3. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
Grafton
10.0 out of 10, Exceptional, (154 reviews)
"Great place to get away and unwind."
United States
Rex P.
The price is AU$482
includes taxes & fees
15 Nov - 16 Nov
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
A marina with boats docked, a waterfront restaurant, and a building with a green roof.

4. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (77 reviews)
"First, the goat was awesome. They reached out to us giving us instructions for entering the property and made sure we knew he was always available to answer questions. They made communicating very easy. The property is clean, well appointed, and conveniently located. Plenty of hot water, beds are comfortable and there are plenty of towels. We will definitely stay there again."
United States
Robert
The price is AU$466
includes taxes & fees
14 Dec - 15 Dec
Riverside Home - Modern meets comfort
A hot tub on a wooden deck with a wooden railing and a wooden bench.

5. Main Street Cottage with Hot Tub

Main Street Cottage with Hot Tub
Grafton
9.0 out of 10, Wonderful, (9 reviews)
"We really enjoyed the space!"
United States
Ian P.
The price is AU$429
includes taxes & fees
17 Nov - 18 Nov
Main Street Cottage with Hot Tub
A spacious living area with a wooden floor, a dining table with chairs, a flat-screen TV mounted on the wall, and a kitchen area with modern appliances.

6. The Lofts of North Main Street

The Lofts of North Main Street
St. Charles Historic District
9.6 out of 10, Exceptional, (198 reviews)
"Very cute place, walking distance to everything."
United States
Liberty A.
The price is AU$340
includes taxes & fees
15 Nov - 16 Nov
The Lofts of North Main Street
A room with a foosball table, a bar area with stools, and a ceiling fan.

7. The Olive House - Near Main Street- Fully rehabbed

The Olive House - Near Main Street- Fully rehabbed
Saint Charles
8.6 out of 10, Excellent, (13 reviews)
"This was the perfect place to stay and the property was great"
United States
Stephen L.
The price is AU$492
includes taxes & fees
18 Nov - 19 Nov
The Olive House - Near Main Street- Fully rehabbed
A hotel lobby with white columns, a reception desk, and a tiled floor.

8. 1 King Bed|Mobility|Tub|Nsmk|Micfridg

1 King Bed|Mobility|Tub|Nsmk|Micfridg
Hazelwood MO
10.0 out of 10, Exceptional, (2 reviews)
"A peaceful place with ample parking close by."
United States
Anonymous traveller
The price is AU$131
includes taxes & fees
18 Nov - 19 Nov
1 King Bed|Mobility|Tub|Nsmk|Micfridg
A concrete staircase leading to a red train car, with a 'RESERVED PARKING' sign nearby.

9. The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
Grafton
9.6 out of 10, Exceptional, (7 reviews)
"Had a fantastic trip! We recomend highly!"
United States
Jeremy B.
The price is AU$581
includes taxes & fees
17 Nov - 18 Nov
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
A modern kitchen with granite countertops, a dining area with a table and chairs, a living room with a sofa and a coffee table, and a hallway leading to another room.

10. 6th street 101 - Walk to Main St

6th street 101 - Walk to Main St
St. Charles Historic District
9.0 out of 10, Wonderful, (4 reviews)
"Excellent"
United States
Scott N.
The price is AU$381
includes taxes & fees
15 Nov - 16 Nov
6th street 101 - Walk to Main St
A row of multi-story buildings with commercial storefronts, including a cafe and a restaurant.

11. Dog-Friendly Studio on Historic Main Street

Dog-Friendly Studio on Historic Main Street
St. Charles Historic District
9.2 out of 10, Wonderful, (42 reviews)
"Had a wonderful stay. It was a Monday night so parking was very easy and the room was clean and comfortable. I would recommend this place 100% "
United States
Sarah C.
The price is AU$321
includes taxes & fees
18 Nov - 19 Nov
Dog-Friendly Studio on Historic Main Street
A covered outdoor deck with a table and chairs, a view of a body of water, and a green landscape.

12. GraftonStay Villas 317-B | Charming 2BR/2BA Retreat

GraftonStay Villas 317-B | Charming 2BR/2BA Retreat
Grafton
The price is AU$530
includes taxes & fees
16 Nov - 17 Nov
GraftonStay Villas 317-B | Charming 2BR/2BA Retreat
A covered outdoor deck with a table and chairs, a railing, and a view of a house and trees.

13. GraftonStay Villas 319-B | Charming 2BR/2BA Retreat

GraftonStay Villas 319-B | Charming 2BR/2BA Retreat
Grafton
The price is AU$533
includes taxes & fees
16 Nov - 17 Nov
GraftonStay Villas 319-B | Charming 2BR/2BA Retreat
A two-story building with a balcony, a sign for 'Insomnia Cookies,' and a street view.

14. The Oak & Aura Retreat

The Oak & Aura Retreat
St. Charles Historic District
8.8 out of 10, Excellent, (3 reviews)
"Great location, and very clean! Would stay here again!"
United States
Rachel B.
The price is AU$441
includes taxes & fees
29 Nov - 30 Nov
The Oak & Aura Retreat
A modern kitchen with a built-in oven, microwave, and a large refrigerator. There is a wooden dining table and a seating area with a brown leather chair.

15. Foundry Flat on Main with Free Parking

Foundry Flat on Main with Free Parking
St. Charles Historic District
10.0 out of 10, Exceptional, (1 review)
"Everything was exactly as described. St. Charles is an awesome place!"
United States
Michael
The price is AU$438
includes taxes & fees
17 Nov - 18 Nov
Foundry Flat on Main with Free Parking
A cozy living room with a brick wall, a white sofa with colorful cushions, a small black table, and a potted plant.

16. Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (125 reviews)
"Great"
United States
Richard W.
The price is AU$321
includes taxes & fees
15 Nov - 16 Nov
Prime Loft of Main Street
A room with a bed, a gray sofa, a chair, and a rug.

17. Historic 5th Street House - Fully Rehabbed # 2

Historic 5th Street House - Fully Rehabbed # 2
St. Charles Historic District
8.4 out of 10, Very good, (19 reviews)
"Wonderful place to stay would definitely recommend "
United States
Steven S.
The price is AU$341
includes taxes & fees
15 Nov - 16 Nov
Historic 5th Street House - Fully Rehabbed # 2
A compact kitchen with white appliances, a dining table with chairs, and a blue sofa in the adjacent living area.

18. Home Near Main with Pet-Friendly Yard and Office

Home Near Main with Pet-Friendly Yard and Office
St. Charles Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Very close to downtown St. Charles and the Kati Trail. The home is cute and bed is comfortable. Easy check in process and fenced in back yard was nice to have."
United States
Jessica S.
The price is AU$384
includes taxes & fees
18 Nov - 19 Nov
Home Near Main with Pet-Friendly Yard and Office
A hallway with a white door marked with the number 1, a wooden doormat, and a staircase with a metal railing.

19. Pet-Friendly Apartment Near Main Street

Pet-Friendly Apartment Near Main Street
St. Charles Historic District
8.8 out of 10, Excellent, (18 reviews)
"Property was as advertised. Perfect for my needs, clean, quiet and convenient. Loved Historic St. Charles. Would recommend anytime! Thank you! "
United States
Brian B.
The price is AU$419
includes taxes & fees
18 Nov - 19 Nov
Pet-Friendly Apartment Near Main Street
A bedroom with two beds, a TV, a desk, and a window.

20. Historic Main St. Customs House Upstairs Apartment

Historic Main St. Customs House Upstairs Apartment
St. Charles Historic District
9.6 out of 10, Exceptional, (39 reviews)
"Lovely place to stay!"
United States
Margaret A.
The price is AU$506
includes taxes & fees
17 Nov - 18 Nov
Historic Main St. Customs House Upstairs Apartment
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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Find holiday rentals that suit your style

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Top Chautauqua Hotel Reviews

A modern lobby with a reception desk, seating area, and a dining section.
Holiday Inn Express & Suites St Peters by IHG

Holiday Inn Express & Suites St Peters by IHG

Holiday Inn Express & Suites St Peters by IHG
St. Peters

8/10 Good

Comfortable and clean.
Australia
Mark
Reviewed October 11, 2025
Holiday Inn Express & Suites St Peters by IHG

Find out more about Chautauqua

Everything you need to know about Chautauqua 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 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Chautauqua holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chautauqua. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chautauqua 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 holiday rentals we have selected for you start as low as AU$94 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chautauqua rentals

At Expedia, we put the best Chautauqua 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Chautauqua?

Yes, there are holiday rentals close to the most popular sights in Chautauqua, or you can select a more secluded option if you're looking for a relaxing stay.

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

HotTub-2br2b-near Historic Main Street: This holiday home rental outside of Chautauqua offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind.

What’s there to see and do in Chautauqua?

While exploring the area, visit family-friendly sights like Raging Rivers Waterpark, or get outside and enjoy nature at Mississippi River. Treehouse Wildlife Center and Grafton SkyTour are a couple of places you'll find in the wider area.

What’s a holiday rental in Chautauqua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chautauqua. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.