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Chautauqua Vacation Rentals

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chautauqua vacation rentals

A residential property with a swimming pool, a well-maintained lawn, and a view of a body of water.

1. Timber Ridge Hideaway 317 A | Cozy 1BR Grafton Stay

Timber Ridge Hideaway 317 A | Cozy 1BR Grafton Stay
Grafton
$218 nightly
The price is $240
Oct 19 - Oct 20
Total with taxes and fees
Timber Ridge Hideaway 317 A | Cozy 1BR Grafton Stay
A laundry room with a front-loading washer and dryer, a bedroom with a bed and a nightstand, and a hallway leading to another room.

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.
$225 nightly
The price is $238
Oct 19 - Oct 20
Total with taxes and fees
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
A white house with a porch and a large tree in front.

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, (153 reviews)
"Great place to get away and unwind."
United States
Rex P.
$276 nightly
The price is $305
Oct 21 - Oct 22
Total with taxes and fees
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
A bedroom with two beds, a desk, and a chair.

4. Rafton Inn Vacation Cottage 93

Rafton Inn Vacation Cottage 93
Grafton
9.8 out of 10, Exceptional, (8 reviews)
"Great place & location. Very clean & accommodating."
United States
Mike F.
$315 nightly
The price is $334
Oct 19 - Oct 20
Total with taxes and fees
Rafton Inn Vacation Cottage 93
A marina with boats docked, a waterfront restaurant, and a building with a green roof.

5. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (74 reviews)
"It is a very nice place to stay. Rooms were clean and the place is in a very good location."
United States
Tanmoy D.
$311 nightly
The price is $329
Oct 21 - Oct 22
Total with taxes and fees
Riverside Home - Modern meets comfort
A modern living room with a grey sofa, teal armchairs, a wooden coffee table, and a patterned rug.

6. Private Basement - Two King Beds and Hot Tub

Private Basement - Two King Beds and Hot Tub
Saint Charles
9.6 out of 10, Exceptional, (5 reviews)
"This property is the perfect get-away. Quite relaxing. The beds are super comfy the outside sitting area is quiet and relaxing. The interior is fully furnished very nice quality everything. And you are within 10 minutes of shopping and tons of restaurants. I hated to leave.Hope I can return."
United States
JoAnn C.
$307 nightly
The price is $343
Nov 1 - Nov 2
Total with taxes and fees
Private Basement - Two King Beds and Hot Tub
A hot tub on a wooden deck with a wooden railing and a wooden bench.

7. 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.
$292 nightly
The price is $314
Oct 19 - Oct 20
Total with taxes and fees
Main Street Cottage with Hot Tub
A bedroom with a bed, bedside tables, a ceiling fan, a small desk, and a kitchenette.

8. Timber Ridge Hideaway 319 A | Cozy 1BR Grafton Stay

Timber Ridge Hideaway 319 A | Cozy 1BR Grafton Stay
Grafton
$301 nightly
The price is $331
Oct 19 - Oct 20
Total with taxes and fees
Timber Ridge Hideaway 319 A | Cozy 1BR Grafton Stay
A modern apartment with a living room, kitchen, and dining area.

9. Adorable 2 King Bed Frenchtown Home

Adorable 2 King Bed Frenchtown Home
Saint Charles
10.0 out of 10, Exceptional, (5 reviews)
"Great location. Pet friendly. Perfect space for my wife and I to work remotely. So many great local places in close proximity. Host was quick to answer any and all questions. Would absolutely book again."
United States
Don S.
$329 nightly
The price is $368
Nov 2 - Nov 3
Total with taxes and fees
Adorable 2 King Bed Frenchtown Home
A modern kitchen with dark green cabinets, a stainless steel refrigerator, and a dining area with a dark wooden table and black chairs.

10. 3BR Close to Historic Main Street-Low Cleaning Fee

3BR Close to Historic Main Street-Low Cleaning Fee
Saint Charles
$260 nightly
The price is $274
Oct 27 - Oct 28
Total with taxes and fees
3BR Close to Historic Main Street-Low Cleaning Fee
A red building with a black door, a small window, and a doormat.

11. 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
9.4 out of 10, Exceptional, (6 reviews)
"Had a fantastic trip! We recomend highly!"
United States
Jeremy B.
$400 nightly
The price is $424
Oct 19 - Oct 20
Total with taxes and fees
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton
A cozy living room with a brick wall, a white sofa with colorful cushions, a small black table, and a potted plant.

12. Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (121 reviews)
"Great"
United States
Richard W.
$213 nightly
The price is $228
Oct 19 - Oct 20
Total with taxes and fees
Prime Loft of Main Street
A bedroom with two beds, a desk, and a chair.

13. Rafton Inn Vacation Cottage 19

Rafton Inn Vacation Cottage 19
Grafton
10.0 out of 10, Exceptional, (7 reviews)
"Everything was great!"
United States
Barbara A.
$315 nightly
The price is $334
Oct 19 - Oct 20
Total with taxes and fees
Rafton Inn Vacation Cottage 19
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.

14. The Lofts of North Main Street

The Lofts of North Main Street
St. Charles Historic District
9.6 out of 10, Exceptional, (195 reviews)
"Such an awesome place! Super. Lean and great location. Loved our stay!"
United States
Jill C.
$229 nightly
The price is $245
Oct 19 - Oct 20
Total with taxes and fees
The Lofts of North Main Street
A bedroom with two beds, a desk, and a chair.

15. Rafton Inn Vacation Cottage 73

Rafton Inn Vacation Cottage 73
Grafton
8.8 out of 10, Excellent, (6 reviews)
"Good location"
United States
angela g.
$315 nightly
The price is $334
Oct 19 - Oct 20
Total with taxes and fees
Rafton Inn Vacation Cottage 73
A row of multi-story buildings with commercial storefronts, including a cafe and a restaurant.

16. Historic Main Street Studio | Dog-Friendly

Historic Main Street Studio | Dog-Friendly
St. Charles Historic District
9.2 out of 10, Wonderful, (40 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.
$190 nightly
The price is $210
Oct 21 - Oct 22
Total with taxes and fees
Historic Main Street Studio | Dog-Friendly
A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

17. Walk to Main St | Pet-Friendly Apt

Walk to Main St | Pet-Friendly Apt
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.
$244 nightly
The price is $269
Oct 21 - Oct 22
Total with taxes and fees
Walk to Main St | Pet-Friendly Apt
A hallway with a door, two potted plants, a doormat, and a view of a brick building through large windows.

18. Dog-Friendly 2BR | Walk to Main Street

Dog-Friendly 2BR | Walk to Main Street
Saint Charles
8.0 out of 10, Very good, (5 reviews)
"The best price-value ratio. Quiet neighborhood, close to the city center."
United States
Tamas P.
$250 nightly
The price is $276
Oct 25 - Oct 26
Total with taxes and fees
Dog-Friendly 2BR | Walk to Main Street
A brick building with numbered doors, a covered walkway, and a visible handicap accessibility sign.

19. Foundry Flat | Main Street & Free Parking

Foundry Flat | Main Street & 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
$273 nightly
The price is $301
Oct 21 - Oct 22
Total with taxes and fees
Foundry Flat | Main Street & Free Parking
A bedroom with a bed, bedside lamps, a ceiling fan, and a door leading to another room.

20. Timber Ridge Retreat 319-B | 2BR/2BA Grafton Getaway

Timber Ridge Retreat 319-B | 2BR/2BA Grafton Getaway
Grafton
$357 nightly
The price is $393
Nov 1 - Nov 2
Total with taxes and fees
Timber Ridge Retreat 319-B | 2BR/2BA Grafton Getaway
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 Chautauqua Hotel Reviews

Drury Inn & Suites St. Louis Airport

Drury Inn & Suites St. Louis Airport

10/10 Excellent
"Very hospitable staff, The breakfast was good and the evening kickback snacks and drink was a great option as well. I will definitely stay here again in the future"
KAROLINE 1-night trip
Posted less than an hour ago
Drury Inn & Suites St. Louis Airport

Find out more about Chautauqua

Everything you need to know about Chautauqua vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chautauqua vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chautauqua vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chautauqua in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $74 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chautauqua rentals

At Expedia, we put the best Chautauqua vacation 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 vacation.

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 vacation rentals in Chautauqua?

Yes, we have vacation rentals near popular local attractions in Chautauqua, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Chautauqua?

HotTub-2br2b-near Historic Main Street: This vacation home rental outside of Chautauqua offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the 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 larger area.

What’s a vacation rental in Chautauqua like?

Vacation rentals are privately owned properties you can book for several days or longer in Chautauqua. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips.