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Chautauqua Vacation Rentals

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Our top choices for Chautauqua vacation rentals

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

GraftonStay Villas 317-A | Cozy 1BR Timber Ridge
Grafton
The price is CA $168
CA $312 total
includes taxes & fees
Nov 4 - Nov 5
GraftonStay Villas 317-A | Cozy 1BR Timber Ridge

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 CA $157
CA $303 total
includes taxes & fees
Nov 4 - Nov 5
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

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 CA $236
CA $417 total
includes taxes & fees
Nov 4 - Nov 5
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

4. 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)
"Clean. The patio was very comfortable and nice to sit and relax. The beds were also very comfortable."
United States
Beth S.
The price is CA $119
CA $457 total
includes taxes & fees
Nov 4 - Nov 5
Private Basement - Two King Beds and Hot Tub

5. Lovely Couples Escape on Mississippi River!

Lovely Couples Escape on Mississippi River!
3.0 star property
St. Charles
10.0 out of 10, Exceptional, (4 reviews)
"The property was clean, easy to access, the property owner was easy to talk to and amazing. Loved staying there and will be staying again next year for the same bike race."
United States
Marina
The price is CA $201
CA $337 total
includes taxes & fees
Nov 5 - Nov 6
Lovely Couples Escape on Mississippi River!

6. 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 CA $252
CA $417 total
includes taxes & fees
Nov 29 - Nov 30
Main Street Cottage with Hot Tub

7. 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.
The price is CA $140
CA $483 total
includes taxes & fees
Nov 4 - Nov 5
Adorable 2 King Bed Frenchtown Home

8. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (76 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 CA $201
CA $452 total
includes taxes & fees
Nov 9 - Nov 10
Riverside Home - Modern meets comfort

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 CA $419
CA $538 total
includes taxes & fees
Nov 4 - Nov 5
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

10. Amazing Renovated Historic Loft on Main Street

Amazing Renovated Historic Loft on Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (72 reviews)
"This was a prime spot for downtown activities! Near everything and not far from STL. Would absolutely stay here again!"
United States
Rebecca F.
The price is CA $194
CA $373 total
includes taxes & fees
Nov 11 - Nov 12
Amazing Renovated Historic Loft on Main Street

11. 3BR Close to Historic Main Street-Low Cleaning Fee

3BR Close to Historic Main Street-Low Cleaning Fee
Saint Charles
The price is CA $132
CA $352 total
includes taxes & fees
Nov 29 - Nov 30
3BR Close to Historic Main Street-Low Cleaning Fee

12. Dog-Friendly Studio on Historic Main Street

Dog-Friendly Studio on Historic Main Street
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.
The price is CA $136
CA $310 total
includes taxes & fees
Nov 9 - Nov 10
Dog-Friendly Studio on Historic Main Street

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

GraftonStay Villas 319-B | Charming 2BR/2BA Retreat
Grafton
The price is CA $238
CA $520 total
includes taxes & fees
Nov 24 - Nov 25
GraftonStay Villas 319-B | Charming 2BR/2BA Retreat

14. Cottage on Main st- Low Cleaning Fee

Cottage on Main st- Low Cleaning Fee
St. Charles Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Good location. Decorated very nicely. "
United States
Debbie A.
The price is CA $161
CA $392 total
includes taxes & fees
Nov 16 - Nov 17
Cottage on Main st- Low Cleaning Fee

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

GraftonStay Villas 317-B | Charming 2BR/2BA Retreat
Grafton
The price is CA $249
CA $533 total
includes taxes & fees
Nov 24 - Nov 25
GraftonStay Villas 317-B | Charming 2BR/2BA Retreat

16. Lovely Couples Escape on Mississippi River!

Lovely Couples Escape on Mississippi River!
St Charles
10.0 out of 10, Exceptional, (30 reviews)
"We had a fantastic stay at the cottage! It was fun to watch the view of the river especially when boats went by. The hosts had everything we could need ready for us. The location was easy to find and a perfect base for exploring the St. Charles area."
United States
Sydney
The price is CA $154
CA $325 total
includes taxes & fees
Nov 5 - Nov 6
Lovely Couples Escape on Mississippi River!

17. 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 CA $154
CA $419 total
includes taxes & fees
Nov 19 - Nov 20
Foundry Flat on Main with Free Parking

18. Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (123 reviews)
"Great"
United States
Richard W.
The price is CA $194
CA $373 total
includes taxes & fees
Nov 11 - Nov 12
Prime Loft of Main Street

19. 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, (12 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 CA $160
CA $367 total
includes taxes & fees
Nov 8 - Nov 9
Home Near Main with Pet-Friendly Yard and Office

20. 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 CA $148
CA $403 total
includes taxes & fees
Nov 11 - Nov 12
Pet-Friendly Apartment Near Main Street
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

Find out more about Chautauqua

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chautauqua. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.