Chautauqua Vacation Rentals

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Our top choices for Chautauqua vacation rentals

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
The price is CA $341
CA $494 total
includes taxes & fees
Apr 22 - Apr 23
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

Spacious 2 Bedroom Townhome

Spacious 2 Bedroom Townhome
Saint Charles
8.0 out of 10, Very good, (14 reviews)
"The stay here was amazing!! Live the little townhouse so much. Host was amazing!!"
United States
Tina W.
The price is CA $131
CA $393 total
includes taxes & fees
Apr 22 - Apr 23
Spacious 2 Bedroom Townhome

1 Queen Bed | Non-Smoking, Kitchen

1 Queen Bed | Non-Smoking, Kitchen
St. Louis MO
The price is CA $105
CA $122 total
includes taxes & fees
Apr 22 - Apr 23
1 Queen Bed | Non-Smoking, Kitchen

Peaceful ONE bedroom Apartment with at home gym

Peaceful ONE bedroom Apartment with at home gym
Florissant
The price is CA $179
CA $467 total
includes taxes & fees
Apr 22 - Apr 23
Peaceful ONE bedroom Apartment with at home gym

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, (22 reviews)
"We had a wonderful New Year’s Eve stay, everything was clean and as described. The space is very nicely renovated and decorated, highly recommended."
United States
Valerie L.
The price is CA $161
CA $317 total
includes taxes & fees
May 17 - May 18
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Stay on Main Historic Studio

Stay on Main Historic Studio
St. Charles Historic District
9.0 out of 10, Wonderful, (34 reviews)
"Nice property.. Clean. "
United States
Belinda J.
The price is CA $107
CA $267 total
includes taxes & fees
Apr 26 - Apr 27
Stay on Main Historic Studio

Duplex Hideaway in St. Charles, MO

Duplex Hideaway in St. Charles, MO
St. Charles Historic District
10.0 out of 10, Exceptional, (5 reviews)
"I will stay here again. It was a great location for my visit. Lots of room and amenities. Highly recommend this location if you are visiting the St Louis area. Barely a mile to get to Hwy 70, so easy access to St Louis, St Peter's, Wentzville etc. Maybe two blocks from Historic St Charles and Ameristar Casino."
United States
Karen M.
The price is CA $131
CA $322 total
includes taxes & fees
Apr 22 - Apr 23
Duplex Hideaway in St. Charles, MO

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
St. Charles Historic District
9.6 out of 10, Exceptional, (75 reviews)
"Great communication from host, cute house in an awesome location. Will definitely be staying again!"
United States
Sydney W.
The price is CA $162
CA $339 total
includes taxes & fees
Apr 26 - Apr 27
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

The Brick & Beam 3rd Floor Apartment

The Brick & Beam 3rd Floor Apartment
St. Charles Historic District
The price is CA $172
CA $438 total
includes taxes & fees
Apr 22 - Apr 23
The Brick & Beam 3rd Floor Apartment

The Historic Bricks on Main

The Historic Bricks on Main
St. Charles Historic District
9.0 out of 10, Wonderful, (17 reviews)
"Host was very welcoming and helpful when we have any questions no matter what time of day. The place was very quaint and comfy. We would highly recommend. "
United States
Chelsea L.
The price is CA $148
CA $319 total
includes taxes & fees
Apr 22 - Apr 23
The Historic Bricks on Main

Walk to Main St | Pet-Friendly Apt

Walk to Main St | Pet-Friendly Apt
St. Charles Historic District
8.8 out of 10, Excellent, (15 reviews)
"Great space! Very comfortable! "
United States
Mary H.
The price is CA $148
CA $398 total
includes taxes & fees
Apr 22 - Apr 23
Walk to Main St | Pet-Friendly Apt

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
St. Louis MO
The price is CA $108
CA $125 total
includes taxes & fees
Apr 29 - Apr 30
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

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, (137 reviews)
"The property was amazing! The house gave me warm memories of my grandparents. Bed was extremely comfortable, we slept great. Definitely want to come back!"
United States
Susan M.
The price is CA $216
CA $410 total
includes taxes & fees
May 5 - May 6
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Historic 1908 Frenchtown Home

Historic 1908 Frenchtown Home
St. Charles Historic District
8.6 out of 10, Excellent, (20 reviews)
"Very clean, older 2-bedroom home. Close to all the Main Street action. House had all the amenities we needed."
United States
Michele S.
The price is CA $148
CA $408 total
includes taxes & fees
Apr 28 - Apr 29
Historic 1908 Frenchtown Home

2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
St. Louis MO
The price is CA $119
CA $138 total
includes taxes & fees
Apr 23 - Apr 24
2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
St. Louis MO
The price is CA $119
CA $138 total
includes taxes & fees
Apr 23 - Apr 24
2 Queen Beds | Mobil Access Tub Nsmk Kitchen

RAFTON INN VACATION RENTAL

RAFTON INN VACATION RENTAL
Grafton
9.2 out of 10, Wonderful, (12 reviews)
"Adult girls getaway! In our 60s so comfort and location were important! And this property did not disappoint! Shops, restaurants, and ice cream all walking distance. 6 queen or king beds with comfortable mattresses! Everything up to date, clean, and well stocked. Wonderful long weekend in lovely Grafton!"
United States
LeAnne S.
The price is CA $818
CA $1,461 total
includes taxes & fees
Apr 22 - Apr 23
RAFTON INN VACATION RENTAL

Historic 5th Street House - Fully Rehabbed # 2

Historic 5th Street House - Fully Rehabbed # 2
St. Charles Historic District
8.8 out of 10, Excellent, (13 reviews)
"Wonderful place to stay would definitely recommend "
United States
Steven S.
The price is CA $135
CA $346 total
includes taxes & fees
Apr 26 - Apr 27
Historic 5th Street House - Fully Rehabbed # 2

Historic Alton duplex! Upper unit

Historic Alton duplex! Upper unit
Alton
The price is CA $177
CA $379 total
includes taxes & fees
Apr 29 - Apr 30
Historic Alton duplex! Upper unit

2 Bdr Upstairs Apt Walking Distance to Main St

2 Bdr Upstairs Apt Walking Distance to Main St
Saint Charles
7.6 out of 10, Good, (4 reviews)
"The best price-value ratio. Quiet neighborhood, close to the city center."
United States
Tamas P.
The price is CA $148
CA $398 total
includes taxes & fees
Apr 26 - Apr 27
2 Bdr Upstairs Apt Walking Distance to Main St
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?

St. Charles 1860's Gem - Sleeps 6!: This vacation home rental outside of Chautauqua is located on a river and has a garden, a selection of books, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Winery & Brewhaus 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.