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Chautauqua Vacation Rentals

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Our top choices for Chautauqua vacation rentals

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, (143 reviews)
"Beautiful & relaxing setting"
United States
Randy/Bev H.
The price is CA $222
CA $420 total
includes taxes & fees
Jul 26 - Jul 27
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

RAFTON INN VACATION RENTAL

RAFTON INN VACATION RENTAL
Grafton
9.2 out of 10, Wonderful, (12 reviews)
"Best place we have stayed in Grafton so far! Easy walk location to everything! We were very pleased with this VRBO!"
United States
Renee M.
The price is CA $841
CA $1,502 total
includes taxes & fees
Jul 21 - Jul 22
RAFTON INN VACATION RENTAL

Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
10.0 out of 10, Exceptional, (67 reviews)
"Great place to stay, everything was what you expect. "
United States
Chris H.
The price is CA $183
CA $475 total
includes taxes & fees
Jul 21 - Jul 22
Riverside Home - Modern meets comfort

Rafton 2 Home

Rafton 2 Home
Grafton
9.6 out of 10, Exceptional, (5 reviews)
"Owner was so easy to work with and the location was perfect. Great house for our girls trip!"
United States
Michelle S.
The price is CA $561
CA $1,019 total
includes taxes & fees
Jul 21 - Jul 22
Rafton 2 Home

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
10.0 out of 10, Exceptional, (3 reviews)
"The cutest place to stay! Close enough to walk everywhere. Great view of the water."
United States
Heather
The price is CA $421
CA $591 total
includes taxes & fees
Jul 21 - Jul 22
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

1870's Estate Style Home with private courtyard.

1870's Estate Style Home with private courtyard.
grafton
10.0 out of 10, Exceptional, (8 reviews)
"Very close in walking distance to all the downtown attractions. "
United States
Stacey G.
The price is CA $671
CA $1,048 total
includes taxes & fees
Jul 21 - Jul 22
1870's Estate Style Home with private courtyard.

Rafton Inn Vacation Cottage 93

Rafton Inn Vacation Cottage 93
Grafton
9.8 out of 10, Exceptional, (6 reviews)
"Great place & location. Very clean & accommodating."
United States
Mike F.
The price is CA $210
CA $465 total
includes taxes & fees
Jul 21 - Jul 22
Rafton Inn Vacation Cottage 93

Main Street Cottage with Hot Tub

Main Street Cottage with Hot Tub
Grafton
9.0 out of 10, Wonderful, (7 reviews)
"We really enjoyed the space!"
United States
Ian P.
The price is CA $252
CA $437 total
includes taxes & fees
Jul 26 - Jul 27
Main Street Cottage with Hot Tub

Entire property in the heart of Grafton on Main

Entire property in the heart of Grafton on Main
Grafton
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great. We had a wonderful time. Great firepit area. Close to everything in town. "
United States
Timothy S.
The price is CA $1,176
CA $1,967 total
includes taxes & fees
Jul 26 - Jul 27
Entire property in the heart of Grafton on Main

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, (26 reviews)
"In this unique space we found everything we needed if we forgot to bring something, it was supplied with anything you needed. We have booked our next stay before we left."
United States
donald e
The price is CA $149
CA $305 total
includes taxes & fees
Jul 28 - Jul 29
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Rafton Inn Vacation Cottage 19

Rafton Inn Vacation Cottage 19
Grafton
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great!"
United States
Barbara A.
The price is CA $210
CA $465 total
includes taxes & fees
Jul 21 - Jul 22
Rafton Inn Vacation Cottage 19

Rafton Inn Vacation Cottage 73

Rafton Inn Vacation Cottage 73
Grafton
8.6 out of 10, Excellent, (4 reviews)
"Property was super clean and in close proximity to the main road where all the shops and bars are. "
United States
Abby F.
The price is CA $210
CA $465 total
includes taxes & fees
Jul 21 - Jul 22
Rafton Inn Vacation Cottage 73

New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!

New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
St. Charles Historic District
9.6 out of 10, Exceptional, (77 reviews)
"The property was large and bright with a perfect fenced in backyard and met all of our needs."
United States
LeAnne R.
The price is CA $507
CA $1,073 total
includes taxes & fees
Jul 24 - Jul 25
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!

Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!

Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!
St. Charles Historic District
9.8 out of 10, Exceptional, (61 reviews)
"The property was conveniently located not too far of a walk to Main Street where the shops and restaurants are located."
United States
Susan B.
The price is CA $295
CA $798 total
includes taxes & fees
Jul 21 - Jul 22
Spacious, Beautiful St. Charles Home-Remodeled-Sleeps 10! New Patio!

Charming open 4bd and screen-in porch! Sleeps 10!

Charming open 4bd and screen-in porch! Sleeps 10!
Saint Charles
9.2 out of 10, Wonderful, (47 reviews)
"Everything about the property was great. Very roomy and felt like home. "
United States
Dan R.
The price is CA $347
CA $865 total
includes taxes & fees
Jul 22 - Jul 23
Charming open 4bd and screen-in porch! Sleeps 10!

Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (113 reviews)
"Host was great. The cutest place in the perfect spot! "
United States
Anonymous traveller
The price is CA $195
CA $393 total
includes taxes & fees
Jul 21 - Jul 22
Prime Loft of Main Street

Home Near Main Street-Covered Patio-Hot Tub!

Home Near Main Street-Covered Patio-Hot Tub!
Saint Charles
9.6 out of 10, Exceptional, (37 reviews)
"Great house and great location"
United States
Mike L.
The price is CA $295
CA $798 total
includes taxes & fees
Jul 21 - Jul 22
Home Near Main Street-Covered Patio-Hot Tub!

Main Street Apartment

Main Street Apartment
St. Charles Historic District
9.6 out of 10, Exceptional, (39 reviews)
"Great location for shopping and a lot of restaurants nearby. Beds were very comfortable. "
United States
Brooke I.
The price is CA $227
CA $631 total
includes taxes & fees
Jul 21 - Jul 22
Main Street Apartment

Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!

Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!
Pinehurst
8.8 out of 10, Excellent, (31 reviews)
"Our family, daughters/husbands and grandmother stayed at the rental for a three day weekend. The rental was very clean, the kitchen has new appliances and is well equipped. The beds were very comfortable and everyone got good nice sleeps. "
United States
Steve H.
The price is CA $389
CA $963 total
includes taxes & fees
Jul 21 - Jul 22
Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!

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, (80 reviews)
"Great location and beautiful place. Had a wonderful time. "
United States
Ernest R.
The price is CA $168
CA $352 total
includes taxes & fees
Jul 21 - Jul 22
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!
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?

Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton: This vacation home rental outside of Chautauqua is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.