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Chautauqua Vacation Rentals

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Our top choices for Chautauqua vacation rentals

1. 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.
The price is CA $210
CA $467 total
includes taxes & fees
Oct 27 - Oct 28
Rafton Inn Vacation Cottage 19

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

Timber Ridge Hideaway 317 A | Cozy 1BR Grafton Stay
Grafton
The price is CA $168
CA $332 total
includes taxes & fees
Oct 27 - Oct 28
Timber Ridge Hideaway 317 A | Cozy 1BR Grafton Stay

3. 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 $158
CA $333 total
includes taxes & fees
Oct 27 - Oct 28
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

4. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
9.8 out of 10, Exceptional, (75 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.
The price is CA $189
CA $484 total
includes taxes & fees
Oct 27 - Oct 28
Riverside Home - Modern meets comfort

5. 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.
The price is CA $263
CA $468 total
includes taxes & fees
Nov 4 - Nov 5
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

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 $440 total
includes taxes & fees
Oct 27 - Oct 28
Main Street Cottage with Hot Tub

7. 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.
The price is CA $420
CA $594 total
includes taxes & fees
Oct 27 - Oct 28
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

8. 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.
The price is CA $119
CA $478 total
includes taxes & fees
Oct 28 - Oct 29
Private Basement - Two King Beds and Hot Tub

9. Rafton Inn Vacation Cottage 93

Rafton Inn Vacation Cottage 93
Grafton
9.8 out of 10, Exceptional, (9 reviews)
"Great place & location. Very clean & accommodating."
United States
Mike F.
The price is CA $210
CA $467 total
includes taxes & fees
Oct 27 - Oct 28
Rafton Inn Vacation Cottage 93

10. Rafton Inn Vacation Cottage 73

Rafton Inn Vacation Cottage 73
Grafton
9.0 out of 10, Wonderful, (7 reviews)
"Good location"
United States
angela g.
The price is CA $210
CA $467 total
includes taxes & fees
Oct 27 - Oct 28
Rafton Inn Vacation Cottage 73

11. 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 $505 total
includes taxes & fees
Oct 27 - Oct 28
Adorable 2 King Bed Frenchtown Home

12. 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 CA $175
CA $488 total
includes taxes & fees
Oct 27 - Oct 28
The Olive House - Near Main Street- Fully rehabbed

13. 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 $156
CA $345 total
includes taxes & fees
Oct 27 - Oct 28
Amazing Renovated Historic Loft on Main Street

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 Oak & Aura Retreat

15. 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 $195
CA $392 total
includes taxes & fees
Nov 8 - Nov 9
Prime Loft of Main Street

16. 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 $129
CA $313 total
includes taxes & fees
Oct 29 - Oct 30
Dog-Friendly Studio on Historic Main Street

17. 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, (87 reviews)
"Quaint and quiet, with easy access to downtown St Charles."
United States
Jeffrey E.
The price is CA $167
CA $349 total
includes taxes & fees
Oct 27 - Oct 28
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

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

Timber Ridge Retreat 319-B | 2BR/2BA Grafton Getaway
Grafton
The price is CA $238
CA $551 total
includes taxes & fees
Nov 1 - Nov 2
Timber Ridge Retreat 319-B | 2BR/2BA Grafton Getaway

19. The Lofts of North Main Street

The Lofts of North Main Street
St. Charles Historic District
9.6 out of 10, Exceptional, (196 reviews)
"Such an awesome place! Super. Lean and great location. Loved our stay!"
United States
Jill C.
The price is CA $156
CA $345 total
includes taxes & fees
Oct 28 - Oct 29
The Lofts of North Main Street

20. Timber Ridge Retreat 317 B | 2BR/2BA Grafton Getaway

Timber Ridge Retreat 317 B | 2BR/2BA Grafton Getaway
Grafton
The price is CA $250
CA $565 total
includes taxes & fees
Nov 1 - Nov 2
Timber Ridge Retreat 317 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

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.