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Chautauqua Holiday Rentals

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Our top choices for Chautauqua holiday rentals

1. 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, (148 reviews)
"My wife and I stayed there for a few days for her birthday. It was so peaceful there. The host keeps the place very clean and includes many additional thoughtful items. The trail is a nice touch and worth exploring. It was super hot during our stay and the A/C kept us nice and cool."
United States
Alex
The price is NZ$509
includes taxes & fees
9 Sept - 10 Sept
Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

2. Rafton Inn Vacation Cottage 93

Rafton Inn Vacation Cottage 93
Grafton
9.8 out of 10, Exceptional, (7 reviews)
"Great place & location. Very clean & accommodating."
United States
Mike F.
The price is NZ$555
includes taxes & fees
9 Sept - 10 Sept
Rafton Inn Vacation Cottage 93

3. Riverside Home - Modern meets comfort

Riverside Home - Modern meets comfort
Grafton
10.0 out of 10, Exceptional, (70 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 NZ$565
includes taxes & fees
15 Sept - 16 Sept
Riverside Home - Modern meets comfort

4. 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 NZ$521
includes taxes & fees
9 Sept - 10 Sept
Main Street Cottage with Hot Tub

5. 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, (4 reviews)
"Had a fantastic trip! We recomend highly!"
United States
Jeremy B.
The price is NZ$719
includes taxes & fees
20 Sept - 21 Sept
The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

6. 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 NZ$555
includes taxes & fees
20 Sept - 21 Sept
Rafton Inn Vacation Cottage 19

7. 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, (28 reviews)
"Nicely appointed space, comfy beds, convenient location."
United States
Mike & JoAnn H.
The price is NZ$363
includes taxes & fees
20 Sept - 21 Sept
McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

8. Rafton Inn Vacation Cottage 73

Rafton Inn Vacation Cottage 73
Grafton
8.8 out of 10, Excellent, (6 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 NZ$555
includes taxes & fees
9 Sept - 10 Sept
Rafton Inn Vacation Cottage 73

9. 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 NZ$1,195
includes taxes & fees
20 Sept - 21 Sept
Rafton 2 Home

10. RAFTON INN VACATION RENTAL

RAFTON INN VACATION RENTAL
Grafton
9.4 out of 10, Exceptional, (13 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 NZ$1,772
includes taxes & fees
17 Sept - 18 Sept
RAFTON INN VACATION RENTAL

11. 1870's Estate Style Home with private courtyard.

1870's Estate Style Home with private courtyard.
grafton
10.0 out of 10, Exceptional, (9 reviews)
"Very close in walking distance to all the downtown attractions. "
United States
Stacey G.
The price is NZ$1,230
includes taxes & fees
22 Sept - 23 Sept
1870's Estate Style Home with private courtyard.

12. HotTub-2br2b-near Historic Main Street

HotTub-2br2b-near Historic Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (21 reviews)
"Comfy beds, great location!"
United States
Jessie W.
The price is NZ$479
includes taxes & fees
10 Sept - 11 Sept
HotTub-2br2b-near Historic Main Street

13. 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 NZ$2,300
includes taxes & fees
20 Sept - 21 Sept
Entire property in the heart of Grafton on Main

14. St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!
St. Charles Historic District
9.8 out of 10, Exceptional, (163 reviews)
"Very nice very clean property. Very much enjoyed our stay"
United States
Joe R.
The price is NZ$469
includes taxes & fees
9 Sept - 10 Sept
St. Charles 1860's Gem - Sleeps 6!

15. Historic 1908 Frenchtown Home

Historic 1908 Frenchtown Home
St. Charles Historic District
8.8 out of 10, Excellent, (26 reviews)
"Kitchen has a Kurig so be sure to get pods.The house is functional as a historic property but we really only used it as a place to sleep while in town for work. Getting ready with 3 people and one bath was slightly difficult as the bedroom didn't have a mirror so everyone required the bathroom, but the beds were comfy.It is a nice part of town, near the college and on a quiet one way street."
United States
Megan B.
The price is NZ$582
includes taxes & fees
21 Sept - 22 Sept
Historic 1908 Frenchtown Home

16. Amazing Renovated Historic Loft on Main Street

Amazing Renovated Historic Loft on Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (68 reviews)
"Lovely accommodations, very clean, well equipped, great location. "
United States
Emily B.
The price is NZ$439
includes taxes & fees
9 Sept - 10 Sept
Amazing Renovated Historic Loft on Main Street

17. Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (116 reviews)
"Host was great. The cutest place in the perfect spot! "
United States
Anonymous traveller
The price is NZ$439
includes taxes & fees
9 Sept - 10 Sept
Prime Loft of Main Street

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.
Dog-Friendly 2BR | Walk to Main Street

19. Historic Main Street Studio | Dog-Friendly

Historic Main Street Studio | Dog-Friendly
St. Charles Historic District
9.2 out of 10, Wonderful, (37 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 NZ$412
includes taxes & fees
21 Sept - 22 Sept
Historic Main Street Studio | Dog-Friendly

20. The Lofts of North Main Street

The Lofts of North Main Street
St. Charles Historic District
9.6 out of 10, Exceptional, (189 reviews)
"It was great! Clean and great communication with host."
United States
Natalie H.
The price is NZ$442
includes taxes & fees
14 Sept - 15 Sept
The Lofts of North 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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Chautauqua holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Chautauqua. 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 Chautauqua. 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 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 holiday 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 Chautauqua short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Chautauqua?

Yes, there are holiday rentals close to the most popular sights in Chautauqua, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chautauqua has to offer?

The St. Charles Guest House, lovely historic home, fun for families and groups: This holiday home rental outside of Chautauqua is located on a river, and has a fireplace, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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. Grafton SkyTour and Grafton Winery & Brewhaus are a couple of places you'll find in the wider area.

What’s a holiday rental in Chautauqua like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chautauqua. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.