
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
2. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton
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
4. Private Basement - Two King Beds and Hot Tub
Private Basement - Two King Beds and Hot Tub
5. Lovely Couples Escape on Mississippi River!
Lovely Couples Escape on Mississippi River!
6. Main Street Cottage with Hot Tub
Main Street Cottage with Hot Tub
7. Adorable 2 King Bed Frenchtown Home
Adorable 2 King Bed Frenchtown Home
8. Riverside Home - Modern meets comfort
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
10. Amazing Renovated Historic Loft on Main Street
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
12. Dog-Friendly Studio on Historic Main Street
Dog-Friendly Studio on Historic Main Street
13. GraftonStay Villas 319-B | Charming 2BR/2BA Retreat
GraftonStay Villas 319-B | Charming 2BR/2BA Retreat
14. Cottage on Main st- Low Cleaning Fee
Cottage on Main st- Low Cleaning Fee
15. GraftonStay Villas 317-B | Charming 2BR/2BA Retreat
GraftonStay Villas 317-B | Charming 2BR/2BA Retreat
16. Lovely Couples Escape on Mississippi River!
Lovely Couples Escape on Mississippi River!
17. Foundry Flat on Main with Free Parking
Foundry Flat on Main with Free Parking
18. Prime Loft of Main Street
Prime Loft of Main Street
19. Home Near Main with Pet-Friendly Yard and Office
Home Near Main with Pet-Friendly Yard and Office
20. Pet-Friendly Apartment Near Main Street
Pet-Friendly Apartment Near Main StreetFind vacation rentals that suit your style
Top Chautauqua Hotel Reviews

Pear Tree Inn St. Louis Airport
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.


































































