Chautauqua Vacation Rentals from SAR 207: Search Short-Term Rentals

Q: 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.

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Our top choices for Chautauqua vacation rentals

An aerial view of a residential area with multiple buildings, roads, and a large green space.

1. GraftonStay Villas 317-A | Cozy 1BR Timber Ridge

Grafton

Lyndsey F.

SAR 917 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a white door, a couch, a small table, and a rug.

2. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

Jerseyville

Libby W.

SAR 813 total

includes taxes & fees

22 Nov - 23 Nov

A white house with a porch and a large tree in front.

3. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

Grafton

Rex P.

SAR 1,250 total

includes taxes & fees

15 Nov - 16 Nov

A marina with boats docked, a waterfront restaurant, and a building with a green roof.

4. Riverside Home - Modern meets comfort

Grafton

Robert

SAR 1,209 total

includes taxes & fees

14 Dec - 15 Dec

A hot tub on a wooden deck with a wooden railing and a wooden bench.

5. Main Street Cottage with Hot Tub

Grafton

Ian P.

SAR 1,119 total

includes taxes & fees

17 Nov - 18 Nov

A spacious living area with a wooden floor, a dining table with chairs, a flat-screen TV mounted on the wall, and a kitchen area with modern appliances.

6. The Lofts of North Main Street

St. Charles Historic District

Liberty A.

SAR 875 total

includes taxes & fees

15 Nov - 16 Nov

A bar area with a wooden bar and two stools, a ceiling fan, and a window with blinds.

7. The Olive House - Near Main Street- Fully rehabbed

Saint Charles

Stephen L.

SAR 1,267 total

includes taxes & fees

18 Nov - 19 Nov

A hotel lobby with white columns, a reception desk, and a tiled floor.

8. 1 King Bed|Mobility|Tub|Nsmk|Micfridg

Hazelwood MO

Anonymous traveler

A red building with a black door, a small window, and a doormat.

9. The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

Grafton

Jeremy B.

SAR 1,511 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a black leather sofa, two grey armchairs, a wooden coffee table, and a wall clock.

10. 6th street 101 - Walk to Main St

St. Charles Historic District

Scott N.

SAR 979 total

includes taxes & fees

15 Nov - 16 Nov

A row of multi-story buildings with commercial storefronts, including a cafe and a restaurant.

11. Dog-Friendly Studio on Historic Main Street

St. Charles Historic District

Sarah C.

SAR 810 total

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor deck with a table and chairs, a view of a body of water, and a green landscape.

12. GraftonStay Villas 317-B | Charming 2BR/2BA Retreat

Grafton

SAR 1,366 total

includes taxes & fees

15 Nov - 16 Nov

A covered outdoor deck with a table and chairs, a view of a body of water, and a green landscape in the background.

13. GraftonStay Villas 319-B | Charming 2BR/2BA Retreat

Grafton

SAR 1,374 total

includes taxes & fees

15 Nov - 16 Nov

A two-story building with a balcony, a sign for 'Insomnia Cookies,' and a street view.

14. The Oak & Aura Retreat

St. Charles Historic District

Rachel B.

A modern living room with a leather sofa, a wooden coffee table, and a leather armchair. There is a painting on the wall and a lamp on a side table.

15. Foundry Flat on Main with Free Parking

St. Charles Historic District

Michael

SAR 1,122 total

includes taxes & fees

17 Nov - 18 Nov

A cozy living room with a brick wall, a white sofa with colorful cushions, a small black table, and a potted plant.

16. Prime Loft of Main Street

St. Charles Historic District

Richard W.

SAR 815 total

includes taxes & fees

15 Nov - 16 Nov

A living room with a sectional sofa, a tufted armchair, a patterned rug, and a wooden cabinet.

17. Historic 5th Street House - Fully Rehabbed # 2

St. Charles Historic District

Steven S.

SAR 865 total

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with a stack of folded towels, a bedside lamp, and a ceiling fan in a room with a large window and a wall-mounted artwork.

18. Home Near Main with Pet-Friendly Yard and Office

St. Charles Historic District

Jessica S.

SAR 982 total

includes taxes & fees

19 Nov - 20 Nov

A modern living room with a sectional sofa, a wooden coffee table, and a large window with blinds.

19. Pet-Friendly Apartment Near Main Street

St. Charles Historic District

Brian B.

SAR 1,041 total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with stainless steel appliances, white cabinetry, and a brick accent wall.

20. Historic Main St. Customs House Upstairs Apartment

St. Charles Historic District

Margaret A.

SAR 1,302 total

includes taxes & fees

16 Nov - 17 Nov

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Find vacation rentals that suit your style

Top Chautauqua Hotel Reviews

A spacious lobby with a high ceiling, a reception desk, seating areas, and a staircase leading to an upper level.

Holiday Inn Express & Suites St Peters by IHG

St. Peters

10/10 Excellent

Christian Churches Disability

A snack and beverage section with shelves stocked with various snacks and drinks, and a wall with a geometric design and text.

Hampton Inn & Suites St. Louis/Alton

Alton

10/10 Excellent

Happytraveler

A Holiday Inn Express & Suites building with a modern design, featuring a covered entrance and a landscaped area with trees.

Holiday Inn Express and Suites Alton St Louis Area by IHG

Alton

10/10 Excellent

This property is very clean, in a great location and appears brand new. I feel what really sets it apart is the exceptional, friendly and hard-working staff. From the front desk, to maintenance to the breakfast attendant, pride in their work is evident. This crew does an amazing job! Also, our room was spacious and nicely appointed. I really cannot endorse this property enough! 10 out of 10 I would return to this great property

Ray

A staircase on a grassy hill with a sunset in the background.

The Green Tree Inn

Elsah

10/10 Excellent

Marian

A brick building with a sign reading "Country Inn & Suites."

Country Inn & Suites by Radisson, St. Charles Historic District

St. Charles Historic District

10/10 Excellent

3 night stay in early Nov-2026. Location is very walkable to historic St. Charles and waterfront. Check in was great-there was a large group of people in front of me when I arrived and the desk clerk saw me and flagged me to the counter to help me around the group. She also suggested Salt & Smoke for dinner which I tried and it was good. Room and facilities were very clean, and the bed and pillows were very comfortable. It was very quiet, no street noise; this time of year may be less noisy...

Joanne

A modern kitchen with a central island, breakfast bar, and various appliances.

Hampton Inn & Suites St. Charles Old Town Area

St. Charles

10/10 Excellent

Leslie

A modern hotel room with a dining area, wooden cabinets, a checkered floor, and a flat-screen TV.

Wingate by Wyndham St. Louis Airport

St. Ann

10/10 Excellent

Sandra

A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, a door, and a wall with a road map mural.

Super 8 by Wyndham St Charles

St. Charles

10/10 Excellent

Jonathan D

A modern living room with a built-in fireplace, a large flat-screen TV, a unique hexagonal pendant light, and a patterned rug.

Hyatt Select St. Louis Airport

Woodson Terrace

10/10 Excellent

Chandis

A Holiday Inn Express & Suites hotel with a covered entrance and a brick facade.

Holiday Inn Express Hotel and Suites St. Charles by IHG

St. Charles

10/10 Excellent

Anonymous traveler

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.

Chautauqua Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chautauqua vacation rentals

1. GraftonStay Villas 317-A | Cozy 1BR Timber Ridge

2. McClusky Trail Guesthouse Convenient Access to Jerseyville, Grafton & Alton

3. Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton

4. Riverside Home - Modern meets comfort

5. Main Street Cottage with Hot Tub

6. The Lofts of North Main Street

7. The Olive House - Near Main Street- Fully rehabbed

8. 1 King Bed|Mobility|Tub|Nsmk|Micfridg

9. The Crimson Caboose! Unique, one of a kind experience in downtown, Grafton

10. 6th street 101 - Walk to Main St

11. Dog-Friendly Studio on Historic Main Street

12. GraftonStay Villas 317-B | Charming 2BR/2BA Retreat

13. GraftonStay Villas 319-B | Charming 2BR/2BA Retreat

14. The Oak & Aura Retreat

15. Foundry Flat on Main with Free Parking

16. Prime Loft of Main Street

17. Historic 5th Street House - Fully Rehabbed # 2

18. Home Near Main with Pet-Friendly Yard and Office

19. Pet-Friendly Apartment Near Main Street

20. Historic Main St. Customs House Upstairs Apartment

Find vacation rentals that suit your style

Top Chautauqua Hotel Reviews

Holiday Inn Express & Suites St Peters by IHG

10/10 Excellent

Frequently Asked Questions

Are there vacation rentals in Chautauqua?

What are some of the best vacation home rentals in Chautauqua?

What’s there to see and do in Chautauqua?

What’s a vacation rental in Chautauqua like?