Plan your trip

Search Holiday Rentals in Chautauqua

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key

    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

  • Check prices for these dates

    Check prices for these dates, 15 – 16 December 2026

    View in a map

    Our top choices for Chautauqua holiday rentals

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

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

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

    A laundry room with a front-loading washer and dryer, a bedroom with a bed and a nightstand, and a hallway leading to another room.

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

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

    4. Riverside Home - Modern meets comfort

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

    5. Main Street Cottage with Hot Tub

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

    6. The Lofts of North Main Street

    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.

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

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

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

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

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

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

    10. 6th street 101 - Walk to Main St

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

    11. Dog-Friendly Studio on Historic Main Street

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

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

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

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

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

    14. The Oak & Aura Retreat

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

    15. Foundry Flat on Main with Free Parking

    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.

    16. Prime Loft of Main Street

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

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

    A room with a bed, a gray sofa, a chair, and a rug.

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

    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.

    19. Pet-Friendly Apartment Near Main Street

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

    20. Historic Main St. Customs House Upstairs Apartment

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

    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.

    View all properties

    Find holiday rentals that suit your style

    Aparthotels

    Apartments

    Condos

    Cabins

    Villas

    Cottages

    Top Chautauqua Hotel Reviews

    Pear Tree Inn St. Louis Airport

    A spacious lobby with modern seating, a reception desk, and large windows offering views of the parking area.

    The Green Tree Inn

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

    Hyatt Select St. Louis Airport

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

    Courtyard by Marriott St. Louis St. Peters

    An outdoor patio area with wicker furniture, a stone fire pit, and a building in the background.

    Embassy Suites by Hilton St. Louis St. Charles

    A multi-level hotel lobby with numerous seating areas, a central water feature, and a variety of plants.

    Hampton Inn & Suites St. Charles Old Town Area

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

    Hollywood Casino & Hotel St. Louis

    A bar area with a long counter, multiple screens, and seating.

    Find out more about Chautauqua

    Everything you need to know about Chautauqua holiday rentals

    Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chautauqua holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

    There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chautauqua holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

    Chautauqua holiday rentals: An excellent choice for every season

    Whenever you want to travel, a warm welcome awaits you in Chautauqua. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

    Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chautauqua holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chautauqua holiday rentals we have selected for you start as low as £67 per night. Entering your travel dates in the search wizard you might find even better deals!

    How to find incredible deals on Chautauqua rentals

    At Expedia, we put the best Chautauqua holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

    To find some top Chautauqua rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chautauqua holiday.

    If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chautauqua. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

    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?

    HotTub-2br2b-near Historic Main Street: This holiday home rental outside of Chautauqua offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to 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 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.