Vacation Homes in Chester, IL
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Top Vacation Homes in Chester

Peter Ray House

Elegant 3BR in the Heart of Historic Ste Genevieve

Silo Farm Haus- located in the heart of wine country!

Secluded Lodge with Private Lake Minutes from St. Louis

In the Country a Beautiful 2-bedroom house with its own private lake

Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside.

Homestead Hideaway + Hot Tub

The 1801 House: A beautiful historic home in the Ste Genevieve Historic District

5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana

Secluded Cabin with Heated Pool, hot tub, fireplace & so much more

Secluded Private Cabin with Pool, hot tub, fireplace & so much more
Top hotels in Chester

Silo Farm Haus- located in the heart of wine country!
Find the Best Vacation Homes in Chester
Why book a vacation home in Chester?
Vacation homes in Chester make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Chester?
Private Chester rental homes range between $76 - $370 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Chester vacation home rentals. You might look for Chester rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Chester offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Chester?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Chester. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Chester hotels and vacation homes that best suit your stay. We also have deals for flights, and Chester car rentals. You’ll save even more when you bundle your items into a Chester vacation package!
How many vacation homes are available to book in Chester?
There are 51 rental homes in Chester. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Chester?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Chester Vacation Homes essential information
Accommodation | 51 Vacation Homes |
|---|---|
Lowest Price | $76 |
Highest Price | $370 |
Popular accommodation | Peter Ray House, Elegant 3BR in the Heart of Historic Ste Genevieve, Silo Farm Haus- located in the heart of wine country!, Secluded Lodge with Private Lake Minutes from St. Louis, In the Country a Beautiful 2-bedroom house with its own private lake, Peaceful, cozy 1 bdrm home w hot tub & fire pit in the quiet countryside., Homestead Hideaway + Hot Tub, The 1801 House: A beautiful historic home in the Ste Genevieve Historic District, 5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana, Secluded Cabin with Heated Pool, hot tub, fireplace & so much more, Secluded Private Cabin with Pool, hot tub, fireplace & so much more, Missouri Castle w/ Private Lake, Pool & 100 Acres! |






