Chester Rentals By Owner

There are a lot of options in Chester. If you plan on staying in the Chester area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Chester:

• Urban Loft #7 BLUE · Downtown Urban Loft above Restaurants & Boutiques
• Crazy Joe’s Cabin #2
• Urban Loft #1 RED · Urban Loft Downtown above BrewCo & Restaurant
• Retreat Air - King Bed, Hot Tub & No cleaning fee
• MS Bette’s has added a Hot Tub to our 3 bedroom 1 bath rental!
• Doves Nest Guest House Tranquil & Relaxing
• Peaceful 4BR ranch w/hot tub, fire pit & quick access to Ste. Genevieve’s wineries & shops.
• Hot Tub & Creek Views: Secluded Perryville Cabin
• Downtown Urban Loft above Restaurants #5
• Downtown Urban Loft above Restaurant #7

There are many large, family-friendly vacation homes available in Chester; however, here are the most popular family rentals listed on our site:

• Beautiful Modern Loft In Wine Country!
• Downtown Loft Amazing Bath Tub & Shower #9
• The Mediterranean House 1858
• Gabouri Place ~ Completely Renovated Victorian in Ste. Genevieve's Historic Dist

Yes, there are 78 self-catering vacation homes in Chester that have hot tubs, swimming pools, & other amenities.

There are more than 78 luxury villas and vacation homes in or near Chester. Filter by price to compare find the most expensive places to stay on Villas Mykonos.

Yes, there are 78 pet friendly vacation homes and places to stays that are available in or near Chester that you may consider.