Chesterfield Summer Rentals, Cottages & Cabins

Book a Place to Stay in Chesterfield for Your Summer Getaway

About Chesterfield Summer Rental on Rent By Owner

With 40 summer rentals in or near Chesterfield, choosing a suitable rental home for your upcoming summer getaway on Rent By Owner is easy. Whether you are traveling with family, friends, or in a group to Chesterfield or areas nearby, RBO has plenty of summer accommodations to choose from, many with top amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxury bedrooms, bathtubs, and pet-allowed environments.

Looking for a relaxing place to stay in Chesterfield for a summer vacation you do not want to forget easily? Rent By Owner summer rental homes are available to provide you with the maximum comfort you deserve. Whether you're needing a unique style condo, luxury resort, villas, bungalow, cozy cabin, RV, or cottage in Chesterfield, RBO has got you covered for your next summer holiday.

Show more
Show less

Frequently Asked Questions About Chesterfield Luxury Rentals

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

In 2025, RBO offers 40 summer rentals in or around Chesterfield. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
The average price per night for a summer rental in Chesterfield is $232. Check the full list of summer accommodations in Chesterfield.
There are 40 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Rent By Owner.

Yes, here are some popular summer holiday rentals in Chesterfield that have a private or indoor pool:

Check all holiday rentals with a pool in Chesterfield on Rent By Owner.