Rent The Cottages - Vacation Rentals in Chesterfield County
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Luxury Places to Stay in Chesterfield County
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Top-Rated Vacation Rentals with a Pool in Chesterfield County
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Pet-Friendly Vacation Rentals in Chesterfield County
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Large Vacation Homes & Villas in Chesterfield County
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Wheelchair Accessible Vacation Homes in Chesterfield County
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Chesterfield County Varoom and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Chesterfield County
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About Chesterfield County Vacation Rentals
With more than 162 Chesterfield County vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rentthecottages and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chesterfield County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Rentthecottages Chesterfield County, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chesterfield County. Places to stay near Chesterfield County are 810.72 ft² on average, with prices averaging $275 a night.
Rentthecottages makes it easy and safe to find and compare vacation rentals in Chesterfield County with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Chesterfield County
| Type | Count |
|---|---|
| Vacation Homes | 82 |
| Hotels with Suites | 49 |
| Holiday Apartments | 21 |
| Cottages | 4 |
| Villas | 2 |
Use these Quick Filters to Find a Vacation Rental in Chesterfield County
★ Pro Tip: Rentthecottages makes it easy to compare the best listings on Rentthecottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rentthecottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chesterfield County.
Weather in Chesterfield County
View the weather forecast for Chesterfield County before booking your Chesterfield County Vacation Rentals to confirm your best time to go.
Top Attractions Around Chesterfield County, VA
Rentthecottages offers a large selection of top attractions around Chesterfield County. Research things to do on your vacation before you visit Chesterfield County.
Other Places to Stay Near Chesterfield County, VA
Complexes around Chesterfield County, VA
Chesterfield County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Chesterfield County?
There are a lot of options in Chesterfield County. If you plan on staying in the Chesterfield County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesterfield County:
- Beautiful and Spacious home w/Outdoor Kitchen
- Terre Haute Manor Farmhouse w/Gardens & Deck!
- 4-bedroom house in charming Midlothian 20 min to Richmond and Petersburg.
- Luxe Cottage - South ChesterfieldnStylishly renovated, w/large master suite nnn
- “WaterView" The Pool Pavilion, waterfront property assisted handicap access.
- 3 Family friendly Waterfront homes w/pool, private property with amenities!
- Luxurious 1-bedroom riverfront Cottage with AC and WiFi in charming Midlothian.
- 1-Bedroom Guesthouse with a private entrance, Patio, & Parking
- Tranquil Cottage in Virginia Countryside w/Pond!
- Luxurious riverfront Manor with 6 bedrooms and WiFi, AC in fabulous Midlothian
How many vacation rentals have private pools in Chesterfield County?
There are 4 vacation rentals with private pools near Chesterfield County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Chesterfield County are best for families?
If you are looking for a family-friendly vacation home in Chesterfield County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chesterfield County:
How many vacation rentals are available in Chesterfield County?
Currently, the total number of properties listed in 2026 is over 162 in the Chesterfield County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chesterfield County.
