Compare Vacation Rentals & Rent By Owner Homes in Castlewood, Chesterfield, Virginia, USA
About Castlewood Vacation Rentals
With more than 82 Castlewood vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 an RBO property in Castlewood.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Castlewood, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Castlewood. Places to stay near Castlewood are 765.69 ft² on average, with prices averaging US $172 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Castlewood with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Castlewood?
What are the top vacation rentals in Castlewood?
- 5-Star Comfort, 16 Minutes from Richmond Downtown
- Richmond Vacation Rental about 10 Mi to Downtown!
- Charming Retreat w/Pool Table in Chesterfield!
- Exhibit 804: Richmond’s Artsy RV - Glamping Escape
- Charming Cul-de-sac Retreat | Double Master + Garage + Home Office
- Richmond Vacation Rental ~ 10 Mi to Downtown!
- Serenity in the Suburbs: Your Gorgeous RVA Getaway
- SpringHill Suites Chester
- Homewood Suites by Hilton Chester
- Modern Comforts, Classic Charm: Neighborhood Gem
How many Rentbyowner vacation rentals are available in Castlewood?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 82 in the Castlewood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Castlewood.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Downtown Richmond Vacation Rentals in Richmond, Virginia | 95 |
| North Chesterfield Vacation Rentals in Richmond, Virginia | 87 |
| South Richmond Vacation Rentals in Richmond, Virginia | 81 |
| Fan District Vacation Rentals in Richmond, Virginia | 259 |
| Monroe Ward Vacation Rentals in Richmond, Virginia | 273 |
| Museum District Vacation Rentals in Richmond, Virginia | 483 |
| Brandermill Vacation Rentals in Richmond, Virginia | 35 |
| Jackson Ward Vacation Rentals in Richmond, Virginia | 654 |
| Shockoe Bottom Vacation Rentals in Richmond, Virginia | 521 |
| Forest Hill Terrace Vacation Rentals in Richmond, Virginia | 379 |
| McGuire Vacation Rentals in Richmond, Virginia | 135 |
| Westover Hills West Vacation Rentals in Richmond, Virginia | 292 |
