Vacation rentals in Chesterfield Court House

A comfortable living area features a brown leather sectional couch with a matching armchair and ottoman. A round table sits on a patterned rug, while soft natural light filters through the window blinds. Two framed animal prints adorn the light-colored wall.

4.91 out of 5 average rating, 267 reviews

Luxury BOHO upper unit

Relax in this calm, stylish 3 bedroom/2 full bath upper level unit. Another Airbnb is in the finished basement unit. The space is completely yours and no access to the other basement unit. Only shared area is the back deck. Unit has a completely updated kitchen with stainless steal and granite. Master bedroom has a super comfy queen bed and a master bath that has a beautiful walk in shower. Guest room has another queen bed and office area has a futon. Elegance and romantic boho style throughout!

Guesthouse in Chesterfield

Lulu's Peaceful Cottage

Enjoy a relaxing stay at this great located cottage. Lulu's Peaceful cottage is brand new, stylishly decorated for comfort. Private little cottage in a park like setting amongst trees & nature. Inside is an equipped kitchenette, coffee/tea bar, & is meal prep friendly. Relax in the soaking tub, or shower if you prefer. Lulu's is close to everything. Shopping, gyms, parks, & recs, hospitals, museums, & airport, and just a few miles from all major highways. Easy driveway parking & keyless entry.

4.98 out of 5 average rating, 106 reviews

4.96 out of 5 average rating, 281 reviews

Private Garden Home w/ Large Fenced Yard + Gazebo

Experience Casa Terra, a one-of-a-kind historic home in the urban heart of Richmond, Virginia. Tucked away on a sprawling 1/3 acre property just ten minutes from downtown, this thoughtfully restored 1928 Craftsman bungalow blends timeless character with natural calm. Designed for couples, small families and furry companions, Casa Terra features a 6ft fully fenced backyard where dogs can play beneath the branches of a 100-year-old willow oak while guests unwind in the gazebo or around the fire.

A well-equipped kitchen features wooden cabinetry and a modern design. Stainless steel appliances, including a refrigerator and microwave, complement the white countertops. An island with seating offers additional space, while decorative floral backsplash adds a touch of charm. Natural light brightens the room through nearby windows.

5.0 out of 5 average rating, 50 reviews

Stay Awhile - Private, Large Yard, Easy Travel

Welcome to the Exurbs! Peaceful property, not quite rural, not quite the suburbs. Still close enough to jump on the interstate and get where ever you need to be fairly quicky. This property has a huge fully fenced back yard, with plenty of room to unwind and relax on the front/back porch. Bring your boats and trailers, plenty of room! Interstate 288: 3 min Interstate 95 Interchange: 5 min Defense Supply: 6 min Chester: 10 min Dutch Gap Boat: 13 min RIC Airport: 20 min Fort Gregg: 20 min

4.98 out of 5 average rating, 59 reviews

A modern two-story townhome features a blend of siding and stone on the exterior. The driveway is spacious, providing access to a single-car garage on the left. Nearby, a landscaped yard enhances the entryway, with tall trees visible in the background.

Townhouse in Richmond

Newly Furnished 3BR in a Quiet Neighborhood

Discover this brand-new, stylish home designed for comfort and privacy near Richmond. With 5-star guest experiences, this space offers 3 spacious bedrooms, 2.5 modern bathrooms, and a main-level master suite with a remote-controlled reclining bed. Enjoy a bright living area with a large TV, a fully equipped kitchen with island, dining space, private rear porch, garage, driveway, and in-unit laundry. Perfect for families, professionals, or extended stays. Note: Basement has no shared access.

Superhost

A large two-story house with a welcoming front porch features multiple columns and a symmetrical design. The property is surrounded by trees and a grassy yard, providing a sense of space. Multiple windows on the upper and lower levels allow for ample natural light.

4.82 out of 5 average rating, 93 reviews

Nala's Place

Bring the whole family or a group of friends to this great place with lots of room for fun, located between Richmond, VA and Washington, DC: Spacious retreat in prime location. This roomy home offers comfort and convenience, featuring: • Fully equipped kitchen • Multiple bedrooms to accommodate large groups • Less than hour from attractions Busch Gardens, Richmond Convention Center, DC Area Perfect for families, friends, or business travelers seeking a comfortable base to explore the city.

4.85 out of 5 average rating, 98 reviews

Home in Chesterfield

Exquisite Farmhouse Style Home

Make some memories at this unique and family-friendly place. We have (2) Queen beds in the Master and (1) Queen in other bedrooms (1) Sofa Bed and 4 Queen Air beds. Which allows us to sleep up to 16 guests. There is also a working office space with high speed Internet. Arcade Game added also! The most charming and relaxing spot is outside were you can enjoy a lit up back deck with a gas powered fire pit. Great place to relax at night. There is also an ice cream truck lady right nearby!!

4.98 out of 5 average rating, 103 reviews

Guest suite in Richmond

The Enchanted Studio w/ Tree-Top Views

Some spaces feel different the moment you walk in. The Enchanted Studio is one of them. Perched on the second floor of a beautifully crafted Richmond home, the Enchanted Studio greets you with a wall of windows and a view that stops you — a rain garden, towering trees, and a creek threading quietly along the property's edge. Thoughtfully designed, this retreat works for however you need it: a quiet escape, a remote work base, or simply a place to decompress in a beautiful setting.

4.89 out of 5 average rating, 46 reviews

Home in Chesterfield

Charming Retreat w/ Pool Table in Chesterfield!

Escape to this spacious home in Chesterfield, VA! Relax in a cozy living room with Roku TV or cook in the fully equipped kitchen with island seating and a coffee corner. Enjoy the rec room with a pool table, laundry nook, and extra TV. The master suite features a king bed, plush seating, and attached bathroom, while two additional bedrooms offer comfort and storage. A second bathroom, roomy deck with grill, and large backyard complete the perfect retreat. Book your stay today!

5.0 out of 5 average rating, 20 reviews

Home in Chesterfield

Glamorous 4BR Home, Office & Large Yard near RIC

🤗Welcome to your glamorous getaway in Chesterfield, 18 mins from RIC airport! 🏡This stylish 4-bedroom home offers space, comfort & elegant design. Enjoy a fully stocked kitchen, game-filled living area, private patio, and spa-like bathrooms perfect for unwinding. 🏞️Explore local parks, shop in Carytown, or visit the VA Museum of Fine Arts! ⛔️The number of guests listed on the reservation MUST match all guests on the property & in the home, including visitors.

Superhost

A modern gray house is nestled among trees, showcasing a well-manicured lawn. The front features a welcoming entrance with stairs leading to the door, and a spacious two-car garage is visible. Sunlight casts a gentle glow on the clean driveway.

4.87 out of 5 average rating, 67 reviews

Spacious home near downtown RVA

Discover comfort and convenience in our centrally located Airbnb nestled in the heart of the greater Richmond area. Perfectly situated within walking distance to a serene park and soccer fields, it's an ideal retreat for nature lovers and sports enthusiasts alike. Plus, we warmly welcome your furry friends, as our dog-friendly abode boasts a secure fenced backyard for their enjoyment. Book your stay now and experience the best of Richmond's charm and hospitality!