Vacation rentals in Chesterfield Court House

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Top-rated vacation rentals in Chesterfield Court House

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Top guest favorite
The image captures a serene sunset over Lake Chesdin, with vibrant hues of orange and purple reflecting on the water's surface. A wooden dock extends into the lake, accompanied by a flag gently fluttering in the breeze. The scene embodies tranquility and natural beauty.
Guesthouse in Church Road
5 out of 5 average rating, 235 reviews

Heron Rock: Lakefront Cottage on Lake Chesdin

Enjoy peaceful lakefront living at Heron Rock Cottage, where you can stroll through the woods, swim or fish off the dock, paddle the lake in kayaks, or simply relax and enjoy the wildlife and beautiful sunsets. Situated on 6 acres in Dinwiddie County, this newly renovated cottage includes 2 bedrooms, full bath, full kitchen, living room with fireplace and private patio with dining area. Your stay includes full access to the grounds and dock and you are welcome to tie up a boat if you bring one.

Guest favorite
Home in Richmond
4.95 out of 5 average rating, 202 reviews

Casa Terra I Pet-Friendly Eco Oasis with Gazebo

Welcome to Casa Terra, your serene urban retreat, perfect for families & furry companions. Tucked away on a sprawling 1/3 acre, this property is a rare gem. Let your dogs run free in the 6-ft fenced backyard or lounge in the screened gazebo. Inside, unwind in the living room with a 55-inch smart TV, or cook in the remodeled chef’s kitchen with an induction stovetop and all the essentials. You'll find two queen bedrooms & a full pullout sofa for additional guests—all designed for a restful stay.

Guest favorite
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.
Home in Richmond
4.9 out of 5 average rating, 225 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!

Top guest favorite
Guesthouse in Chesterfield
4.99 out of 5 average rating, 74 reviews

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.

Top guest favorite
A vibrant living area features comfortable seating with an orange chair and a yellow armchair. A stylish shelf displays glasses and tropical decor. Nearby, a coffee table with a magazine adds a touch of leisure, complemented by decorative plants that enhance the space.
Loft in The Fan
4.98 out of 5 average rating, 129 reviews

The AlleyLight - Havana Oasis

Welcome to The AlleyLight BnB! A Havana Nights inspired stay. This home is built to teleport you into your own personal world. A romantic setting with warm lighting or a professional getaway with designated work areas. Nestled right into downtown Richmond (the FAN), minutes away from VCU, UR, the business district and Cary Town! Food, Drinks, and fun are just a walk away when you're staying with us. Please note: this is a historic home, the stairs and bathrooms are smaller than modern homes.

Guest favorite
The exterior of a modern townhouse is presented, showcasing a blend of light and dark siding with stone accents. Large windows allow natural light to fill the interior. A neatly landscaped front yard and a driveway leading to a garage are also visible.
Townhouse in Richmond
5 out of 5 average rating, 32 reviews

Peaceful & Cozy Stay Near Richmond

Discover our brand-new Airbnb unit, designed for comfort and style! This stunning new construction features 3 spacious bedrooms, 2.5 modern bathrooms, a private balcony and a gorgeous kitchen with a sleek island. Enjoy the convenience of a garage in-unit, laundry and all-new furniture for a fresh and luxurious experience. Relax with the whole family at this peaceful place to stay. Mastersuite features a remote-controlled reclining bed on the main floor and two bedrooms on the second floor.

Superhost
A cozy living area features a light-colored sofa with decorative pillows, positioned next to a stone fireplace. A wooden dining table is visible, along with a lush green plant. Wall art and decorative plates add character to the space, illuminated by natural light from the window.
Apartment in Chesterfield
4.83 out of 5 average rating, 360 reviews

Private guest apt on creek w/ patio & fire feature

“The Nest” is a completely private, ground level “basement” apartment. 15 minutes from downtown Richmond & 18 minutes to Pocahontas State Park, this space offers a peaceful, conveniently located, retreat. Private entrance, cozy patio, & large yard- all creek side and professionally designed. Laundry in unit, high speed internet, Smart TV. Yard is wooded and private. Many restaurants and tons of shopping within 5 min of the house, and 2.5 miles from highway access.

Guest favorite
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.
Home in Richmond
4.93 out of 5 average rating, 41 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!

Top guest favorite
A second floor apartment is viewed from below, featuring a spacious balcony with a railing. Large windows allow natural light to fill the interior, surrounded by lush greenery. The building is designed in a contemporary style with a cozy, elevated appearance.
Guesthouse in Chesterfield
4.95 out of 5 average rating, 282 reviews

Gorgeous Creek View from your Private Eyrie

Enjoy a relaxing view of Falling Creek from the second floor apartment with a private entrance and balcony. The wall of windows overlooks a secluded backyard with visiting deer, heron, owls, and other wildlife. Sit by the pond, creek or fire pit. The property offers off street parking in a safe neighborhood which is located 20 minutes from downtown Richmond, 10 mins to Midlothian and Chesterfield, 3 mins to Swim RVA. 15 mins to the airport or train station.

Guest favorite
A modern living area features a spiral staircase leading to the upper floor. Natural light filters through skylights and large windows. A mix of furnishings, including a green accent chair, a brown couch, and a glass coffee table, adds to the stylish ambiance.
Condo in Jackson Ward
4.91 out of 5 average rating, 295 reviews

Sixteen West - Modern Apartment in Richmond

Welcome to Sixteen West! This stylish, modern apartment is nestled in the heart of historic Jackson Ward. Recently renovated, the space features beautiful hardwood flooring, updated lighting fixtures, and a sleek, fully equipped kitchen. You'll be within walking distance of some of Richmond’s best spots, including Tarrant's Café, Quirk Hotel, The National, and more! Please note: This unit requires climbing 2.5 flights of stairs — THERE IS NO ELEVATOR.

Guest favorite
A compact kitchen is featured with a gas stove and ample counter space, complemented by natural wood cabinetry. A stylish patterned wall adds character, while large windows allow for natural light to fill the area. The sleeping area is visible in the background, adding to the cozy ambiance.
Bus in Chesterfield
4.92 out of 5 average rating, 164 reviews

The Creekside Cool Bus

Experience the ultimate glamping adventure in our converted school bus! Nestled on 5 acres of land, the campsite features lush woods and a creek. Enjoy the peace and quiet of nature with the comfort of a home away from home. Our skoolie is the perfect basecamp for outdoor adventures-just 30 minutes to Richmond and 5 minutes from the nearest trailhead at Pocahontas State Park with pass included.

Top guest favorite
A screened-in porch features comfortable seating and ample natural light. Light-colored chairs with floral patterns are set around a glass table. The porch offers a view of the outdoor surroundings, blending relaxation with nature while providing a sheltered space.
Guesthouse in Stratford Hills
4.97 out of 5 average rating, 469 reviews

A Place of Peace

A separate cozy cottage for two. Queen sized bed with en-suite full bathroom, plus a screened-in porch and an outside deck. JD, our short-haired orange cat and Ambassador, will be happy to keep you company and share HIS porch!. We are a short drive downtown and a 5-minute walk to the James River. Richmond is a foodie town with great brew-pubs everywhere. All are welcome!

Popular amenities for Chesterfield Court House vacation rentals