
Holiday rentals in Chesterfield County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Chesterfield County
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

Funky, Private Guesthouse Near Richmond Food Scene
Welcome to the Yellow Tiger’s Den, a private, tucked-away guesthouse filled with bold color, thoughtful design, and a little Richmond edge. Set above a spiral staircase for total privacy, this sunny studio blends mid-century modern style with curated yellow accents, a cozy private patio, and everything you need for a relaxed stay. Located in Richmond’s historic Battery Park neighborhood, you’re minutes from the city’s growing food scene, local attractions, and easy highway access.

Chateau Midlothian Retreat Suite
The perfect guest suite waiting to great you to relax in this cozy retreat. Full renovation completed in 2022, including all new furnishings. As an Airbnb traveler, I focused on a clean, comfortable space that guests enjoy and recommend to others. The Chateau Midlothian Suite Retreat is limited to two adult guests with reservations. No other outside guests are permitted. All guests must have their identity verified through Airbnb with at least two reviews to make reservations.

Pristine updated rowhome with garage
*Sunday checkout at 3 pm* Located in the heart of historic Richmond and within a short walking distance to the James River, Brown's Island, Belle Isle, downtown, Altria Theatre, and VCU. This comfortable, spacious, and beautiful rowhome in eclectic Oregon Hill awaits your visit and is painstakingly furnished with Airbnb guests in mind. All of your day-to-day needs are met so you can relax and enjoy your time! - Walk score: 73, very walkable. Thanks for your consideration!

Historic Hill Top Beauty - 2nd Floor
Situated across from beautiful Chimborazo Park, this historic limestone home dates back to 1902. The entire sun flooded top floor features two bedrooms, an eat in kitchen, and a full bathroom. Unit also includes a 56" smart TV and two desk areas if needed. Need to run a load of laundry? No problem there is a ventless all in one washer/dryer. Shared front porch with rockers and park views, and a shared back yard offer additional social distance friendly ways to hang out.

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.

Private B&B in Historic Fan
We are looking for people who will enjoy the Historic Fan District of Richmond. The stand alone apartment includes a bedroom, bathroom, and renovated kitchen which has microwave, refrigerator, toaster ,and Keurig coffee machine. For our overnight guests we will provide the ingredients for a delicious breakfast: baked goods butter jams etc., 6 breakfast cereals, , fresh fruit , tea and for Keurig 10 varieties of coffee plus hot chocolate and hot apple cider.

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.

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.

Cozy Museum District Apartment
Our cozy Museum District apartment is our personal escape in Richmond Virginia. This listing is conveniently located to many bars, restaurants, and breweries. We are also easy walking distance from the Virginia Museum of Fine Arts, the Virginia Historical Society, and Black Hand Coffee. You will love our updated kitchen and comfy bed. Our apartment is great for couples, solo adventurers, and business travelers.
Popular amenities for Chesterfield County holiday rentals
Other great holiday rentals in Chesterfield County

Charming Hopewell Gem: Game Room & Prime Location

3 BR/2 Bth house mins from three local hospitals

1BR Apt - Stonewall Manor at Keystone

Qualla Park

The AlleyLight - Havana Oasis

The Enchanted Studio

Cozy Nest Near The River

Luxe King Bd W Resort Amenities, Moseley, VA
Destinations to explore
- Hotel rooms Chesterfield County
- Rentals with a cinema Chesterfield County
- Rentals with an EV charger Chesterfield County
- Rentals with outdoor seating Chesterfield County
- Townhouse rentals Chesterfield County
- Rentals with a kayak Chesterfield County
- Family-friendly rentals Chesterfield County
- Rentals with a patio Chesterfield County
- Waterfront rentals Chesterfield County
- Rentals with pools Chesterfield County
- Pet-friendly rentals Chesterfield County
- Loft rentals Chesterfield County
- Guest house rentals Chesterfield County
- Rentals with breakfast Chesterfield County
- Smoking-friendly rentals Chesterfield County
- Rentals with a firepit Chesterfield County
- Flat rentals Chesterfield County
- Private suite rentals Chesterfield County
- Rentals with a fireplace Chesterfield County
- Serviced apartment rentals Chesterfield County
- Fitness-friendly rentals Chesterfield County
- Apartment rentals Chesterfield County
- Rentals with lake access Chesterfield County
- Rentals with a washing machine and dryer Chesterfield County
- Rentals with a hot tub Chesterfield County
- Carytown
- Kings Dominion
- Greater Richmond Convention Center
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Libby Hill Park
- Science Museum of Virginia
- Hollywood Cemetery
- The Poe Museum
- Colonial Williamsburg's Merchants Square
- Forest Hill Park
- Virginia Holocaust Museum
- Altria Theater
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- The National
- American Civil War Museum
- Things to do Chesterfield County
- Things to do Virginia
- Sightseeing Virginia
- Art and culture Virginia
- Nature and outdoors Virginia
- Tours Virginia
- Food and drink Virginia
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Entertainment United States




