
House holiday rentals in Chesterfield County
Find and book unique houses on Airbnb
Top-rated house rentals in Chesterfield County
Guests agree: These houses are highly rated for location, cleanliness and more.

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!

Open 2 acre, Huge yard/drive, K, K, Q bed, 2 bath
Private and spacious 3 bedroom, 2 full bath home on 2 acres. Less than 10 mins to Airport, Winery, Food and Shops Fully equipped kitchen for your cooking needs. Huge driveway and yard to turn around large vehicles, or boat trailers. Plenty of space to unwind and relax while enjoying Deer and other animals passing by. 10 minutes from Richmond Airport (RIC), VA Capital Bike Trail, River Dog Winery, local recreation park and shopping. 15 minutes to Downtown Richmond. 45 minutes to Williamsburg.

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.

Hot Tub Oasis, Minutes from Downtown Richmond
Find the best of both worlds here, a tranquil getaway while only 12 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. Enjoy the James River by Tubing, Kayaking, Rafting or Swimming, Hiking, Award Winning Restaurants, all within a 5 minute drive. Our home includes amenities such an 8 person hot tub, a pond dock with beautiful views, outdoor fire pit, patio, essential oil bath, and tea/ coffee on us! Our kitchen is stocked with cookware, spices, & dishes. STR-135430-2024 is

The Cottage on Bernard's Creek
Enjoy the whole house, 3 bedroom, plus junior suite, 2 bath home on 9 acres located on Bernard's Creek. This 2000 sq ft home has been tastefully furnished with updated amenities, and antique furnishings. Seven guests will look forward to experiencing this home that's located in a private setting yet less than 5 minutes to local restaurants and quick access to interstate 288. Guests love the screened porch for relaxing and dining, plus an outdoor fire pit for sunsets and evening gatherings.

Historic Fan Home with Personality & Charm
Beautifully situated in the heart of the fan district, this home is steps away from shops, restaurants, and cafes. Walking distance to The Virginia Museum of Fine Arts, Byrd Park, VCU, and Carytown. This home has three bright bedrooms and 2 1/2 deluxe baths. Sip coffee in the gated front yard or enjoy a book in the private back yard complete with fountain, fire pit table, and covered deck with TV. The cheerful kitchen is fully stocked with essentials. Lots of light and character.

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!

Renovated Modern Home Minutes to Downtown Richmond
Welcome to your bright, peaceful, spacious retreat, while only 15 minutes from Downtown, Carytown, Scott's Addition, the VMFA, and more. And only a 4 minute drive to Trader Joe's! Local hikes, restaurants and Chesterfield mall, all within a 7 minute drive. Your kitchen boasts all brand new appliances and plenty of new cookware. Local sightseeing, brewery & eatery guides provided. *Note: Carbon monoxide alarm not present because the house runs entirely on electric*

Kid and Pet Friendly Home in The River City
Located about a mile from the banks of the James River, and several restaurants and breweries, but with a quiet neighborhood feel. This well-decorated family home is equipped with the necessities parents long for when traveling with small children, and is pet-friendly with no pet fee. With a huge fenced-in back yard, full kitchen, dedicated office, and nursery, you'll comfortably enjoy all Richmond has to offer while living like a local.

HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
Welcome to Our Hidden Oasis! 🌿✨ This cozy retreat is designed with love and thoughtfulness, perfect for small families and intimate connections. Enjoy year-round outdoor fun—roast s’mores by the fire pit, relax on the patio, or challenge friends to a game of pool. Sleep soundly in our comfy beds and wake up refreshed for new adventures. Whether unwinding or making memories, this home is your perfect getaway. We can't wait to host you!

The Greenhouse 'n the Heart of Midlothian, VA
The Greenhouse is a whimsical refuge located in the very heart of Old Midlothian Village with its old churches and historic houses and is within a 15-20 minute walking distance from several restaurants. You will love staying in our nature inspired home with its resort inspired furnishings; green, leafy décor, fully equipped kitchen, large bathrooms, stocked laundry room, and large yard with gas grill, picnic table and fire pit.

Cozy 3 bedroom home near Downtown
With 2 queen beds, 1 double and 1 twin, this house makes for a very comfortable get away. There are several smart TVs around the house. The wifi and cell service is very strong in this area. The whole group will enjoy easy access to all of Richmond’s iconic attractions from this centrally located home. We do not allow parties at this location.
Popular amenities for Chesterfield County house rentals
House rentals with a pool

The Get-Together

Historic Blanton Getaway

Entire Home • Central Richmond • Free Parking

A house you wish you called home

Beautiful house in Moseley VA
Weekly house rentals

Pennwood Place - The Place to Stay!

Nala's Place

Creekside Cottage

Qualla Park

Vincent House - Historic Charm & Modern Comfort

AllSeaZens Oasis

Charming Retreat w/ Pool Table in Chesterfield!

Cozy Sweet Home!
Private house rentals

Historic retreat City Point - walk to river

Blue Belle in Historic Church Hill

Parkside Getaway

Brand-New Boho Family Getaway!

Bright & Modern 3BR | Walk to Dining and Park

70's Era Loft House with Mid-Century Vibe

Exquisite Farmhouse Style Home

Equine Country Living 'n Powhatan, VA: Rusmar Farm
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- Kings Dominion
- Greater Richmond Convention Center
- Jamestown Settlement
- Pocahontas State Park
- Brown's Island
- Libby Hill Park
- The National
- The Poe Museum
- Colonial Williamsburg's Merchants Square
- Forest Hill Park
- Altria Theater
- Science Museum of Virginia
- Virginia Holocaust Museum
- Hollywood Cemetery
- Children's Museum of Richmond
- Virginia State Capitol-Northwest
- American Civil War Museum
- Bryan Park
- Jefferson Park
- Metro Richmond Zoo
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