
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!

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.

Snug in Carver
Right in the heart of Carver, we're just blocks from VCU, the Altria Theater, and Monroe Park. We're also THE closest Airbnb to the interstate in the city of Richmond. If you're getting off 95/64 in the evening, you can slip right back on in the morning in about 90 seconds flat! We're just a hop-skip from downtown and all that has to offer. Stroll down through the First Friday gallery walk, or enjoy all the delicious restaurants and bars Jackson Ward and Broad St. have to offer.

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 Cottage in the City -Private Yard and Fire Pit
Your family will be close to everything when you stay at this peaceful, centrally-located home. This home is equipped with anything you may need during your stay! Enjoy the beautiful naturally lit living room throughout the day, or stargaze in the back yard while enjoying gentle heat from the firepit. The best part? We are a quick drive to anything you may be looking to do in Richmond and only 12 minutes to downtown center city.

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.
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

Blue Belle in Historic Church Hill

2 Bedroom-Free Parking -Family-Home with 1GB WiFi

Charming, Private Abode: Serenity in Hopewell, VA!

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
Destinations to explore
- Pet-friendly rentals Chesterfield County
- Fitness-friendly rentals Chesterfield County
- Rentals with a home theatre Chesterfield County
- Serviced apartment rentals Chesterfield County
- Rentals with a fireplace Chesterfield County
- Rentals with outdoor seating Chesterfield County
- Rentals with an EV charger Chesterfield County
- Rentals with a washing machine and dryer Chesterfield County
- Guesthouse rentals Chesterfield County
- Rentals with pools Chesterfield County
- Rentals with a kayak Chesterfield County
- Private suite rentals Chesterfield County
- Rentals with a patio Chesterfield County
- Loft rentals Chesterfield County
- Smoking-friendly rentals Chesterfield County
- Rentals with a hot tub Chesterfield County
- Apartment rentals Chesterfield County
- Hotel rooms Chesterfield County
- Townhouse rentals Chesterfield County
- Rentals with a fire pit Chesterfield County
- Family-friendly rentals Chesterfield County
- Rentals with breakfast Chesterfield County
- Rentals with lake access Chesterfield County
- Condo rentals Chesterfield County
- House rentals Virginia
- House rentals United States
- 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
- Things to do Chesterfield County
- Things to do Virginia
- Tours Virginia
- Sports activities Virginia
- Art and culture Virginia
- Food and drink Virginia
- Sightseeing Virginia
- Nature and outdoors Virginia
- Things to do United States
- Sightseeing United States
- Nature and outdoors United States
- Food and drink United States
- Tours United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States





