
Family-friendly vacation rentals in Chesterfield County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chesterfield County
Guests agree: these family-friendly homes 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!

The Nook in Beautiful Bon Air
Welcome to your bright and cozy remodeled 1950s 500 sq. ft, lower floor private guest suite. Located in a safe, quiet neighborhood and minutes away from local favorites and attractions including the James River. 8ft. ceilings, high speed internet and smart tv. A Keurig coffee maker, toaster, microwave, hot plate, fridge and washer/dryer. Rest easy with a queen Yogasleep bed, ceiling fan and white-noise machine. Perfect for singles, couples, or small families looking to explore the Richmond area.

The Local Experience
🏡 Welcome!Centrally located near Richmond’s top neighborhoods (The Fan, Downtown, Shockoe Bottom, Scott’s Addition, and Carytown), this historic home is a must-stay. ✨ Live Like a Local: Enjoy a weekend getaway or an extended stay in this beautifully updated home with a rich history—once an ice cream store, restaurant, cleaners, and shoe parlor! 🍦👞 Apartment Highlights: 12 ft ceilings, TV 📺, fully stocked kitchen, and a private patio! 🍃 Come experience the unique charm of Richmond! ✨

Sunny stay in the heart of the Fan!
Check out Richmond's unique & vibrant Fan District in this centrally-located apartment! This bright, recently fully-renovated apt is on the entire 1st floor of a historic Fan row house, and is surrounded by ALL the amazing things Richmond has to offer- discover trendy dining spots, walk to Byrd Park, or shop in bubbling Carytown. One mile from VCU, and just 2 miles to downtown and the riverfront! Our space boasts high ceilings, modern amenities, charming accents, & a private entrance.

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.

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.

Quaint Studio in Oregon Hill
This quaint studio apartment lies in the heart of historic Oregon Hill. Less than two blocks from the James River nestles this space near VCU, Hollywood Cemetery, Brown's Island and Downtown Richmond. Studio on the Hill invites you to enjoy the best of Richmond with its vibrant arts scene, deep history and unbelievable food scene. Whether you're visiting Richmond for move-in day at VCU or a concert at the Allianz Amphitheatre, we're perfectly situated for your stay!

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.

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.

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.

Cozy Cape Close to the City!
Enjoy a relaxing experience in a quiet neighborhood conveniently located less than a 10 minute drive to the city! This location is perfect for any traveling nurses who are going to McGuire VA hospital or anyone looking to experience all that the city of Richmond has to offer! Located right outside of the city and close to several highways it is a great location for everyone looking to stay in the area!
Popular amenities for Chesterfield County family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury home in the historic Fan District

Miracle on the James Cottage

cozy urban condo-free garage parking

Crieff Cottage | Hot Tub, 3BR Near Downtown

Beautiful Church Hill Apartment on Chimborazo Park

Richmond Condo heart of Downtown w/ Parking 2Bath

Hot Tub Oasis, Minutes from Downtown Richmond

North Bank Bungalow! Hot Tub, Near FAN & Maymont
Family- and pet-friendly home rentals

Cozy Studio w/ Private Patio in Church Hill

Warm, Cozy and Comfortable Houseboat, Gated Marina

Richmond Heartthrob: A Stylish River City Retreat!

Casa Terra I Pet-Friendly Eco Oasis with Gazebo

Trailside Treehouse - Riverside in Richmond, VA

Cozy Carver Accommodations

4 beds/3 Private parking/2 mins to I-64 & I-95

Chic Downtown Apt with Rooftop Deck & Parking
Family-friendly home rentals with a pool

Modern Comfort 1-Bedroom Downtown VCU

Charming 3 bedroom w/ prvt bath Apart. in Scott

Historic Blanton Getaway

Cozy 1BR | Private Balcony, Gym, Pool & Workspace

A house you wish you called home

Adorable Studio;Movie-Night;Kingbed;Garage Parking

Keystone Acres Farm *Enclosed Heated Pool*

Central Richmond Home
Destinations to explore
- Hotel rooms Chesterfield County
- Rentals with a home theater 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
- Rentals with a patio Chesterfield County
- Waterfront rentals Chesterfield County
- Rentals with pools Chesterfield County
- Pet-friendly rentals Chesterfield County
- Loft rentals Chesterfield County
- Guesthouse rentals Chesterfield County
- Rentals with breakfast Chesterfield County
- Smoking-friendly rentals Chesterfield County
- Rentals with a fire pit Chesterfield County
- Apartment rentals Chesterfield County
- Private suite rentals Chesterfield County
- Rentals with a fireplace Chesterfield County
- Serviced apartment rentals Chesterfield County
- Fitness-friendly rentals Chesterfield County
- Condo rentals Chesterfield County
- Rentals with lake access Chesterfield County
- Rentals with a washer and dryer Chesterfield County
- Rentals with a hot tub Chesterfield County
- Family-friendly rentals Virginia
- Family-friendly rentals United States
- 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




