
Family-friendly holiday rentals in Chesterfield County
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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.

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.

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.

LOCATION, LOCATION, LOCATION! BROWNSTONE TOWNHOUSE
LOCATION! COMFORTABLE BEDS AND A RELAXING MASSAGE CHAIR! This historical, beautiful townhouse is located in the heart of Richmond, Fan district! Over 20 restaurants, bars and galleries are right around the corner (walking distance, within a mile). I am 0.5 miles from VCU, 0.9 mile from Cary Street and within 2.5 miles from all other major districts. All bed sheets, pillow cases and towels are 100% cotton. Fur babies are welcome - Pet fee $50 STR-096381-2022

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.

Spacious unit in Arts District
Tucked away in the heart of The Arts District, you'll be able to walk to all the best restaurants and activities the city has to offer. A few blocks away from The National and a few minutes away from Cary Town, The Fan, Shockoe Bottom, Manchester, and Scott's Addition, you'll have easy access to anything the city has to offer! Just blocks away from the convention center, this unit is perfect for Richmond guests who are in town for work related events.

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.

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.

Cozy Bon Air Guest Suite with Private Entrance
Located on the lower level of our home in the Bon Air area of Richmond, this private guest suite features a private entrance, queen bed, private bathroom, kitchenette with mini fridge, coffee and tea bar, full set of dishes, utensils and glassware, and Roku TV.
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

RVA Dreamhouse with Hot Tub & Outdoor Movie Night

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
Family- and pet-friendly home rentals

Cozy Studio w/ Private Patio in Church Hill

Single family‼️Fenced/ 3TV/3 mins to I-64 & I-95

Warm, Cozy and Comfortable Houseboat, Gated Marina

Richmond Heartthrob: A Stylish River City Retreat!

Casa Terra I Pet-Friendly Eco Oasis with Gazebo

Gem of Fan district/Private Parking/Fenced/2 TVs

Cozy Carver Accommodations

Start Your Richmond Adventure Here
Family-friendly home rentals with a pool

Charming 3 bedroom w/ prvt bath Apart. in Scott

Historic Blanton Getaway

Stay Above It All w/ Sky Lounge/Parking/WiFi/Gym

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

A house you wish you called home

Keystone Acres Farm *Enclosed Heated Pool*

Modern Elegance-RVA, Pool & Parking

Luxe King Bd W Resort Amenities, Moseley, VA
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- Family-friendly rentals Virginia
- Family-friendly rentals United States
- Carytown
- Kings Dominion
- Pocahontas State Park
- Jamestown Settlement
- Brown's Island
- Libby Hill Park
- The Poe Museum
- Science Museum of Virginia
- Hollywood Cemetery
- Greater Richmond Convention Center
- Colonial Williamsburg's Merchants Square
- Altria Theater
- Virginia Holocaust Museum
- Forest Hill Park
- Virginia State Capitol-Northwest
- Children's Museum of Richmond
- American Civil War Museum
- The National
- Things to do Chesterfield County
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- Sightseeing Virginia
- Nature and outdoors Virginia
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- Tours Virginia
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