
Family-friendly vacation rentals in Charles County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charles County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

The River House, a Wicomico Beach Retreat
Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!

Waterfront 4-BR home w/ hot tub & charging station
Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!

Delaney’s Compound-Book now for Summer!
Delaney’s Compound Guest House accommodates up to 4 guests. Dogs are welcome with pre-approval & $75 fee (for 1st pet). A small fenced yard keeps them safe! The Guest House was built using reclaimed lumber & other charming elements from the original farmhouse outbuilding (circa 1889). There’s a cozy fireplace for snuggling and a second floor balcony for coffee or cocktails. The front yard has a fire pit and river views. The Guest House is sparkling clean, fully furnished & ready to welcome you!

Fabulous Private Potomac Waterfront Retreat
Fabulous private Potomac WATERFRONT retreat, 2+acres, stylish, 4 bd/4 ba. Winter work/vacation: 40% discount for monthly rental. 45 min to DC. Park-and-ride commuter bus 9 m away. Verizon FIOS gigabit wifi. Modern style décor. Guest House for in-laws/nanny; 4 kayaks & river deck for fishing/cocktails; 65” Smart TV; large deck w/ grill. 3-car garage; fireplace, gorgeous sunsets. ACCESSIBLE: ALL 1 level, 20 ft ramp from garage. No smoking, no pets, no events or parties. Children welcome.

Beautiful Rural Suite near Washington, D.C.
Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

Sunrise Waterfront Potomac Beach Haus
Relax to the breeze off the Potomac in this spacious, waterfront beach house. Located centrally, about 10-15min walk to two beachfronts & town! Waterviews from the living room, media & game room, and an upstairs bedroom with bistro set. Enjoy the sunrise and sunset views! Unwind in the waterview hot tub or clawfoot tub. Upstairs also includes two bedrooms and bathrooms with some Victorian-era charm. Relax to 180 degree riverviews on the deck with a propane grill, hammock, table & chairs.

Little House by the water
Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

The Bird's Nest in Historic Occoquan (Mins to DC)
Spacious condo in the heart of walkable historic Town of Occoquan. Second floor loft with full kitchen, bath, a comfortable queen bed, work station, w/d in unit & one free parking spot. The Town of Occoquan offers unique experiences (kayaking, fishing, birdwatching and shopping) all within walking distance. Excellent dining choices from award winning restaurants to casual eateries. Mins to I-95, 123, VRE. D.C. (35min); Quantico (25min); Potomac Mills (10min). Tysons (25min).

*Brand New | Modern Farmhouse | Lux 4 BR | Near DC
Relax with the whole family at this peaceful estate. Newly Remodeled Modern Farmhouse. Enjoy a stylish master bedroom with a double shower and deep freestanding soaker tub. Plenty of areas to relax in and watch movies or enjoy the beauty of the 100-foot-tall trees on the spacious 2-acre lot. Have fun with the Queen-sized bunk beds or if you have a little work to do you can use the home office complete with docking station, web cam and double large screen monitors.

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
Just 45 minutes from DC, Riverpoint A-Frame is a charming riverfront retreat designed to slow down, reconnect, and make memories by the water. Enjoy a private hot tub, riverside firepit, canoes, movie room, game room, fully fenced yard, and dog-friendly stays. Paddle the Port Tobacco River, fish from a canoe, watch for bald eagles, or gather around the fire after a day on the water. Perfect for family vacations, friends' getaways, and peaceful escapes.

The Farmhouse in Historic Occoquan Close to D.C.
This private home is spacious, bright, open, and welcoming. The second floor has 2 master suite bedrooms. One bedroom with a king bed, jacuzzi tub and shower plus a queen bed with a tub. The living room has convertible sofas and air mattresses. The home sleeps up to 10 and has lots of storage. Perfect for families and groups, but no parties please! We have a strict NO pets rule because one of the owners has life threatening allergies.

Peaceful waterfront home, 1-hour from DC
Beautiful home with stunning sunset views on the lower Potomac River. Home features a private pier, fire pit, theater room, and play area for kids! Only 1 hour from DC, 90 mins from Richmond. Easily accessible from anywhere in the DMV area. Full kitchen, and large screened in back porch. This is a vacation home-come true.
Popular amenities for Charles County family-friendly rentals
Family-friendly home rentals with a hot tub

Stunning Riverfront Home w/ Pool, Hot Tub & Kayaks

The Lake Oasis Retreat *cozy, serene, relaxing*

32-Acre Farm, Pool • Hot Tub • Theater/Game room

New, Waterfront Home w/ Island on St. Clements Bay

Coastal Grace | Hot Tub, Game Room, & Fenced Yard

The Potomac Pearl - 3BD, 2BA Home w/Hot Tub

The Southern Maryland (SoMD) Diamond House

Modern River Relaxation
Family- and pet-friendly home rentals

Riverview on the Potomac

Waterfront Cottage in Colonial Beach at Placid Bay

Cheerful1 bedroom basement with separate entrance

Beach Glass Bungalow Private Beach & Dock Water

Grey Heron Hideaway•Boho Retreat By Water•Fire Pit

Sunnyside Up - Dog Friendly Waterfront Cottage

‘Pipe Dream’ - 3BD/2.5BTH - Awesome water view!

Cozy Country Cabin
Family-friendly home rentals with a pool

Newly renovated private guest's suite with parking

Private Historic Cozy Cabin

3 Little Birds

Spacious Home Near DC with Pool & Huge Backyard

Pool + Trailer Parking | MIR & Budds Creek

Huge Farmstay w/ Pool, Animals, Pond, & Game Room

Sail Away To - Beachfront Views & Private Balcony

5 acre oasis near Budd's Creek, MIR & DC region.
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- Family-friendly rentals Maryland
- Family-friendly rentals United States
- Georgetown University
- National Mall
- The White House
- Walter E Washington Convention Center
- Nationals Park
- FedExField
- Stone Tower Winery
- Arlington National Cemetery
- National Museum of African American History and Culture
- Capital One Arena
- The Anthem
- Washington Monument
- Georgetown Waterfront Park
- Lake Anna State Park
- Jiffy Lube Live
- Howard University
- Merriweather Post Pavilion
- Smithsonian National Zoological Park
- National Harbor
- Museum of the Bible
- Smithsonian National Air and Space Museum
- Smithsonian American Art Museum
- Tysons Corner Center
- The Pentagon





