Family-friendly vacation rentals in Charles County

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!

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!

Spacious basement apartment with private entrance

Spacious, modern, private basement suite! 1 bed/1 bath in Northern VA, 35 minutes from Washington, DC, 20 minutes from Quantico, and 30 minutes from Ft. Belvoir. Located near nature preserves, shopping, hospitals, and more. Features a king bed, living area, sitting area, and 2 Smart TVs. Kitchenette includes a SHARED full-size refrigerator, microwave, Keurig, and air fryer (no stove or cooktop). Private entrance via an unpaved grassy path. Street parking. NO smoking/vaping/or e-cigs allowed.

Cheerful1 bedroom basement with separate entrance

Take it easy at this unique and tranquil getaway. Keeping it simple and clean at this peaceful and centrally-located place. Cozy and placed in a beautiful quiet neighborhood. one bedroom Suite with its own bathroom and private side entrance provides a relaxing atmosphere for work or vacation. No shared spaces. No keys needed . it's a keyless secure entrance. There is no kitchen, however, the Suite includes fridge, microwave, keurig coffee machine with included coffee pods, cups and air fryer.

Patuxent River View

🏡Stay at this peaceful, amenity‑rich guest house near North Beach, Chesapeake Beach, and Herrington Harbour, with quick access to Washington, DC, Baltimore, and Annapolis. Enjoy a fully stocked kitchen, coffee, fast WiFi, a seasonal pool, and a shaded gazebo designed for comfort and convenience. Perfect for wedding weekends, family visits, work trips, and quiet coastal getaways, this cozy home base makes it easy to relax, cook, stream, and recharge between festivities and exploring the area.

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.

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.

Waterfront Cottage in Colonial Beach at Placid Bay

Luxury Cottage with private water views full of natural wildlife. You will love the open floor plan with a chef's kitchen stocked with All the essentials including beverages and coffee. Sleep late with private bedrooms that include luxurious bedding Enjoy the expansive outdoor space complete with Patio, Pergola, Fire Pit, and large deck with outdoor kitchen. Walk down to the 28ft foot dock where you can fish, relax in the sun or take the Kayaks for a ride Close to DC and NOVA

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).

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.

*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.