
Holiday rentals in Charles County
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Top-rated holiday rentals in Charles County
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Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep
Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

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 space! 1 Bedroom/Bathroom, Centrally located in Northern Virginia, 35 minutes from DC. Close to local nature preserves, mall, hospital, and more! Amenities: king bed, 2 living areas, 2 Smart TVs. Kitchenette: SHAREDfull-size fridge, microwave, Keurig, air fryer, no cooktop/stove available. Private entrance, PLEASE NOTE: you will be walking through the grass to get to the basement! street parking in a quiet neighborhood. No smoking, vaping, or e-cigarettes.

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

River Rock - Walk to Beach
Relax with the whole family at this peaceful place to stay. This modern home offers a fully equipped kitchen and stair-free, comfortable living spaces. The house features a fenced backyard with a gas grill, pellet smoker, and plenty of outdoor seating. Amenities include free coffee, WiFi, and smart TVs, making this home perfect for a fun and relaxing vacation. The private, neighborhood beach is a 5 minute walk from the house and leashed dogs are allowed on the beach year-round.

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).

Sunset Point-Waterfront home&shared pier for boat!
Perfect escape with waterfront views and pier. Calling all water and boat lovers! The house is fully outfitted with all amenities you will need. Located on the point and only a quick walk to Dockside restaurant, Colonial Beach Yacht center, town boat ramp, beach and more! Pier access for fishing, swimming or you can bring your boat! Rent a golf cart to travel around town. You will fall in love with the welcoming, fun, quiet little town!

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.

River Refresh - Waterfront with Spa on Placid Bay
Nestled along the gentle curves of Mattox Creek, River Refresh stands as a serene sanctuary, a perfect retreat from the hustle and bustle of everyday life. The house, adorned with a soft palette of earthy tones, seamlessly blends into the surrounding natural beauty, creating an atmosphere of peace and relaxation.

Harry’s River View couples relax, historic town
Harry's Place A cozy beach-themed apartment with scenic river views, a comfy living room with a couch, TV, mini fridge, microwave, and water dispenser for your needs! Also a table with chairs to work and eat! Bright, clean, and a fresh space for a relaxing getaway in the town of Occoquan and by it’s river.
Popular amenities for Charles County holiday rentals
Other great holiday rentals in Charles County

Cove Cottage on The Point -beach & bay porch views

Charming Country Cottage

Cozy Private Suite Near National Harbor & D.C.

Renovated Waterfront Farmhouse

Hidden La Plata Getaway

Walk to Beach | Fire Pit | BBQ | Games | Blender

The Orchard Barnhouse

Coral Cottage at Colonial beach
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Georgetown Waterfront Park
- Washington Monument
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon
- Lincoln Park
- Library of Congress
- The Anthem
- Smithsonian National Air and Space Museum
- Museum of the Bible




