
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!

Delaney’s Compound-Deeply discounted monthly stays
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!

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.

The Orchard Barnhouse
Get away from it all! Come unwind in our lovely guest barn, surrounded 360 by forest. Bucolic views of field, young orchard, and woods are yours outside the windows of this comfy haven. The barn's open floor plan and 10 ft ceilings add to the soul's experience of freedom and spaciousness. Gorgeous, fully-stocked kitchen, giant island, and rustic dining table are a host's delight. Fire pit and covered patio offer relaxation spaces outdoors. Schedule a visit to our hobby farm just up the lane!

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.

Gatton Farm Guesthouse
Gatton Farm Guesthouse is a two bedroom, one bathroom second floor dwelling above a detached garage located in picturesque Newburg, Maryland. Being on 15 acres and only one thousand feet from the Potomac River, guests will enjoy views of Canadian geese, wild turkeys, bald eagles and white tail deer. Gatton Farm is also considered a historical site as it was once the residence of famous guitarist Danny Gatton.

Adorable Large Efficiency Getaway Retreat
Incredible wooded getaway that is just far enough outside of the city to melt away the stress, but still save on gas. If you are visiting DC and don’t want the hustle of the city, this place is for you. Laid back and charming cottage with walk up entrance and plenty of parking. Bring your boat. Plenty of places to launch from in the area. Cook in unit or delight in the local restaurants.

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

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

Chesapeake Haven

Comfy King size private Bed room

Joyful Room

Lovely Lower Level 2 Bedroom Suite - Dog Friendly

Private Room in a peaceful neighborhood -La Plata

Snug and Cozy Room with King Bed and Door Lock.

Trees n Breeze
Destinations to explore
- Rentals with a washing machine and dryer Charles County
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Georgetown Waterfront Park
- National Harbor
- Washington Monument
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Library of Congress
- Lincoln Park
- Lake Anna State Park
- Breezy Point Beach & Campground
- Piney Point Beach
- American African Museum
- Robert Trent Jones Golf Club
- Quiet Waters Park