Guesthouse vacation rentals in Charles County

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Top-rated guesthouse rentals in Charles County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A serene view features a coastline with blooming trees in the foreground, overlooking calm waters. The sky transitions to soft pink and lavender hues as the moon rises above the horizon, setting a tranquil atmosphere for relaxation on the porch.
Guesthouse in Colonial Beach
4.98 out of 5 average rating, 47 reviews

The GrandView on Historic Rose Manor

Rose Manor formerly The New Willard Hotel for over 40 years, built 1892. Now you can rent the top floor of the historical Manor, rooms 6-10 full kitchen. Completely renovated into a private home. Two large porches have been added for breathtaking Sunrise & Sunset views while you listen to the waves. We are 2 blocks from downtown & beach. Colonial Beach is a lovely small town, takes you back in time with local charm, events, bird watching & live music. Come Golf Cart around town like a local.

Top guest favorite
Guesthouse in Colonial Beach
4.92 out of 5 average rating, 128 reviews

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!

Guest favorite
A serene outdoor scene captures vibrant flowers in the foreground, leading to a tranquil pool. A gazebo with a pointed roof is visible in the distance, framed by trees against a colorful sunset sky.
Guesthouse in Owings
4.92 out of 5 average rating, 129 reviews

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.

Guest favorite
Guesthouse in White Plains
4.82 out of 5 average rating, 22 reviews

Bright, Airy & Modern 1B w/ King Bed, Free Parking

This brand-new (Feb 2024 build), modern, sun-drenched in-law suite is ideally located in a lovely community less than a 5-minute drive from regional parks, shops, grocery stores, restaurants, and more in Waldorf and La Plata, MD. The open-concept space includes a fully equipped kitchenette for preparing delicious homemade meals. The bright, airy living room boasts a comfy pull-out sectional sofa and a 55" TV, while the bedroom features a super comfortable king-size memory foam bed.

Top guest favorite
Guesthouse in Owings
5 out of 5 average rating, 11 reviews

Relaxing retreat on the river.

This river retreat is located in Owings, MD This Guesthouse is located on the Patuxent River and is surrounded by beautiful nature. Get up in the morning and enjoy your coffee watching the Osprey, Eagles, and Hawks fish for their morning breakfast. Located about 40 minutes away from Annapolis and DC for easy day trips. Come back in the evening and grill outside watching the beautiful sunsets. Your host lives in a historic home on the same property dating back to the early 1800's.

Guest favorite
Guesthouse in Colonial Beach
4.97 out of 5 average rating, 60 reviews

Beach Carriage House with Pool and Cabana

A Colonial Beach property with a heated pool, cabana, and entertaining patio with gas grill is located just steps away from a sandy bathing beach on the historic Potomac River. The Beach Carriage House includes a spiral staircase that leads up to a beautiful loft with a queen-size bed. Downstairs is a full bath with an extra-large walk-in shower as well as a comfortable living room with gas fireplace, queen-size sleep sofa, and equipped kitchenette. Holds up to 4 guests.

Top guest favorite
Guesthouse in Lorton
5 out of 5 average rating, 69 reviews

Eagle's Nest at Mason Neck

Discover the charm of historic Mason Neck, a hidden gem where time slows down and adventure unfolds at your doorstep! Hike scenic trails to the Potomac River, visit George Mason's plantation at Gunston Hall, bike to Mason Neck State Park, and explore boutique shops in the town of Occoquan. Just 20 miles from Washington, DC, your retreat balances tranquility and accessibility. Uncover the allure of Mason Neck, where adventure awaits at every turn.

Top guest favorite
An aerial view captures a detached dwelling within a serene wooded setting. A wooden deck extends from the house, leading to a pool cover. A fenced area surrounds the property, with seating arrangements visible on a paved surface, blending nature and comfortable outdoor spaces.
Guesthouse in Leonardtown
5 out of 5 average rating, 53 reviews

Breton Bay Guesthouse ~ ~ No cleaning fee

Located in the preferred Breton Bay Golf & Country Club neighborhood, this immaculate guesthouse is a 900 square foot detached dwelling with fully equipped kitchen, living room, separate large bedroom, bathroom with shower, washer and dryer, and balcony. Will consider setting up the space to accommodate your child and/or infant/toddler. Plenty of parking -- enough room for your personal watercraft or small boat!

Top guest favorite
Guesthouse in Newburg
5 out of 5 average rating, 39 reviews

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.

Top guest favorite
Guesthouse in Pomfret
4.99 out of 5 average rating, 120 reviews

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.

Guest favorite
A cozy living room features two comfortable sofas with wooden accents facing a modern entertainment unit and a wall-mounted TV. A decorative area rug lies on the tiled floor, while an electric fireplace is displayed on the wall, providing a subtle glow to the room.
Guesthouse in Woodbridge
4.78 out of 5 average rating, 9 reviews

Charm Basement near Potomac Mill

Come to enjoy this stunning basement, with 2 bedrooms, 2 beds (queen and king size), fully equipped kitchen, dining and living room with chimney. Free parking in front of the house (driveway). We don’t provide laundry room. Please do not smoke inside the house ($300 penalty fee) but you are welcome to smoke in the patio. Please let us know if you have any pet (even a service dog).

Top guest favorite
Guesthouse in Mechanicsville
4.97 out of 5 average rating, 34 reviews

The Cottage on The Farm - Bring Your Horse!

The Cottage at Bit O Berry Farm, LLC is a quaint little cottage on our private horse farm. Wake up to the view of horses out your bedroom window. Relax from the hustle and bustle of life with nature all around. Horses, dogs, cats, pigs and chickens reside here. Historical St Mary's County has great things to offer, from fishing and boating to winery's, fresh markets and much more!

Popular amenities for Charles County guesthouse rentals