Vacation rentals in Bryantown

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Top-rated vacation rentals in Bryantown

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

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Guest favorite

A stylish bar area is showcased with a pool table in the foreground and a sleek bar counter adorned with emerald green stools. Pendant lighting hangs from the ceiling, providing modern illumination, while a television is mounted on the wall for entertainment.

Home in Waldorf

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC

Dee's Lounge will offer you the ULTIMATE perfect stay! Indulge in a luxurious and refined experience that is sure to leave you feeling refreshed, relaxed, and rejuvenated! This space is designed to make you feel like you've escaped your everyday life. Whether it's a girl trip, family time or hanging with your friends, you are sure to have an amazing time! We are readily available to accommodate your needs and make sure that you enjoy your time here! UPDATE 7/17 Grass room is under construction

ValueFamilySolo travel

4.91 out of 5 average rating, 158 reviews

Top guest favorite

A spacious living area is presented with light yellow walls and a television mounted on a central wall. Comfortable seating includes a sectional couch with built-in cup holders and additional chairs. An entrance door leads outside, and natural light filters through a small window.

Apartment in Waldorf

The SPOT

Relax comfortably at The Spot a peaceful place to stay. Enjoy one of southern Maryland’s finest, Waldorf is a booming city in Charles county Maryland, and 40 minutes drive from our nation’s capital Washington DC. Enjoy shopping, local dining, walking trails and bike trails, and minutes away from Solomons Island in Southern Maryland; fishing, waterfront restaurants, and camping.Come to Waldorf and enjoy quiet communities, friendly people, Southern Maryland's best. Public transportation available.

LocationFamilyQuiet

5.0 out of 5 average rating, 26 reviews

Top guest favorite

A wooden dock extends into calm waters, showcasing a boat moored at the end. The serene surface reflects the pastel colors of the sky during dusk. Wooden posts line the edges of the dock, enhancing the tranquil setting.

Home in Newburg

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!

LocationFamilyDecor

4.91 out of 5 average rating, 129 reviews

Top guest favorite

A cozy sitting area features a comfortable blue sofa adorned with cushions. Large glass doors provide access to the outdoor space, complemented by colorful curtains. A small dining table and chairs are visible outside, framed by a patterned area rug on the wooden floor.

Guest suite in La Plata

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.

FamilyLocationCleanliness

4.9 out of 5 average rating, 314 reviews

Top guest favorite

A spacious bed with a light-colored blanket is centered in the room, flanked by two bedside tables. Each table features a lamp for lighting. A decorative plant adds a touch of greenery, and curtains frame the window, enhancing the relaxed ambiance.

Apartment in Waldorf

Eagles Nest: Studio Apartment, Maryland

Serenity! Studio apartment—peaceful, natural scenery near Washington D.C., 2 hospitals, 2 wineries, multiple restaurants, horse-back riding, biking trails, fishing, Dr. Mudd’s historic house, All American Harley Davisson, Budds Creek, Maryland International Raceway, & 4 Military Bases:. During downtime, relax with 2 TVs, Wi-fi, a mini kitchen (Keurig, fridge, microwave, & cabinets with dishes for 4 people). Enjoy the private washer/dryer, full bath, dining table, work desk & walk-in closet.

FamilyValueAccess

4.98 out of 5 average rating, 84 reviews

Top guest favorite

Farm stay in Huntingtown

Luxury Farmette -Private & Secluded-1hr to DC

Plan your tranquil getaway to the countryside and escape to a luxury dream farmhouse. Located on 5 acres, the renovated home offers peace in a quiet, private location. Guests have access to a pool and outdoor shower, fire pit, a covered grilling area and a playground for children. The home is located approximately 1hr from Washington DC and is the perfect place for a retreat, family vacation and everything in between! Plenty of parking available for those traveling with boat/camper/RV.

ValueFamilyGrill

4.99 out of 5 average rating, 129 reviews

Guest favorite

A spacious house is set amidst a well-maintained landscape featuring green lawns and colorful flower beds. The entrance is framed by trees, with a winding driveway leading up to the front porch. Sunlight filters through the leaves, casting gentle shadows on the ground.

Home in Charlotte Hall

5 acre oasis near Budd's Creek, MIR & DC region.

Your private oasis nestled on 5 sprawling acres in Charlotte Hall, Maryland awaits. This spacious retreat offers the perfect blend of relaxation and entertainment, with the added bonus of easy access to the vibrant capital and a short drive to Budd's Creek and MIR. Sanctuary at the Hall offers a true escape with options for everyone. Whether you're looking to relax by the pool, immerse yourself in nature, experience the excitement of the speedway, or explore the nation's capital.

FamilyLocationOutdoor spaces

4.81 out of 5 average rating, 16 reviews

Guest favorite

Home in Waldorf

Spacious 4BR Near DC | Free Parking | Sleeps 11

Spacious 4BR home in Waldorf, MD — 30 min from DC, free driveway parking, sleeps 11 across 4 bedrooms / 3 baths. WHAT YOU'LL LOVE • Sleeps 11 — great for big family trips and DC visits • Fully stocked kitchen, coffee maker, ice machine • In-unit washer/dryer, central A/C, fast WiFi, smart TVs • Free driveway parking + self check-in via smart lock Great for family reunions, military families near Joint Base Andrews, and DC visitors. We monitor Airbnb chat all day.

LocationFamilyHospitality

5.0 out of 5 average rating, 14 reviews

Superhost

Home in Waldorf

Private Pool | Modern | Lux 4 BR Retreat | 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.

FamilyValueAccuracy

4.84 out of 5 average rating, 123 reviews

Top guest favorite

The exterior of a blue Swiss chalet A-frame house is showcased against a clear sky. The property features decorative windows and is surrounded by well-maintained landscaping, including colorful flowers and greenery.

Chalet in Port Tobacco Village

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.

LocationFamilyParks

4.98 out of 5 average rating, 116 reviews

Top guest favorite

Guesthouse in Brandywine

Quiet cottage in the woods. King-bed suite.

Take it easy at this unique and tranquil getaway. Open floor plan with all the modern conveniences. King size bed, with space for an additional queen size air mattress. Washer, dryer, shower/bathtub. Note, there is no smoking or vaping allowed inside the Cottage, and absolutely no "4/20" products allowed on the property. Two night minimum for all reservations, and due to documented medical allergy concerns we are unable to host pets/animals of any kind.

ValueFamilyBathroom

5.0 out of 5 average rating, 64 reviews

Superhost

Home in Waldorf

Spacious Retreat Near DC| Free Parking + Sleeps 8

🌟 Spacious & Comfortable Waldorf Getaway – Near DC, Dining & Attractions Welcome to your home away from home in Waldorf, Maryland! This spacious and fully equipped property is perfect for families, groups, or business travelers looking for comfort, convenience, and easy access to Washington, DC and Southern Maryland. 🛏️ Sleeping Arrangements 2 Queen-size beds 1 Full-size bed 1 Sofa bed Free parking Entire home to yourselves

LocationFamilyQuiet

4.82 out of 5 average rating, 28 reviews