Vacation rentals in Damascus

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Top-rated vacation rentals in Damascus

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

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Top guest favorite

Guest suite in Glenelg

4.99 out of 5 average rating, 110 reviews

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Top guest favorite

Guest suite in Derwood

4.98 out of 5 average rating, 199 reviews

Cozy, Private Garden Apt in Derwood-La Belle Vie

Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Freshly landscaped slate patio with garden and pond. The sound of running water provides a relaxing environment. Secluded back yard backs up to beautiful woods. 5 min away from bike trails. Large, open living space with sectional couch, and attached eating area with a table that can double as a work station. Centrally located in Montgomery County-approx 40 minutes from DC/Baltimore/Frederick.

Guest favorite

Guest suite in Gaithersburg

4.95 out of 5 average rating, 133 reviews

Cozy private basement apartment

Retreat to our private basement suite with a serene bedroom, full bathroom, and separate entrance. Unwind in a serene bedroom with a queen bed and ample storage, complemented by a full private bathroom and a separate entrance. The living room features a large sectional sofa, doubling as a sleeper sofa. Enjoy the kitchenette and dining/work area. Explore dining options at Spectrum Town Center. Complimentary amenities include parking, WiFi, cable, and coffee. We uphold a pet-free environment.

Top guest favorite

Guesthouse in Monrovia

4.97 out of 5 average rating, 147 reviews

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Superhost

Dome in Leesburg

4.83 out of 5 average rating, 117 reviews

Luxe & Picturesque Dome Haven ~ Hot Tub ~ Glamping

Experience Luxury Glamping in Leesburg! Discover the perfect blend of comfort and nature in our charming dome, just minutes from downtown Leesburg. Enjoy modern amenities like split AC/heating, WiFi, a projector, fridge, and coffee maker. Relax in the outdoor jacuzzi, cozy up by the propane fire pit, and unwind under ambient lighting. Explore renowned wineries, Morven Park, and local attractions nearby. A unique, romantic escape awaits—book your unforgettable glamping getaway today!

Guest favorite

Farm stay in Mount Airy

4.98 out of 5 average rating, 107 reviews

Poole House at Friendship Farm

Welcome to Poole House at Friendship Farm! Escape to the country at this historic stone house built in the 1700s. With accommodations for eight guests it is perfect for a getaway with friends and family, wedding parties and work retreats. The house received a meticulous restoration that includes all mechanical systems and a modern addition with a gourmet kitchen and master bedroom. The property also includes a three car garage as well as a restored smoke house and log cabin.

Superhost

Home in Damascus

4.88 out of 5 average rating, 8 reviews

The Lewis Drive Studio

Welcome to 10113 Lewis Drive! A home that I renovated in my spare time for about two years. After some planning, I decided to knock down the walls and transform it into a vaulted studio. I spared very few expenses in an effort to make this a truly custom home experience. I included solid wood floors, genuine stone, polished nickel fixtures, maple cabinets, smart appliances, and smart lighting to name a few things. I really hope you enjoy this as much as I did to build it!

Guest favorite

Farm stay in Ijamsville

4.96 out of 5 average rating, 294 reviews

Best Farm Stay Ever. Beautiful, affordable, fun!

Escape to our historic farm stay, where charm meets modern comfort. Enjoy the gourmet kitchen, unwind on the magnificent patio with a huge fire pit, and indulge in the infrared sauna. Perfect for families and friends, with an adorable kid's playhouse and games. Interact with friendly animals, immerse yourself in serenity, and experience the ultimate getaway near Whiskey Creek Golf Course in Ijamsville. Contact Fingerboard Farm directly for larger gatherings.

Top guest favorite

Home in Mount Airy

5 out of 5 average rating, 16 reviews

Century Revival

This cozy Airbnb is nestled in the heart of charming Mt. Airy, MD, right off Interstate 70, offering the perfect balance of small-town charm and convenience. With easy access to the highway, this location offers smooth travel to surrounding areas, making it ideal for quick getaways or visits to nearby attractions. Whether you’re here to unwind or simply passing through, this location offers a welcoming retreat with all the convenience you need.

Top guest favorite

Home in Frederick

4.98 out of 5 average rating, 47 reviews

Sugarloaf Mountain Retreat- 300 Acre Estate

Welcome to Sugarloaf Retreat! This cozy one-bedroom, one-bathroom home on a 300-acre estate offers stunning views, a fully equipped chef's kitchen, and a plush king-sized bed. Relax on the patio under the stars after a day of adventure. Conveniently located near Sugarloaf Mountain trails, C&O Canal, golf clubs, roads for biking, and just a short drive from Downtown Frederick, it's the ideal luxury escape in nature.

Top guest favorite

Farm stay in Damascus

5 out of 5 average rating, 106 reviews

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

Superhost

Home in Mount Airy

4.79 out of 5 average rating, 14 reviews

Eagle Top Farm Suite

The perfect getaway! Secluded spacious suite with private entrance. Experience country living, surrounded by several major cities (Baltimore, Frederick, Washington DC), wineries, and vineyards. 61 Vineyard Linganore Winecellars Penn Oaks Winery Black Ankle Vineyards Elk Run Winery New Market Plains Vineyards Hidden Hills Farm and Vineyard Loew Vineyards