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 favourite
The open-concept living space features a combination of comfortable furniture, including two green chairs and a gray sofa. A wooden coffee table occupies the center of the room, surrounded by an area rug. A fireplace and bookshelves add warmth and character to the setting.
Apartment in Sykesville
4.95 out of 5 average rating, 218 reviews

Hickory Haven •1B King •Bsmt Apt •Clean •LG

Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

Top guest favourite
A spacious farmhouse with a modern design is depicted, featuring a metal roof and multiple gabled windows. The property is surrounded by a green lawn, showcasing the natural landscape in the background under a soft sunset sky.
Farm stay in Laytonsville
4.98 out of 5 average rating, 65 reviews

The Lounge at The Stables of Rolling Ridge

The Lounge at The Stables of Rolling Ridge is a private, quiet, newly renovated apartment in the heart of a small town. Conveniently located on 77-acres of rolling farm land, our family invites you to unwind and relax away from the hustle and bustle of the DMV. The farm offers incredible sunsets, lush gardens with a gorgeous wooden pergola, and plenty of farm friends to keep you company! The Lounge is bright with a modern farmhouse feel and comes with all the essentials to make you feel at home!

Guest favourite
The exterior of a spacious two-story house is presented, featuring a light brown façade, large windows, and decorative window shutters. A welcoming front porch is visible, adorned with potted greenery. A driveway leads to a closed garage, with a basketball hoop positioned nearby.
Apartment in Germantown
4.94 out of 5 average rating, 111 reviews

Private/Cozy Lower Level Apt-Great for Long Stays

Private entrance to One-bedroom apartment with Queen Bed, Full Bath, Lounge, Kitchenette/Dinette and Pool/Billiard Room. Perks include Wifi, Cable TV, Air-conditioning & Heating, Keurig Coffee Maker, Toaster, Microwave and Refrigerator, Hair Dryer, and Iron with Ironing board. Awesome safe neighborhood on a cul-de-sac, great landscape with a quiet & serene backyard facing wild life conservation land blending into Seneca Park trail. Perfect for a jog, or just read, and watch the deer and birds.

Top guest favourite
A spacious sleeping area features a king-sized bed with a light-colored, textured duvet and decorative pillows. Two stylish lamps provide warm illumination beside the bed. A decorative bench sits at the foot of the bed, with neatly folded linens displayed on top. Natural light enters through a window with wooden blinds.
Guest suite in Derwood
4.98 out of 5 average rating, 225 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 favourite
A spacious home theater area is depicted, featuring comfortable reclining chairs and a large flat-screen television mounted on a blue wall. A warm wooden floor enhances the inviting ambiance, complemented by a decorative area rug. Additional seating is provided with a trunk and a small side table.
Guest suite in Gaithersburg
5 out of 5 average rating, 11 reviews

Private Luxe Retreat w/ Theatre

Enjoy a private country getaway in this expansive lower-level light-filled suite, tucked beneath a serene wooded estate. With a private entrance, this well-appointed space features a cozy bedroom, full bath, and an inviting common area perfect for relaxing or working. You’ll love the bar & kitchenette w/ mini fridge, microwave, air fryer, keurig and quartz countertops. Unwind in the home theater, play pool or Pac-Man, or head outside to your patio with firepit, surrounded by trees & fresh air.

Guest favourite
The exterior entrance features a clean walkway flanked by well-maintained landscaping, including low shrubs and colorful flowers. Two doors are visible, set in a modern light-colored brick facade, with large windows allowing natural light to enter the building.
Condo in Gaithersburg
4.94 out of 5 average rating, 16 reviews

1 Bed/1 Bath/1Pkg Space|Dogs-OK

Thank you for checking out my listing. Please let me know what I can answer. - Yue +1 Bed/1 Bath/1 Pkg Space +Priced for 30+ Day Rentals +Flex Check-In/Out Times +Dog-Friendly +2023 Build +Washer/Dryer +Dishwasher +65" TV +AC +Bathtub/Shower Location +Steps from Montgomery Village (grocery and retail - Aldi, Starbucks, CVS, etc.) +5 min to Hwy 270 + I-355 +5 Mi to Costco +15 min to dog park +4 min to Lake Whetstone Metros +40 min to DC +30 min to Frederick +25 min to Rockville/Germantown

Top guest favourite
A bright living area is presented, featuring two armchairs and a sofa, arranged around a circular coffee table. Natural light floods in through four windows, accentuating the hardwood floors and a patterned rug adorned with starfish. Decorative plants add a touch of greenery to the space.
Home in Gaithersburg
4.95 out of 5 average rating, 38 reviews

Entire Modern & Cozy Private Basement w/Amenities

Relax in our private, secluded basement suite, complete with a private cozy bedroom, newly renovated full bathroom, kitchen, and private entrance. This clean, one-bedroom suite in Gaithersburg, MD, is conveniently located near - - Germantown (9 miles ) - Damascus(3 miles), - Clarksburg (6 miles), - Washington DC (33miles) -Shady Grove Metro - 16 miles It is perfect for both short stays and longer visits. You'll have full privacy while we reside in the upper two levels of the home.

Top guest favourite
A modern kitchen is highlighted by a spacious island featuring dark cabinetry and a white countertop. Bright pendant lights hang overhead, illuminating the area. A bouquet of fresh flowers adds a touch of color, while an array of appliances is visible in the open shelving.
Farm stay in Ijamsville
4.96 out of 5 average rating, 304 reviews

Beyond Your Expectations Farm Stay

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 favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guesthouse in Woodbine
4.96 out of 5 average rating, 121 reviews

Garden Cottage

Located in a beautiful and peaceful part of Maryland our Garden Cottage offers a cute and cozy getaway. A perfect escape from the city, our cottage is nestled among some of Maryland's best farmers markets, breweries, wineries, and outdoor experiences while still being conveniently located near several small towns and Frederick, MD. If you’re looking for a longer stay but our calendar looks booked please reach out to us!

Guest favourite
Apartment in Gaithersburg
5 out of 5 average rating, 6 reviews

Sunny & Cozy Apartment in Quiet, Safe Neighborhood

Wake up to a sunny morning in these cozy apartments filled with natural light. The warm and stylish design creates a comfortable atmosphere where you can truly relax. Located in a very quiet and safe neighborhood, this home is perfect for peaceful stays. A beautiful park is just around the corner, ideal for morning walks or evening strolls. Enjoy the blend of comfort, safety, and calmness that makes this place special.

Top guest favourite
Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.
Farm stay in Damascus
5 out of 5 average rating, 116 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.

Top guest favourite
Home in Mount Airy
4.97 out of 5 average rating, 35 reviews

Peaceful Deck, Game Room Near DC, Gettysburg

- Welcome to the Gathering place with nature views, ideal for families or group getaways - Enjoy deer sightings and sunlit meals in the bright dining room - Game-filled basement offers hours of fun for all ages - Quiet cul-de-sac, easy drive to DC, Baltimore, and Gettysburg - Book now and make lasting memories at The Gathering Place A home designed for meaningful connection and peaceful rest.

Popular amenities for Damascus vacation rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Montgomery County
  5. Damascus