
Holiday rentals in Montgomery County
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Top-rated holiday rentals in Montgomery County
Guests agree: these stays are highly rated for location, cleanliness and more.

The Caretaker's Cottage-Historic Roundabout Hills
The Caretaker's Cottage was built in the 1770s by Ruben Merriwether, and sits near the manor house where he and his ancestors lived at Roundabout Hills. An exceptional space with a fabulous full kitchen perfect for those who like to cook, it is truly a one of a kind place to stay. The house, where John and Fiona live, and the cottage are secluded and private, but close to all of the art, culture, restaurants and dining in the nearby towns of Frederick, Columbia, Baltimore, and Washington, DC.

Bright, Private Garden Apt Near DC + Free Parking
GORGEOUS 1 BR apartment w/PRIVATE & separate entrance in lovely family neighborhood. ENJOY a clean, spacious space w/queen-size bed, TV/WiFi, relaxing bathroom, modern kitchenette, full laundry room, natural light & HUGE flower and veggie gardens. PERFECT for visiting families, traveling nurses & relocation assignments! FREE parking w/plenty of wonderful shops & restaurants nearby. MINS from highways to DC/Balt/Fredrick (35 min). SHORT 6 min ride to RED Line Metro (Shady Grove) to DC.

The Den @ Glen - 1B1B w/ kitchen and private door
The house is in a quiet and safe neighborhood. You will have your own bedroom, bath room, spacious living, working, dining area, as well as a kitchenette with a refrigerator, a coffee maker, a microwave, a small portable electric stove, plates, bowls, cups and utensils for simple cooking. You have your own entrance to the space. The kitchenette is the only shared space so the host can access the laundry room. Locks are installed in all other area of the ground floor to ensure your privacy.

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool
Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

4 bds-3bths- 12 minutes to Dulles Airport
Discover tranquility in our Sterling home, nestled in a peaceful, wooded neighborhood. Our property boasts a rare, serene view of nature across two lush acres, offering a perfect blend of relaxation and convenience. Whether you're unwinding or traveling for work, our fully furnished home ensures a comfortable stay. Enjoy proximity to local attractions while savoring the calm away from busy streets. Ideal for those seeking a peaceful getaway in the heart of Sterling, Virginia.

Cozy Scandinavian Getaway in City of Rockville
Welcome to our charming Scandinavian Getaway nestled in the heart of Rockville! Your perfect retreat awaits, offering a tranquil haven for a peaceful night's rest. Immerse yourself in the cozy ambiance of our space, where comfort meets Scandinavian charm. Located just a 7-minute walk from the vibrant town center and Rockville Metro, convenience and serenity seamlessly come together. Your ideal blend of relaxation and accessibility starts here – we look forward to hosting you!

Wooded Retreat in Great Falls
Escape to this wooded retreat in Great Falls, perfect for nature lovers and adventure seekers. This basement apartment boasts a dining area with sunlit windows showcasing vibrant forest views, a spacious living room, and a cozy bedroom. Enjoy easy access to hiking, biking, and outdoor fun in the parks just minutes away. Relax in the great outdoors experience the shops and dining in the nearby village. A perfect blend of nature and adventure awaits at this charming getaway.

Private Suite - NIH, Metro
New, fully-equipped studio apartment with private entrance. Access our apartment with a keyless check-in and enjoy the queen-sized bed, futon, kitchen, workspace, and full bath with washer and drier included! Electric car charging is available, as well as parking on premises. 10-minute walk away from the red-line metro! Located across the street from NIH and less than a mile from downtown Bethesda, where you can find restaurants, bars, Trader Joes, CVS and Target.

Convenient & Spacious Garden Studio
Comfort, convenience, and privacy await you with DC a quick metro ride away. This spacious lower-level, garden studio apartment in historic Olde Towne Gaithersburg offers a private entrance off a shared patio and easy access to public transportation. Explore nearby DC or embrace the charm of the neighborhood with diverse eateries, microbreweries, and coffee shops within easy walking distance. Perfect for commuters or a quiet retreat. Book now for a great stay!

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!

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.

Contemporary 3BR: Patio, TV in each Room+Game Room
Welcome to our modern retreat in the quiet neighborhood of Montgomery County! This stylish home offers 3 bedrooms, 2.5 baths, captivating decor, and a TV with all your essentials in every room. Unwind on the spacious deck with a tranquil forest view! Perfect for business, vacation, or exploring the local scene. Book now for a prime location and a charming stay! STR25-00255
Popular amenities for Montgomery County holiday rentals
Other great holiday rentals in Montgomery County

Sun Filled Spacious Guest Suite with High Ceiling

Nicely Appointed 1 Bedroom Loft Apartment

Big Guest Suite Great Falls, Fairfax, VA

Private, Quiet Suite Near Bethesda/DC

Redwall Castle in Germantown, MD (Washington, DC)

Full Basement Unit With Separate Entrance

Cozy & Modern | Playground | Kid & Pet Friendly

Great location! Walk to Crown. Near rio, metro
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Baltimore Convention Center
- Liberty Mountain Resort
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Stone Tower Winery
- Arlington National Cemetery
- Howard University
- Sandy Point State Park
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Johns Hopkins University
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