
Holiday rentals in Montgomery County
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Top-rated holiday rentals in Montgomery County
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Spacious, Private Basement Apartment
Clean private walkout basement apartment with private bedroom (queen bed); plus folding twin bed for third guest, private full bathroom; kitchenette equipped with a fridge, Keurig coffee maker, cook-top, boiler, microwave, and toaster; spacious living room with fireplace equipped with TV (Netflix) and free WiFi. Dining table with two chairs. Basic kitchen utensils and silverware. Workspace: desk, swivel chair. The entrance path is sloping, may be difficult for guests with mobility challenges.

Private Garden 1BR Oasis Near DC w/Parking & Patio
Tucked inside a quiet residential neighborhood minutes from the energy of Washington, DC, this spacious 1BR apartment offers the perfect balance of convenience, comfort, and tranquility. Surrounded by lush gardens and a peaceful koi pond, the space feels like a hidden oasis — yet only a short drive from downtown DC, University of Maryland, FDA, and major attractions. Whether you’re visiting for work or sightseeing, you’ll enjoy privacy, comfort, and easy access to everything the region offers.

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.

Ultra Modern Ground Floor Apartment
This unique place has a modern style all its own. It’s just been fully renovated and everything is new, from the floors to the appliances to the TV. On a quiet street only 5 minutes’ walk to the Metro, 2 minutes walk to the bus downtown. Walk to supermarkets, restaurants, deli, bakery, pharmacy and stores. 3 minutes walk to a National Forest with your furry friend! Off-street parking and EV charger. Lots of closet space and storage. Washer and Dryer. Your oasis in the city awaits.

Pristine 1BR, king bed, hot tub, close to IAD
Luxurious, private and serene. Central location – 1 mile to the Metro, 8 minutes to IAD and Reston Town Center. Dedicated street parking. Close to multiple shops and restaurants. 2 patios and a side yard. Private use of the spacious hot tub with over-sized towels & luxurious robes. Enormous king-size Sleep Number® bed for exceptional comfort. Chef-worthy kitchen and washer/dryer. Free Netflix, YouTubeTV and Prime; your own thermostat and ultra-fast WiFi. No shared spaces. Built new in 2023.

Lg 1bdr apt, walk/bus to NIH, metro, Walter Reed
Large, sunny one bedroom apartment, with private entrance, beautifully decorated, gas fireplace and 50" flat screen TV and WiFi. Large bedroom w/ king bed, walk-in closet. Full kitchen w/all amenities. Guests can walk(30 min) or take bus (2 min walk to bus stop) to NIH, Walter Reed and/or metro. Fresh coffee and teas provided for entire stay. Breakfast items for first morning : cold cereal, fresh bagels and cream cheese, small containers of milk and OJ. One block from Rock Creek Park.

Ashburn Manor: 1920’s Farmhouse
Take advantage of this unique opportunity to stay in a beautiful,historic home right in the heart of old Ashburn. Just a quarter mile from the W&OD bike trail, walking distance to several shops/restaurants, 10 min. from Dulles Airport and the metro (easy access to DC), and at the edge of Loudoun County’s vast wine region. The home has been updated with all modern amenities for your comfort. Enjoy BBQ on the patio, books on the sun porch, or coffee on the deck. Peace and serenity await.

Private Comfortable and Conveniently Located
Spacious (1700 sq. ft.) 3 Bedroom Easy Access to Downtown DC. Quiet location away from traffic with nature trails all around. We are an easy going family that enjoys hosting guests from all different background and from all over the world. This area is truly the best place to stay if you are looking to get in and out of the city quickly while still providing a peaceful location to rest after a busy day. My family looks forward to hosting you. Montgomery County License # BCA-17682/STR

Modern 3-Level Stay| Hot Tub | Game Room | Parking
Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Refreshing and Restful Stay
Located 45 minutes’ drive from Washington DC, is this fully furnished, beautifully decorated townhouse where you will be treated to all luxuries and pampering of a hotel with a king size bed, double bed, queen bed, spacious open living & dining, fireplace and a fully equipped kitchen. Guests have access to the entire townhouse, free Wi-Fi, parking garage and a driveway. Plenty of public transport and close to exciting restaurants.

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.
Popular amenities for Montgomery County holiday rentals
Other great holiday rentals in Montgomery County

Chic & Convenient – 1BR Near DC/UMD w/ Amenities

Cozy Stay in Silver Spring- See the best of DC

Cheerful 3 bedroom home w/ fun backyard + parking

Single home, 4 beds, 2 baths

Riverside Cottage

Apartment Garage | 1 bed / 1 bath *his & hers*

In-Law Suite in Takoma Park

Bright Modern Boho Studio Apt | off I-270
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- Georgetown University
- Walter E Washington Convention Center
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Capital One Arena
- Liberty Mountain Resort
- Baltimore Convention Center
- 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
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Cunningham Falls State Park
- Smithsonian American Art Museum
- Great Falls Park
- Things to do Montgomery County
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