Holiday rentals in Derwood

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.

Private Garden Suite Near Metro to DC + Parking

Private, serene 1-bedroom garden suite with its own entrance, designed specifically for work-friendly longer stays and comfortable living near Washington, DC. Fully equipped with a dedicated workspace/chair, high-speed Wi-Fi, kitchenette and in-unit laundry for routine and convenience. Free parking included. Easy Metro access to DC, major hospitals, sports venues, and family neighborhoods—offering a comfortable, pet-friendly, well-located home base for work, rest, and visiting loved ones.

Modern, All Private 2BR | Walk to RIO | Parking

All Private (only for you) stylish & cozy walk-in basement retreat with own private entrance & assigned parking. Walk to Crown Downtown/ RIO - Access 40+ restaurants, AMC Theatre, Dave & Buster’s, Target, Starbucks and more Explore DC, Virginia & Baltimore - Metro is 3 miles away. Bus stop is right up front. -Upscale finishes -2 bedrooms, 2 queen beds & sofa -Fenced backyard/ Patio -Mini-Kitchen, Bar -Big 80-inch screen smart TV -Workspace desk, monitor -Chic private bathroom -Fast WIFI

Entire 3 Bedrooms/2 bathrooms 2 story house

Relax with the whole family at this peaceful place to stay. This 3-bedroom, 2-bathroom single-family house is available for rent. It features a fenced yard with a 4-car parking area. The house is adjacent to Constitutional Park and is located in a safe neighborhood rated as an “excellent livable location” by the ADT interactive crime site. There have been no reported crimes, such as assault, theft, burglary, arrest, sex offenses, or child predators, on this street, according to SpotCrime.

Luxury Downtown Crown Apt (Close to DC)

This apartment is located in the upscale hub of Rio in Gaithersburg, just 30 minutes outside of DC. The place embodies luxury style elements and sits on the top floor. Large windows in every room capture breathtaking views and allow a plethora of natural light. All building amenities are available to you, from an onsite gym to a seasonal pool to a Billiards table. Our abode sits steps away from regarded restaurants, shopping, Starbucks, and much more! It simply doesn't get any better!

DMV 4BR Luxury LakeHouse - GameRoom Firepit

Welcome home to a modern, luxurious, unique, extra RARE, and serene 4BR lakeside retreat with a lake in the backyard. Your relaxing haven in nature's embrace, yet near city buzz. Minutes to DC, NoVA, Baltimore, dining, and shopping. Enjoy the entire house, including 4 bedrooms, 4 full baths, 3 living/family rooms, a Game Room with an Arcade and pool & foosball tables, gym equipment, and, to top it off, a rooftop deck with lake views. Amenities abound. Have a great time with family.

Bright Modern Boho Studio Apt | off I-270

Enjoy this private and sunny basement apartment and garden patio- a great home base after being out during the day. Located close to I-270, two hospitals, AstraZeneca, NIST, retail areas such as RIO, outlets, Bethesda, and in walking distance to a lake at Great Seneca Park State Park. The DC Metro train is 15 minutes away. The studio (1 queen bed) comes equipped to comfortably host a couple sightseeing or a traveling professional. Please read FULL description before booking.

This house close to DC,and 270,370,200Highway

This is a fully private, entire home (not shared, not basement-only) with modern updates and plenty of space for your stay . Welcome to our newly renovated 2023 single-family home in Rockville! Just a 15-minute walk to Shady Grove Metro (Red Line) with direct 30-minute access to downtown Washington DC, this spacious home is perfect for families, business travelers, and groups. Enjoy 3 bedrooms, 2 bathrooms, a private basement suite, and 7 parking spots – rare in this area!

Heart of RIO

Welcom to a stylish and comfortable home away from home in Gaithersburg's premier RIO Washingtonian Center area! The unit blends comfort, convenience, and a touch of luxury-perfect for families, business travelers, or getaways. Suburbia DC,commuter friendly. Fully equipped kitchen. Living room with sectional reclining sofas, smart TV, & WiFi. Fully size beds and full baths. Walk to RIO Lakefront, Downtown Crown. Near Shady Grove Metro, 1-270 and MD 200(ICC).

Private Mini-Suite (Space NOT shared with Host)

Keeping it simple at this peaceful and centrally-located place. 1.7 miles from I-270, 4.7 miles from Germantown Soccerplex, 0.4 miles from Bowling alley, 1 mile from Kaiser Permanente, 4 miles from Shady Grove Hospital and Shady Grove Metro Station, 0.7 miles from the Gaithersburg MVA, 1.2 miles from the shopping center, 3.1 miles from Fitness centers, 3 minute walk from the RideOn bus stop (61, 74, 78), and minutes away from Tech Hub and pharmaceutical companies.

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!

Charming & Cozy home - Near DC

Welcome to Your Silver Spring Getaway! Enjoy this charming 3-bedroom, 2-bath modern home—a bright, inviting space where comfort meets convenience and style, perfect for business or leisure. Features a bright interior and large fenced yard with fire pit and grill. Minutes from Westfield Wheaton Mall, parks, and public transport—less than 5 minutes to Wheaton Metro—offering easy access to DC and local dining.