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.

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.

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.

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!

Cozy Retreat: Immaculate Clean, private place

Welcome to your squeaky-clean stay! Enjoy a cozy, private space with a fully equipped kitchen and a clean bathroom with shower, all for your exclusive use. You only share one wall with the main house, offering comfort and privacy. This corner house allows easy parking and smooth coming in and out, in a peaceful neighborhood with plenty of restaurants, parks, and nearby metro/train stations. Note: The jacuzzi shown in photos is a shower only and is not a working jacuzzi.

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).

New - Super Host/Silver Spring/Full Kitchen-Cute

Recently renovated & very private 5-star condition, luxurious, cozy & comfortable Fully equipped new kitchen, w/stainless steel appliances Whole Foods/Trader Joe’s nearby Ideal for working professionals Close to WR Hospital, NIH, metro, bus, park, and ride Private washer & dryer Luxurious Tempur memory foam mattress, linen, and towels Powerful WIFI ideal for webinars Private entrance Free parking Very quiet and bright basement apartment License BCA-102702/STR

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!

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