Holiday rentals in Derwood

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Top-rated holiday rentals in Derwood

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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, 228 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
The main living area features exposed wooden beams above and a cozy sofa adorned with decorative pillows. A small dining table with chairs is positioned near a window, and a charming side table displays a decorative item. Natural light fills the space, enhancing its inviting atmosphere.
Guest house in Glenwood
4.94 out of 5 average rating, 198 reviews

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.

Top guest favourite
A charming red structure is nestled near a tranquil pond, surrounded by lush greenery and flowering plants. A windmill is visible in the background, complementing the rural landscape, while a gravel path leads toward the entrance of the building.
Farm stay in Lovettsville
4.99 out of 5 average rating, 253 reviews

'Waterfront' on 1796 Historic Farm

Feel refreshed when you stay in this rustic gem! The Springhouse is nestled in the rolling hills of Northern Virginia’s Wine Country! Originally constructed in the early 1800's, the structure was built over a natural spring that was used for refrigeration. Water from the spring maintains a constant cool temperature throughout the year while also filling a pond. The original stone well, channel and stone flooring are all intact for guests to explore and experience how our ancestors lived.

Guest favourite
Flat in Gaithersburg
4.9 out of 5 average rating, 71 reviews

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

Superhost
The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.
Guest house in National Harbor
4.92 out of 5 average rating, 764 reviews

Urban Cottage, MD minutes from DC/National Harbor

Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Superhost
The image showcases a bright and airy living space with a cozy white sofa accented by decorative pillows. A dining area features a black table set for six with blue napkins and flowers. Two bedrooms are visible, each with a bed, a nightstand, and windows allowing natural light.
Home in Derwood
4.87 out of 5 average rating, 39 reviews

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!

Guest favourite
A charming exterior view of a house surrounded by lush greenery. A red swing hangs from a tree in the front yard, adding a playful touch to the serene setting. The house features a combination of brick and white siding, complemented by window shutters and vibrant landscaping.
Flat in Gaithersburg
5 out of 5 average rating, 47 reviews

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!

Guest favourite
A neutral-toned living room is highlighted by soft lighting and modern furnishings. A cozy sofa with throw blankets is paired with a wooden chair. A beige area rug anchors the space, complemented by a simple coffee table. Artwork adorns the walls, enhancing the contemporary aesthetic.
Flat in Gaithersburg
4.91 out of 5 average rating, 23 reviews

DMV 2BR LakeFront Apt - Firepit

***RARE*** Welcome home to a modern, well-lighted and serene 2BR lakeside basement apartment with a gorgeous backyard. Your relaxing haven in nature's embrace and near city buzz. Minutes to DC, Frederick, NoVA, Baltimore, dining and shopping. Near metro that takes you right into DC! Enjoy the apartment including two bedrooms, a full bath, a living room, full kitchen and backyard with lake vistas. The upstairs full house is rented to other guests.

Superhost
A spacious living area showcases light wood cabinetry and ample counter space in the kitchen. Two comfortable chairs and a couch are positioned on a decorative rug. A dining table for four is visible, with windows offering views to the backyard through sliding glass doors.
Guest suite in Rockville
5 out of 5 average rating, 23 reviews

1BR, Kitchen/LR/Porch on Golf Course by Metro/270

Just Bring a suitcase! everything included in this 1BR Apartment Style In-law suite. Located in a quiet single-family neighborhood, this separate unit has 2 entrances, an amazing nature view and daily visits from local wildlife. Completely stocked with linens and everything needed in the kitchen. Located within walking distance of Metro in a quiet residential neighborhood adjacent to parkland. Great Wi-Fi, ideal for work at home & entertainment.

Top guest favourite
A modern living area features a sectional sofa in soft tones, complemented by a coffee table with decorative items. A large television is mounted on a textured wall, and a dining area with a table and chairs is visible in the background. Natural light enters through expansive glass doors.
Home in Oakton
4.97 out of 5 average rating, 144 reviews

Quiet Luxury Home - Modern - King - 20 Min from DC

Completely new renovations with an eye for details have created a space that feels like a custom built home. Made to provide you with a memorable luxury rental experience. Comfortable, bright, modern, unique and stylishly furnished mastering the mix of timeless elegance and modern simplicity. An open floor plan space that’s equally welcoming and sophisticated, incorporating natural elements, layered fabrics, and textures.

Top guest favourite
A modern two-story home is set against a lush backdrop of greenery. A well-maintained driveway leads up to the house, framed by soft garden lights. The stylish facade features large windows that allow warm light to emanate from within, creating an inviting atmosphere.
Home in Rockville
5 out of 5 average rating, 52 reviews

Luxury 5BR Getaway |Hot Tub, Game Room & Fire Pit

Rare 5BR/5BA 4200 sq ft estate just minutes from DC! Enjoy a chef’s kitchen, full game room, gym, 6-person hot tub, 2 fire pits, kids’ playground, EV charger, heated floors, and more. Parking for 8, private backyard, indoor/outdoor dining, and concierge grocery service. Perfect for families, long stays, and business trips. Walk to schools and top dining. Custom fridge, high-end essentials, and unmatched comfort await!

Guest favourite
A comfortable living area features a stylish sofa and a wooden coffee table. A large TV is mounted on the wall, displaying various applications. Potted plants add a touch of greenery, while a reading chair in the corner is complemented by cozy throw pillows.
Townhouse in Gaithersburg
4.95 out of 5 average rating, 147 reviews

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 Derwood holiday rentals

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