Holiday rentals in Derwood

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Top-rated holiday rentals in Derwood

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Guest favourite
A modern kitchen features a large island with bar seating and granite countertops. Stainless steel appliances and a six-burner gas range are present. Soft natural light filters through a window, illuminating a cozy living area with a comfortable sofa and decorative accents.
Guest suite in Glenelg
4.98 out of 5 average rating, 129 reviews

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Superhost
A spacious living area features a bright red couch, accent chairs, and a decorative area rug. Natural light enters through large windows beside glass doors that lead to an outdoor deck. Wall art adds color to the neutral walls, creating a relaxed and inviting environment.
Guest suite in Bethesda
4.85 out of 5 average rating, 157 reviews

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.

Guest favourite
A peaceful outdoor seating area features black Adirondack chairs arranged on a gravel surface. In the background, the white cottage can be seen, framed by lush green shrubs and trees, providing a tranquil setting for relaxation.
Farm stay in Waterford
4.98 out of 5 average rating, 117 reviews

Hope Flower Farm Winery Cottage

Welcome to Hope Flower Farm & Winery! This charming 3-bedroom, 1-bath cottage is the perfect retreat for those seeking a peaceful getaway in the heart of Loudoun County wine country. The cottage features a kitchen, cozy living room, and a screened-in porch perfect for enjoying your morning coffee or an evening glass of wine. The cowboy cauldron is the perfect spot for roasting marshmallows or enjoying a cozy fire. Come experience the beauty and tranquility of Hope Flower Farm & Winery.

Guest favourite
A single-story home is set within a lush green landscape, featuring solar panels on the roof. A well-maintained lawn runs in front of the stone facade, complemented by potted plants lining the entryway. Trees surround the property, providing a natural, serene atmosphere.
Home in Sterling
4.93 out of 5 average rating, 137 reviews

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.

Guest favourite
A cozy living room is presented, featuring a mustard-yellow sofa paired with a glass coffee table. A soft area rug adds texture to the floor. Natural light filters through a window, draped with charcoal gray curtains, and a small wood stove is positioned next to a textured wall.
Home in Rockville
4.94 out of 5 average rating, 109 reviews

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!

Top guest favourite
The open living area features comfortable seating arranged around a circular table. Natural light floods the space through multiple windows, highlighting the light colors of the decor. Wood beams add a subtle architectural element, while a patterned rug anchors the seating area.
Home in Leesburg
5 out of 5 average rating, 180 reviews

Downtown Leesburg Cottage. Walk to everything!

Beautiful cottage in Downtown Leesburg! Walkable to all that Downtown has to offer! Across the street from the iconic Mom's Apple Pie and a short walk to restaurants, shopping, breweries and W&OD trail. Just a short drive to many local wineries, wedding venues, hiking and only 20 minutes from the Dulles Airport. Escape for the weekend or week and enjoy this beautiful 2 bedroom/1 bath home. Equipped with the essentials you need for a more than enjoyable stay!

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
4.96 out of 5 average rating, 142 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
Home in Silver Spring
4.97 out of 5 average rating, 117 reviews

Lux Family Xcape with HotTub, Fireplace, Deck, BBQ

This stylish, recently renovate home is the perfect retreat for families, friends or just that weekend escapade with your significant other. Great use of space, includes outside deck with hot tub, BBQ and a Fire Pit. We cater to groups and offer all the necessary amenities so you can feel right at home. For groups larger than 10 guest we have a sister property 2 minutes away where we can accommodate an additional 8 guests.

Top guest favourite
A bright and airy bedroom features a spacious bed with a white quilt and an accent pillow. Natural light filters through two windows, illuminating the wood floor. A small dining table with chairs and a wall-mounted air conditioner add functionality to the cozy space.
Guest house in Woodbine
4.96 out of 5 average rating, 132 reviews

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!

Top guest favourite
A modern living area is filled with natural light from multiple windows. Seating includes a spacious gray sofa and an accent chair with a vibrant pattern. A wooden coffee table is centered on a soft area rug, while decorative plants enhance the inviting ambiance.
Home in Leesburg
5 out of 5 average rating, 128 reviews

King Bed 3 Bedroom New House

New modern farmhouse in a private, wooded, but centrally located area where the entire family or several couples can escape for an enjoyable weekend near the acclaimed Virginia Wine Country. Paved parking and super fast WiFi. Minutes from some of the best local Vineyards, Wineries and Breweries. Twenty minutes from downtown Leesburg, historic Middleburg, all less than an hour from Washington DC.

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
4.96 out of 5 average rating, 145 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

Top guest favourite
An outdoor deck area is furnished with a circular blue cushioned sofa, surrounded by vibrant greenery and blooming flowers. A large umbrella provides shade, while string lights are visible above, enhancing the charm of the serene garden setting.
Home in Lake Barcroft
4.95 out of 5 average rating, 140 reviews

Large yard - Quiet area - 15 min to DC

Enjoy the comfort of a spacious, well-appointed home in a quiet neighborhood just 15 minutes from DC. With cozy living areas, a fully equipped kitchen, dedicated workspaces, and inviting bedrooms, it’s perfect for relaxing after a day out or working remotely. Unwind on the shaded deck with outdoor dining and a grill. Ideal for families, groups, or business travelers alike.

Popular amenities for Derwood holiday rentals

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