Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 199 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 modern living area is highlighted by a comfortable sectional sofa adorned with colorful cushions. A round coffee table sits in front, with a decorative item placed on top. Large windows allow natural light to illuminate the space, framed by soft curtains and offering views of greenery outside.

Flat in Sterling

5 out of 5 average rating, 66 reviews

The Potomac Perch-Peaceful Cozy Family Apt

Step into a calming and contemporary haven. This thoughtfully designed one-bedroom apartment features a spacious bedroom with full bathroom , a modern full kitchen perfect for preparing your favorite meals, and comfortable living areas. The bright and airy layout, with its clean lines and tasteful decor, creates an inviting atmosphere for relaxation after a day of exploring. Nestled in a quiet and peaceful neighborhood along Broad Run Drive, you'll be just moments from the scenic Potomac River.

Guest favourite

Flat in Gaithersburg

4.9 out of 5 average rating, 73 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

Guest favourite

A well-lit sleeping area is furnished with a spacious bed, dressed in blue and white patterned bedding. A small window allows natural light, and a framed picture hangs on the wall. A bathroom is visible through an open door, featuring modern fixtures.

Home in Gaithersburg

4.84 out of 5 average rating, 50 reviews

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.

Top guest favourite

A well-lit bedroom features a vintage white metal bed frame with a soft gray blanket and pillows. A wooden dresser and a mirror are positioned beside a rocking chair, while two bedside lamps provide warm illumination. Light flows through the window, flanked by sheer curtains.

Home in Ashburn

4.99 out of 5 average rating, 110 reviews

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.

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

4.94 out of 5 average rating, 139 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, 110 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!

Guest favourite

A dining area features a glass-top table surrounded by four chairs, with two in dark blue upholstery. A black cabinet displays decorative items, while a plush area rug adds texture to the beige carpet. Two framed art pieces brighten the space with color.

Flat in Great Falls

4.96 out of 5 average rating, 101 reviews

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.

Guest favourite

The exterior of a spacious estate is presented, surrounded by lush landscaping and trees showcasing autumn colors. A stone and siding facade is highlighted, along with a large patio area and manicured lawns. Walkways lead to various sections of the property.

Home in Frederick

5 out of 5 average rating, 9 reviews

Luxury Home on 300 Acre Estate

Escape to this 3-bedroom, 3-bathroom luxury estate located on 300 acres backing to Sugarloaf Mountain. Blending historic charm with modern updates, the home comfortably sleeps up to 10 guests. Enjoy hiking nearby trails, the C&O Canal, golfing, and biking, with Downtown Frederick just a short drive away. Unwind on the patio under the stars after a day of adventure. Perfect for nature lovers seeking a luxurious, serene getaway. Book now for an unforgettable retreat!

Guest favourite

The airy living room features large windows that invite natural light and provide views of the fenced backyard. A sleek coffee table is surrounded by two armchairs and a small sofa. A floor lamp adds soft illumination, enhancing the spacious layout.

Townhouse in Gaithersburg

4.86 out of 5 average rating, 64 reviews

Great location! Walk to Crown. Near rio, metro

30 minutes from Washington, DC! This cozy 3-bedroom townhouse is central to everything, and conveniently close to highways 270 and 200. Whether you're here for a short work trip or an extended stay visiting family, you'll have everything you need for a comfortable visit. Enjoy a leisurely walk to nearby groceries, coffee shops, lake front, and restaurants, or take a scenic hike. For a day of adventure, head into DC to explore the Capitol and other attractions.

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

4.96 out of 5 average rating, 48 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!

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, 137 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!