Holiday houses 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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Top Guest favourite
Home in Takoma Park
4.92 out of 5 average rating, 106 reviews

3BR Luxury Retreat, Pond, Gym, Near DC

Wake up to birdsong beside a waterfall and lotus pond, just 20 minutes from downtown DC in peaceful Takoma Park. Our spacious 3-BR, 2.5-BA luxury retreat combines nature with urban accessibility - a sanctuary for both relaxation and adventure. Off-street parking, home gym, steam shower, EV charger, & five decks. Walk to organic market, restaurants, & scenic trails. Recent whole-house renovation. Our reviews say it all!! Superhost service to top it off. Montgomery County Reg # STR24-0017

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.
Guesthouse in Glenwood
4.95 out of 5 average rating, 207 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.
Apartment in Sterling
4.99 out of 5 average rating, 112 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.

Top Guest favourite
The exterior of Farmview Cottage features a charming white facade with a distinctive red front door, complemented by a metal roof. Two gabled dormers provide additional character to the upper level, while the inviting front steps lead to a landscaped area with greenery.
Home in Leesburg
4.95 out of 5 average rating, 155 reviews

Charming 3BR Farmview Cottage in northern VA

Farmview Cottage in Leesburg is located in the heart of northern VA's farm and wine country, just an hour outside Washington, D.C. With original hardwood floors and vintage wooden doors, this historic bungalow offers sweeping views of pastoral farmland. 3 bedrooms and 2.5 baths offer plenty of room for 6 guests to spread out. A full kitchen, dining table for 6, and eat-in bar with 4 adjustable stools offer many options for families, couples, and business travelers. Close to Dulles airport!

Top Guest favourite
A well-appointed living area features a spacious sectional sofa and an adjoining dining space. Large windows allow natural light to illuminate the room, creating a bright atmosphere. The kitchen is visible in the background, featuring high-end appliances and modern design elements.
Home in Sterling
4.97 out of 5 average rating, 135 reviews

The Villa on Lakeside

The Villa is a stunning single-level residence with a half-acre fenced yard. Your entire family, including your beloved furr babies, is warmly welcomed here. The villa features 3 bedrooms and two newly renovated bathrooms, each boasting heated bidet toilet seats. For remote workers, the office is equipped with a wireless printer and a phone. The kitchen is designed with high-end appliances, including a built-in coffee maker. Additionally, a full laundry room is available for your convenience.

Guest favourite
Apartment in Gaithersburg
4.88 out of 5 average rating, 90 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

Top Guest favourite
Guest suite in Silver Spring
4.96 out of 5 average rating, 222 reviews

Gardenview studio in downtown Silver Spring

Bright, clean, secure, open concept studio with a private entrance conveniently located in downtown Silver Spring. Spacious and totally private basement bed/living/office room, full bathroom and kitchenette with full amenities. Beautiful shared patio and garden. Easy 5 minutes walk to Whole Foods, Starbucks, restaurants, movie theatre, parks; 15 minutes walk to the Metrotrain and Washington, DC; 5 minutes drive to the Beltway. Active household with pets and children living above.

Guest favourite
A bright sleeping area features a spacious bed with decorative pillows arranged neatly. A large area rug adds a pop of color, while natural light filters through windows adorned with light curtains. A potted plant hangs nearby, complementing the modern decor.
Apartment in Gaithersburg
4.91 out of 5 average rating, 95 reviews

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.

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, 151 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
Apartment in Great Falls
4.96 out of 5 average rating, 127 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
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.
Guesthouse in Woodbine
4.95 out of 5 average rating, 153 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
The living area features a spacious couch dressed in soft blankets, complemented by two armchairs and a dark coffee table. A flat-screen television rests on a media console, while large windows allow natural light to brighten the space, offering views of the surrounding landscape.
Home in Frederick
4.99 out of 5 average rating, 72 reviews

Sugarloaf Mountain Retreat- 300 Acre Estate

Welcome to Sugarloaf Retreat! This cozy one-bedroom, one-bathroom home on a 300-acre estate offers stunning views, a fully equipped chef's kitchen, and a plush king-sized bed. Relax on the patio under the stars after a day of adventure. Conveniently located near Sugarloaf Mountain trails, C&O Canal, golf clubs, roads for biking, and just a short drive from Downtown Frederick, it's the ideal luxury escape in nature.

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