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, 113 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!

Guest favourite
Apartment in Gaithersburg
4.88 out of 5 average rating, 92 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
A bright living area is presented, featuring two armchairs and a sofa, arranged around a circular coffee table. Natural light floods in through four windows, accentuating the hardwood floors and a patterned rug adorned with starfish. Decorative plants add a touch of greenery to the space.
Home in Gaithersburg
4.97 out of 5 average rating, 65 reviews

Entire Modern & Cozy Private Basement w/Amenities

Relax in our private, secluded basement suite, complete with a private cozy bedroom, newly renovated full bathroom, kitchen, and private entrance. This clean, one-bedroom suite in Gaithersburg, MD, is conveniently located near - - Germantown (9 miles ) - Damascus(3 miles), - Clarksburg (6 miles), - Washington DC (33miles) -Shady Grove Metro - 16 miles It is perfect for both short stays and longer visits. You'll have full privacy while we reside in the upper two levels of the home.

Guest favourite
A spacious living area features a light-colored sectional sofa paired with vibrant accent pillows. A wooden coffee table sits in front, complementing the warm wooden flooring. The adjacent kitchen showcases turquoise cabinetry and modern bar stools, with large windows allowing natural light to fill the space.
Condo in Sterling
4.93 out of 5 average rating, 180 reviews

The Loft at Lakeside

Welcome to the The loft at Lakeside! The loft is a completely separate space that comes with its own entrance and parking space. The loft consists of a spacious bedroom with a walk-in closet. There is a full bathroom in the bedroom and a half bath near the kitchen. The main space consists of spacious Kitchen that sits right next to the cozy family room, with a large couch. It also has a full laundry room for anyone looking to take home clean clothes after an amazing stay at The Loft.

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.

Top Guest favourite
A bright and inviting bedroom features a spacious bed adorned with decorative pillows. A light rug lies under a bench in front of the bed. Soft curtains frame the windows, and a mirrored dresser adds a touch of elegance to the room.
Home in Silver Spring
4.96 out of 5 average rating, 125 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.

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
Aerial view of a spacious cottage surrounded by lush green pastures and woodlands. The property features a large, circular driveway and open lawn areas, with fields stretching into the distance. The landscape showcases a blend of farmland and natural surroundings.
Farm stay in Damascus
5 out of 5 average rating, 122 reviews

Large countryside escape

Large, sparkling-clean, light-filled cottage with peaceful views of grazing horses, swaying pastures and mountains all around. Oversized dine-in kitchen and gathering room allow for reconnection. Clean linens, comfortable beds and quiet, allow for great rest. Unwind, reconnect and recharge in this magical place minutes away from the hustle and bustle of Damascus and 45 minutes from downtown DC.

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