House holiday rentals in Montgomery Village

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Top-rated house rentals in Montgomery Village

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

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Top guest favourite
A cozy living area features a gray sectional sofa adorned with two white pillows. Natural light filters through the large windows, highlighting a round orange pouf and two side tables with lamps. Wooden beams are visible on the ceiling, enhancing the cottage’s rustic charm.
Home in Middletown
4.95 out of 5 average rating, 140 reviews

Mountain Church Cottage

Mountain Church Cottage offers a great stay in the hills of Middletown, Maryland. Activities nearby include access to the Appalachian Trail. The roads are a perfect challenge for the serious cyclist and runner, but it’s just a 15 minute drive to the flat terrain of the C&O Canal bike path. For kayakers, Potomac River access is in Harpers Ferry, West Virginia. It's just a short drive to Antietam National Battlefield. And for those who enjoy a glass, there are a number of wineries in the region.

Top guest favourite
The exterior of a historic Italianate brick home features a light-colored facade with large windows. Adjacent, the interior showcases a stylish living area with a chandelier above a seating arrangement. A bright dining area is set for a meal, highlighted by large windows and elegant decor.
Home in Old Town
4.96 out of 5 average rating, 162 reviews

Historic Apothecary | 2 Master Suites | Old Town

Majestic, pre-Civil War Italianate brick home in favored southeast Old Town. Steps away from King Street and 2 blocks to the waterfront, location is unbeatable! This 3-story home established in the 1800s served as a former apothecary. New renovations offer utmost luxury, distinctive architecture with genuine hospitality and true sense of history and charm. 2 Masters Suites 4K 65in TVs w/ Streaming Hi-Speed Internet Dedicated Workspace 24 hr Self Check-in Washer/Dryer Free parking upon request

Top guest favourite
A bright living area features a comfortable cream-colored sofa adorned with patterned cushions. A round dining table with yellow chairs occupies the space, accompanied by a decorative basket. A large television is mounted on the wall, enhancing the room's modern feel.
Home in Leesburg
4.98 out of 5 average rating, 175 reviews

Entire Home in Leesburg – King & Queen Bed +Yard

Escape to this light-filled two bedroom, one bathroom bungalow located minutes from the heart of Leesburg's historic district. Just a short drive from unique shops, restaurants, and outdoor activities. This is the perfect home base whether you're in town for a weekend getaway or an extended stay. Located near the W&OD Bike Trail, Birkby House, Morven Park, breweries, wineries,and Rust Manor. We're excited to host you in our little slice of Leesburg charm! Bikes included: 1 mtn. & 1 cruiser

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, 130 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.

Top guest favourite
Home in Bethesda
4.98 out of 5 average rating, 219 reviews

Stylish Spacious Greentree Apartment

This 1,500 sq ft spacious luxury apartment is located in the lower level of a private custom home. NO SHARED HVAC. Sunny and light bedrooms with top-notch finishes and décor. Private entrance and walkway, covered porch, and free on-site parking for 2 cars. Prime Bethesda location: 1 mile to NIH and Naval Medical with public transportation just outside the front door. Bus 47 (free to ride) takes 10 minutes to Bethesda Metro station (Red-line) or in the opposite direction to Montgomery Mall.

Top guest favourite
A cozy living area is furnished with a gray sofa and a wooden coffee table. A television is mounted on the wall opposite the seating. Artwork decorates the walls, and natural light enters through the window, enhancing the neutral color palette of the space.
Home in Downtown Frederick
4.97 out of 5 average rating, 234 reviews

In Town Charmer

Experience Frederick! Just steps from Market Street you can walk to restaurants, bars, shops and activities. Our home located in Frederick's historic district is completely renovated on the inside. Two bedrooms each with their own full bath, central air, open concept kitchen and family room, private off street parking, comfy beds, smart TV, internet & furnished with guests in mind. Perfect for a Frederick getaway, our cozy home is not suitable for small children and no pets are allowed.

Top guest favourite
The two-story brick home is situated on a gently sloping lawn, surrounded by lush greenery and trees. White shutters adorn the windows, enhancing the classic facade. A well-defined pathway leads to the blue front door, inviting visitors into a warm and welcoming environment.
Home in Chevy Chase
4.96 out of 5 average rating, 109 reviews

Exclusive Home in Upscale Chevy Chase

You will love the secluded garden, near woods with deer and wildlife, the sunny kitchen with skylights, garden room, and large brick patio. Enjoy the 10-minute walk to Amazon Fresh, Starbucks and Einstein Bagels. One mile to Bethesda Metro; 1.5 miles to NIH, and Washington DC. Just1.8 miles to acclaimed restaurants in Bethesda and Kensington. 5G Wi-Fi, large workspaces. Centuries old trees. Self-check-in. Plentiful street parking. Only service dogs allowed / charged at $10 per day.

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, 143 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
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, 196 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
4.97 out of 5 average rating, 162 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.

Guest favourite
An open living space features a modern dining table surrounded by white chairs, complemented by a gray sofa adorned with decorative pillows. A stylish round coffee table sits on a patterned area rug, with vibrant wall art providing a splash of color in the background.
Home in Frederick
4.86 out of 5 average rating, 125 reviews

Newly Built Townhome

BRAND NEW TOWNHOME ! Welcome home to this incredible contemporary, newly built town home and the extremely sought after Ren Quarter. Just take a step back and take a look at the incredible modern architecture. This home has 4 bedrooms and 4 full bathrooms, a fully upgraded kitchen, and plenty of living space over 1800 ft. Your family will be close to everything when you stay at this centrally-located place.

Top guest favourite
Home in Leesburg
5 out of 5 average rating, 132 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.

Popular amenities for house rentals in Montgomery Village

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Quick stats about house rentals in Montgomery Village

  • Total holiday rentals

    Explore 40 holiday rentals in Montgomery Village

  • Nightly prices starting at

    Montgomery Village holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 810 verified reviews to help you choose

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Montgomery Village holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Montgomery Village rentals

  • 4.5 Average rating

    Montgomery Village stays receive an average rating of 4.5 out of 5 from guests