Holiday rentals in Montgomery County

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Top-rated holiday rentals in Montgomery County

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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, 198 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.

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.

Top guest favourite
Home in Adamstown
4.94 out of 5 average rating, 142 reviews

Wizard's Escape | Sleep15+ | 2 Escape Rooms &Pool

Wizards and Humans are invited to experience the magic of Wizard's Escape. A magical home with an escape room twist as you immerse yourself in 2 thrilling themed escape rooms. Perfect for large family gatherings, bachelorette/bachelor/birthdays. Spend hours on our magical scavenger hunt throughout the castle to find the 7 cruxes. Weddings/ Events and Pool rental are an additional cost. Follow us on Insta or Fb for more videos/pics. Book your favorite Gamekeeper's Hut or airbnb next door.

Guest favourite
A charming Cape Cod home is framed by ornamental grasses in the foreground. The red brick facade features white window trim and two quaint dormer windows, contributing to the inviting character of the property.
Home in Chevy Chase
4.95 out of 5 average rating, 213 reviews

3 bedroom home in Chevy Chase with GYM/ EV charger

Lovely cape cod home with 3 bedroom and 2 bathroom in Chevy Chase. deck and garden with fire pit. Your family will be close to everything when you stay at this centrally-located place. Easy parking with 2 off street spots and street parking as well. Silver spring , Bethesda , Medical center, NIH are all within very short drive. Peloton Bike and light weights/ fooseball Charge point Level 2 EV charger. 5 beds total Only 6 adults over 18 allowed per county regulation licence STR23-00037

Top 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.
Apartment in Sterling
4.93 out of 5 average rating, 167 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.

Top guest favourite
Guest suite in Silver Spring
4.97 out of 5 average rating, 202 reviews

Gardenview studio in downtown Silver Spring

Bright, clean, secure guest suite 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 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, 138 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!

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, 99 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.

Top guest favourite
Guest suite in Gaithersburg
5 out of 5 average rating, 15 reviews

Serene Suite with Rain Shower and Full Kitchen

Keeping it simple at this peaceful and centrally-located place. 1.7 miles from I-270, 4.7 miles from Germantown Soccerplex, 0.4 miles from Bowling alley, 1 mile from Kaiser Permanente, 4 miles from Shady Grove Hospital and Shady Grove Metro Station, 0.7 miles from the Gaithersburg MVA, 1.2 miles from the shopping center, 3.1 miles from Fitness centers, 3 minute walk from the RideOn bus stop (61, 74, 78), and minutes away from Tech Hub and pharmaceutical companies.

Superhost
A comfortable bedroom features a spacious bed with floral bedding, complemented by three framed botanical prints on the wall. A cozy chair is positioned next to the bed, and a light rug creates a soft contrast against the wood-like flooring.
Holiday home in Rockville
4.95 out of 5 average rating, 110 reviews

One Bedroom Guest Studio Suite

Come stay at our newly renovated guest suite in the heart of Rockville, MD. The 1-bedroom studio suite is fully furnished with a fully equipped kitchenette and bathroom. Our suite is steps away from public transportation (Route 48) which takes you to the red-line metro (Wheaton or Rockville), and a walkable distance from a shopping center featuring a grocery store, restaurants, etc. There is ample space for parking in front of the property.

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, 134 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!

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