Holiday rentals in Highland

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Top-rated holiday rentals in Highland

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Superhost

Flat in Silver Spring

4.92 out of 5 average rating, 456 reviews

Escape to a Sunny Apartment in a Quiet D.C. Suburb

Living Room amenities include a Smart TV and an Amazon Fire TV Stick. Fully equipped kitchen and cooking essentials. Lovely patio with seating area and herb garden. Comfortable bed and quality linens. Keurig coffee maker with coffee and tea provided. You have your own private entrance and patio area on an entire different side of the house so your experience can be as private as you like. The entire apartment which includes: washer/dryer, fully equipped kitchen and patio area. Your host will be available for anything you need during your stay. My daughter/co-host, Bernadette, a young D.C. professional, can also answer any questions about the D.C. area, restaurants and other cool places to go. The apartment is in a quiet suburban neighborhood with easy access to the Washington area. It's a short walk to the FDA. Downtown Silver Spring is nearby, with its many restaurants, bars, Fillmore music venue, Ellsworth Dog Park, and a movie theater. The National Archives, University of Maryland College Park and UMUC are just few miles away. A Ride-On bus stop is located on the same block as the apartment. A Metro bus stop is 5 minute walk. Silver Spring Metro Station is about 4 miles away. There are a few parking garages at the Silver Spring Metro Station if you choose to drive there and then hop on the metro. Free parking on weekends and holidays at all Montgomery County Parking garages (some lots and street parking may require payment on Saturday). You could also Uber/Lyft to the metro station or all the way into the city (great option esp if you're splitting fare).

Top guest favourite

Guest suite in Glenelg

4.99 out of 5 average rating, 118 reviews

Lovely guest house with gourmet kitchen & King bed

If you're looking for a quick getaway or a brewery hopping good time we offer that and everything in-between. Locally offerings include walking trails/ restaurants, and family farms. We are located between Washington D.C. and Baltimore. Only a short 45 minute drive to D.C., you can spend the day exploring the museums and sites that the Nations Capital has to offer. Baltimore is 25 minutes away. A great place to see the National Aquarium. You will love your relaxing stay here in this rural area

Top guest favourite

Guest house in Glenwood

4.95 out of 5 average rating, 192 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.

Guest favourite

Guest suite in Silver Spring

4.92 out of 5 average rating, 261 reviews

Private guest suite in a newly remodeled home

We welcome you to a spacious and private basement apartment with its own entrance and self check-in. Get cozy with your guests in a space that has a bedroom with a king-size bed, an 85-inch smart TV, soft sectional , private toilet, bathroom and kitchenet, all in the same space. None of the amenities are shared. The fully-equipped kitchenet has everything you'll need to cook and warm your meals. Guest suite is the entire basement apartment which is a part of a bigger home where host lives.

Top guest favourite

Guest house in Highland

4.98 out of 5 average rating, 295 reviews

Woodland Retreat

Welcome to our private woodland retreat! This stylish and secluded mid-century modern guesthouse is nestled on five acres in horse country in Highland, Maryland. Totally separate from our owners home, our guesthouse combines the serenity, privacy, and safety you crave with all the conveniences of modern life including: a full bath; kitchenette; internet; and a screened porch with access to our beautiful lighted and heated swimming pool (weather permitting) and adjacent walking trails.

Guest favourite

Home in Gaithersburg

4.94 out of 5 average rating, 31 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.

Top guest favourite

Flat in Wilde Lake

5 out of 5 average rating, 78 reviews

Cozy | 1BR Apartment

Nestled in the scenic village of Wilde Lake, this cozy apartment offers a perfect blend of natural beauty and modern aesthetics. Beautiful trails and abundant green spaces make the surrounding area ideal for outdoor exploration. Located within walking distance from Merriweather Pavilion, local eateries, and The Mall in Columbia making entertainment readily accessible. With both urban conveniences and natural serenity, this Airbnb is the perfect choice for your next stay.

Guest favourite

Guest suite in Adelphi

4.9 out of 5 average rating, 129 reviews

Guest suite in Hillandale

Welcome to our cozy guest suite in Adelphi, MD. Our fully equipped suite is perfect for solo travelers, couples, or small families. Enjoy modern furnishings, a kitchen, bathroom, and outdoor deck space. Conveniently located near restaurants, shops, parks, and public transportation, our suite is the ideal base for exploring the area. Whether you're here for business or leisure, we look forward to providing you with a comfortable and enjoyable stay.

Top guest favourite

Flat in Fulton

4.97 out of 5 average rating, 76 reviews

Family Vacation Home Base

Your entire family will truly enjoy the convenient access to a wealth of attractions from our centrally located home! This prime spot makes it easy to plan exciting day trips to vibrant cities such as Washington, DC, Baltimore, and Annapolis, as well as historical sites like Gettysburg. If you love the outdoors, you'll also find numerous beautiful parks and scenic hiking trails nearby, perfect for exploring nature and creating lasting memories.

Guest favourite

Guest suite in Laurel

4.95 out of 5 average rating, 205 reviews

Charming Saloon Stay near DC & Baltimore

Welcome to the 'Saloon' themed apartment, a perfect retreat whether you're a service member, a business traveler, or here for pleasure. Located just 25 mins from Washington DC and 20 mins from Baltimore. Convenient access to I-295, I-95, and Fort-Meade, and only 15 mins from BWI Airport. Nearby attractions include Maryland LIVE Casino, Horseshoe Casino, and the famous Laurel Park Horse Race Track.

Superhost

Flat in Columbia

4.76 out of 5 average rating, 58 reviews

The Cardinal in the Woods

Forget your worries in this cozy apartment in a quiet suburban neighborhood attached to a single family home. Enjoy quick access to Baltimore, Washington DC, and Annapolis. Take advantage of the miles of walking trails throughout Columbia and a couple mile drive from both Merriweather Post Pavilion and old Ellicott City.

Top guest favourite

Townhouse in Columbia

5 out of 5 average rating, 12 reviews

Cozy Cottage in Columbia

Attending the Annapolis Powerboat Show? Stay at a newly remodeled, spacious end-unit townhome just 40 minutes away in Columbia’s Harper's Choice. Enjoy open living and dining areas, king and queen bedrooms with hardwood decor, a fenced backyard, charcoal BBQ, and nearby restaurants, shopping, and recreation.