
Holiday houses in Highland
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Top-rated holiday rentals in Highland
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Spacious, Private Basement Apartment
Clean private walkout basement apartment with private bedroom (queen bed); plus folding twin bed for third guest, private full bathroom; kitchenette equipped with a fridge, Keurig coffee maker, cook-top, boiler, microwave, and toaster; spacious living room with fireplace equipped with TV (Netflix) and free WiFi. Dining table with two chairs. Basic kitchen utensils and silverware. Workspace: desk, swivel chair. The entrance path is sloping, may be difficult for guests with mobility challenges.

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

Cozy, Private Garden Apt in Derwood-La Belle Vie
Spacious one bedroom basement apartment. Private entrance, full bathroom and kitchenette all newly done. Freshly landscaped slate patio with garden and pond. The sound of running water provides a relaxing environment. Secluded back yard backs up to beautiful woods. 5 min away from bike trails. Large, open living space with sectional couch, and attached eating area with a table that can double as a work station. Centrally located in Montgomery County-approx 40 minutes from DC/Baltimore/Frederick.

1k+ sf Charm in Upscale SFH Suburban NH of DC Balt
Read our reviews! this clean, 1k+ sf & above-grade (thus having plenty of natural light) ground floor 2BR Apt w own entrance in safe & highly sought-after upscale SFH community. Super Fast Internet & Google TV! In-unit full-size LG washer & dryer. Full-size modern kitchen with granite countertops. 7 minutes walk 2 shopping plaza & modern Columbia Gym, 22min to DC Metro & 25min to Baltimore. Home away from home with amenities such as king-size bed for MBR, big vintage desks, breakfast station.

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.

Cozy Secluded Private Entrance, Private Bathroom!
I'm pleased to share my latest design after a two year renovation project! This finished basement has been totally renovated and designed with lots of great amenities! It features secure parking, a private entrance, brand new kitchenette area and private bathroom, dedicated workspace, LOTS of windows for natural lighting, a blackout curtain in the bedroom, and the entire ceiling has been soundproofed! Extra soundproofing has been used in the bedroom for added comfort and enjoyment!

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.

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.

Spacious light-field studio with workstation
This bright, spacious private studio has a walk-in closet, full kitchen, and access to a shared (with the owner) laundry room. The room has a queen bed and a desk workstation, and I can provide a twin air mattress upon request. Happy booking & welcome! PS 1. I ONLY provide guests with a virtual key (via the August app, which requires a smartphone with working Bluetooth/Wi-Fi). PS 2. The owner lives upstairs, and you can reach us for anything you need.

The whole first floor is yours in MD Columbia
Welcome to the American Dream! Our home is set in a picturesque suburban neighborhood of the nation's capital. On our first floor (2000 square feet), we have a spacious suite with two beds, two bathrooms, a private access, and a full complement of amenities just for you! we can have 4 quests in total! Our 1.6-acre yard is perfect for anything from a peaceful lounge to a pickup soccer game. If you have a family, or a group of friends, welcome!

Charming Saloon Stay near DC & Baltimore
Saddle up at the Charming Saloon, a rustic western-inspired retreat with modern comforts. Perfect for couples or solo travelers, with long-term stays welcome. Just 25 min from DC, 20 min from Baltimore, and 15 min from BWI Airport. Easy access to I-295/I-95, near Maryland LIVE! Casino, Horseshoe Casino, and Laurel Park Racetrack. Cozy, unique, and ideal for quick getaways or extended stays. Your western adventure awaits!

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!
Popular amenities for Highland holiday rentals
Other great holiday rentals in Highland

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Your Home Away from Home—with a Twist

1 Bedroom Terrace View in #3

Private Cozy basement with patio

Cozy Modern Suite in Laurel
Destinations to explore
- Plainview Holiday rentals
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- Capital District, New York Holiday rentals
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- National Museum of Natural History
- Liberty Mountain Resort
- Baltimore Convention Center
- Capital One Arena
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Stone Tower Winery
- Betterton Beach
- Arlington National Cemetery
- Sandy Point State Park
- Washington Monument
- Patterson Park
- National Harbor
- Georgetown Waterfront Park
- Cunningham Falls State Park
- Great Falls Park




