
Holiday rentals in Highland
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Top-rated holiday rentals in Highland
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Hickory Haven •1B King •Bsmt Apt •Clean •LG
Walk into a generously spacious, open-concept apt. The comfortable furnishings in this home blend authentic styles with modern design. Start your mornings w/ a meticulously clean bathroom. Enjoy movie night in the large living room, or lay on the comfortable king-sized bed. Read through the night by a warm stove fire. Stay in the backyard and enjoy the serenity of Sykesville! Enjoy the high-speed internet and the large space for your work-at-home needs. Stay-a-while and make the place your home.

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

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! In-unit full-size LG washer & dryer. Full-size modern kitchen with granite countertop & big island. 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 Tiny House★ Private and Quiet
Ever wanted to experience a real Tiny House? Here's your chance! This one sits at the back of an acre lot in Silver Spring. Close enough to visit DC or Baltimore but far away from all the noise. End of a quiet cul de sac in a beautiful neighborhood. Perfect to get away and relax. Sleeps 3 with a queen bed in the upper loft and a twin bed in the rear. Fully functional kitchen and bathroom with walk in shower. Mini fridge/freezer, conduction cook top stove, AC/Heat unit, hot water, and more!

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.

QED Home Away From Home.
Beautiful ground level suite (fully handicap accessible with ramps) in private home located in a quiet cul-de-sac in Columbia, Maryland about 30 minutes drive to Baltimore and DC. Separate entrance with security system. Near many beautiful lakes in Columbia. Conveniently located near shopping centers, Columbia Mall, best public libraries in North America, hospital and community college. We can comfortably accommodate 5. Please contact me if more than 2 guest are expected,

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.

The Duchess of Font Hill {a tiny house}
This charming 525 square foot tiny house is nestled back in Font Hill, an amazing and sought after Howard County neighborhood. It sits at the end of a driveway at a single family dwelling. 3 miles from Historic Ellicott City, Turf Valley Resort + Spa, Merriweather Concert Pavillon. BWI airport is about 25 minutes away, and Baltimore City is 30 minutes from our home. 1 queen bed, 1 dual shower, a full kitchen, space is private.

The whole first floor is yours in MD Columbia
Welcome to the American Dream! Our home(total 6000+ square feet) is set in a picturesque suburban neighborhood of the nation's capital. On our first floor, we have spacious two bedrooms(3 beds) ,two bathrooms , a private access, and a full complement of amenities just for you! we can have 6 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, welcome!

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!

cottage in a meadow - 7 acre urban oasis
Welcome to Cedarbrook Cottage! You won’t forget your time in this romantic, memorable place. Lovingly designed and remodeled by the owners, our home combines the convenience of modern urban living with the peace and quiet of secluded farm land. This property is perfect for your family or close knit group.
Popular amenities for Highland holiday rentals
Other great holiday rentals in Highland

tranquil retreat

Room in a Family house

Basement private bedroom

Room Near BWI & Baltimore NO Cleaning Fee!

Master Bedroom Suite

Independent Self check in/out bedroom SFH basement

Your Home Away from Home—with a Twist

1 Bedroom Terrace View in #3
Destinations to explore
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- Nationals Park
- Georgetown University
- National Mall
- M&T Bank Stadium
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Betterton Beach
- Stone Tower Winery
- Sandy Point State Park
- Arlington National Cemetery
- Liberty Mountain Resort
- Georgetown Waterfront Park
- National Harbor
- Patterson Park
- Washington Monument
- Cunningham Falls State Park
- Caves Valley Golf Club
- Great Falls Park
- Six Flags America
- Codorus State Park




