Vacation rentals in Highland

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

Large Home w/ Pool, Gym, 7 Bedrooms, Sleeps 21

Relax at this spacious 4,125 sqft, top-quality home on 1 acre. This 7-bedroom, 2.5 bathroom home features a private pool, gym, sauna, a huge family room w/ 10 ft ceilings, & a 67" Smart TV. Enjoy the large 1st class chef's kitchen with all the cooking & serving supplies you will ever need. Enjoy the modern amenities, multiple workspaces, a wrap-around porch, fire pit, & grill. Ideal for family events, quiet getaways, sports teams, & business mtgs. The perfect getaway for large or small groups.

Cozy & Quiet 2 Bed Rm ADU Apart near DC&Baltimore

Get away for a relaxing weekend or short-term stay and Long term rental also available in this peaceful unique Garage Loft Apartment with parking and amenities all to yourself and whoever comes along with you! With a small patio to relax on and a vast backyard to roll around in, you can experience an unbothered stay only minutes away from a McDonalds, a Weis's grocery store, gas stations, various other stores just down the street. You'll want for little else but more time in this amazing Unit!

"The Whole First Floor is Yours" near Columbia, MD

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 two separate rooms with three 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, or a group of friends, welcome! My home is also close to Merriweather concert!

Rancher by Wash/Balt/Annap w/pool table, Kit, Deck

My Columbia House sits between Baltimore, Washington DC, and Annapolis, plus Historic Ellicott City, (county seat), is 8 miles close. The kid friendly neighborhood is central to Columbia village centers offering shops, restaurants, entertainment, lakes, hiking trails + more. Guests will enjoy FiOS Quantum data-multiple Laptop friendly work areas, 2 TVs and data jacks thru-out the home. See owners' favorites' list for local treats like Savage Mill, Ellicott City, or Merriweather Post Pavilion

Remedy Cottage

Welcome to Remedy Cottage, a place that holds deep sentimental significance for our family. It is a split foyer, two levels with steps leading in each direction from the foyer. It was built in 1978, every inch was renovated in 2022, featuring a brand new kitchen appliances. The interior boasts a modern farmhouse and minimalist design. This location is ideal for visitors to the nation's capital, the NSA, Andrews Air Force Base, and a short driving distance to three major airports in the area.

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.

Brand New Modern Guest Living Space

Welcome to this new beautifully designed guest living space. The space comes with a 70" LG 4K HDR TV in the living room that is paired with a full equipped Dolby Digital 5.1 surround system, an Electric Fireplace, a Highspeed internet, each room has a smart 4k tv. There is a fully equipped kitchen, dining area, living room with sofa, bathroom, and bedrooms with queen beds. The space has a very beautiful modern design. Less than a mile away from shopping centers, Fast foods and a hospital.

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.

Modern 3-Level Stay| Hot Tub | Game Room | Parking

Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!

Country cabin in Ellicott City

Relax at this cozy and peaceful cabin. Recently renovated and minutes from Patapsco State Park and Historic Ellicott City, you'll love the serenity of the surrounding nature while still close to civilization. Just a 15 minute drive to the airport and close to highways linking to Baltimore and DC. Enjoy peaceful walks along the scenic road which leads to the Patapsco river and ample hiking and biking trails. Expansive wooded property offers ample peace and quiet.

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.