We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Highland Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $118 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travelers get your favorite Highland area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Highland
    Sort by:
    Default
    The Sweet Home near Washington DC1 / 15
    (5)Very good
    Highland
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 10 miles of Highland.
    Olney
    3 Bedrooms, 2 Bathrooms, Sleeps 15 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Luxury/Sophisticated Home with a movie theater1 / 21
    (1)Excellent
    Burtonsville
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    White Oak
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a three-bedroom apartment nestling in an urban town house in the White Oak neighborhood of Silver Spring, Maryland. Perfect for couples, groups, families, or individuals, it is equipped with all essential amenities to guarantee your comfort & delight. The fact that it has automated locks...
    View all property information
    Location Information
    White Oak, Montgomery County 20904
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 12
    Make Inquiry
    Olney
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LUXURIOUS 3 BEDROOM, 2.5 BATHS LOCATED IN SUBURBS OF OLNEY, MARYLAND. THIS STUNNING HOME HAS ALL NEW GRANITE COUNTER TOPS AND STAINLESS STEEL APPLIANCES, WALKOUT DECK, BEAUTIFUL MASTER BEDROOM WITH PRIVATE SPA BATH, COZY LARGE WALK OUT BASEMENT WITH PRIVATE PATIO. ALL NEW CARPET AND HARD...
    View all property information
    Location Information
    Olney, Montgomery County 20832
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Olney
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Terrace
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located on a half acre and on a dead end street. Plenty of parking.3 bedrooms , large decks, one fenced yard, one partial and one open area for volleyball or other games. Great for large gatherings. Only one mile to the town of Olney where you will find excellent restaurants the Olney...
    View all property information
    Location Information
    Olney, Montgomery County 20832
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    White Oak
    4 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a newly retouched urban town house in the White Oak neighborhood of Silver Spring, Maryland. Perfect for travelling families, groups, or individuals, the house is equipped with all essential amenities to guarantee your comfort and delight. The fact that it has automated locks means you can...
    View all property information
    Location Information
    White Oak, Montgomery County 20904
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 18
    Make Inquiry
    Beltsville
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The White House is your gateway to Baltimore & Washington DC. Our 3-bedroom suite sports a bright, airy kitchen, living room, a large master bedroom with a queen bed, medium size bedroom with a queen bed and a small bedroom with a day bed. There is 1 bathroom and the space comfortably sleeps 5....
    View all property information
    Location Information
    Beltsville, Maryland 20705
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    White Oak
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a warm, private basement apartment nestling in an urban town house in the White Oak neighborhood of Silver Spring, Maryland. Perfect for couples, groups, families, or individuals, it is equipped with all essential amenities to guarantee your comfort & delight. The fact that it has automated...
    View all property information
    Location Information
    White Oak, Montgomery County 20904
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
    Make Inquiry
    Fairland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Yard
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two bedroom basement apartment in a single family home built in 2007, this listing is for the master bedroom. Great safe neighborhood, private entrance close to ICC & beltway, minutes way from downtown Silver Spring MD. close shopping, restaurants & parks, Virtual tour available upon request. Newly...
    View all property information
    Location Information
    Fairland, Montgomery County 20904
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Save time - get the best Highland rentals sent straight to your email!
    Get the List
    Glenmont
    1 Bedroom, 2 Bathrooms, Sleeps 1 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo home with granite counter tops, Fireplace, fair cabinets SS appliances Refrigerator Microwave Stovetop, Dishwasher hardwood floors, ceramic tile in all bathrooms, fair carpet and paint. !Full gym in the clubhouse! This home has nice bedrooms and huge master bath, scenic views from deck and...
    View all property information
    Location Information
    Glenmont, Montgomery County 20906
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 1
    Make Inquiry
    NEW! Charming 1BR 18th Century Glenwood Cottage!1 / 24
    (1)Excellent
    Glenelg
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 26, 2017
    I've stayed at this wonderful little cabin twice. I'm a writer from NY, but my parents live in Maryland, so I spend my mornings at work and my afternoons with family. In the...
    See all reviews
    About this property
    ​** Please note that the homeowner lives in the main house onsite and may be present during your stay ** This historic 1-bedroom, 1-bathroom vacation rental cottage is situated on the estate of Roundabout Hills, surrounded by lush green shrubbery and gardens. In its caretaker cottage era, the...
    View all property information
    Location Information
    Glenelg, Maryland 21738
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Olney
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located on a half acre and on a dead end street. Plenty of parking. This is One extra large space on the lower level of a single family home. Everything is private and separate for this space. Only one mile to the town of Olney where you will find excellent restaurants the Olney...
    View all property information
    Location Information
    Olney, Montgomery County 20832
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Beltsville
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The White House is your gateway to DC and Virginia through Beltsville, Maryland. We offer a fully furnished space with one bedroom, a full bathroom, kitchenette ready to cook your favorite meals, and work area. The couch also extends to a bed that sleeps two. You'll love the home-y feel and the...
    View all property information
    Location Information
    Beltsville, Maryland 20705
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Colesville
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous basement bedroom, bathroom, and living space with private entrance and high ceilings. You will have access to the entire private apartment throughout your stay. The basement family room has an over-sized recliner sectional, 52' television with cable and gym equipment for your use....
    View all property information
    Location Information
    Colesville, Montgomery County 20904
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Laurel
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is located in a very safe and quiet neighborhood. The bedroom and bathroom are 100% clean. The bedroom have enough space for two people. You will have access to a beautiful and green backyard. Close to a variety of shopping centers and restaurants. Few minutes away from I-95, historic...
    View all property information
    Location Information
    Laurel, Maryland 20707
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    White Oak
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Balcony
    • Terrace
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the best of the DMV during your stay at this 1-bedroom, 1-bathroom vacation rental apartment in Silver Spring. The unit is perfectly located in the Tiers at Silver Spring complex, minutes from downtown Silver Spring and D.C., 10 miles to Columbia, and 30 minutes to Baltimore. Up to 4...
    View all property information
    Location Information
    White Oak, Montgomery County 20904
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Laurel
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Call this charming 2-bedroom, 2-bath Laurel vacation rental house home while visiting historic Maryland! Hosting up to 6 guests, this newly renovated abode brimming with essential amenities features an ideal location between Baltimore and Washington, DC. Enjoy a quick drive or train ride into these...
    View all property information
    Location Information
    Laurel, Maryland 20707
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Highland Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    51° 32°
    November
    42° 25°
    December
    37° 22°
    January

    Additional Highland Info

    Go to map view
    • Local time: 01:08 AM (EST)
    List your property
    Owner log in