Highland Vacation Rentals

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Our top choices for Highland vacation rentals

Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (62 reviews)
"A nice place and kind hosts!"
United States
Rob M.
The price is CA $117
CA $222 total
includes taxes & fees
Mar 31 - Apr 1
Rollingside Guest Suite

Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.6 out of 10, Excellent, (9 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
The price is CA $136
CA $188 total
includes taxes & fees
Mar 31 - Apr 1
Cozy Basement Apartment in Columbia

Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Severn
9.6 out of 10, Exceptional, (33 reviews)
"The house was great, a real home away from home."
United States
Rafi C.
The price is CA $248
CA $1,247 total
includes taxes & fees
Mar 25 - Mar 26
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.4 out of 10, Very good, (48 reviews)
"The house wqs awesome. The location was great. Our host was great. "
United States
William G.
The price is CA $160
CA $429 total
includes taxes & fees
Mar 31 - Apr 1
Rooftop Deck Escape! Free Parking!

Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.8 out of 10, Good, (10 reviews)
"It is as advertised. Nothing fancy, but totally worth it. Street parking out front, quite good neighborhood. Quick walk to the stadiums and convention center. And our dog was happy and safe. "
United States
David Scott
The price is CA $116
CA $164 total
includes taxes & fees
Apr 2 - Apr 3
Entire House 1BD King Bed near Downtown

Cozy Private Family Palace near BWI, Pet-Friendly

Cozy Private Family Palace near BWI, Pet-Friendly
Glen Burnie
9.8 out of 10, Exceptional, (23 reviews)
"Nice place and good location "
United States
FRANKLIN S.
The price is CA $296
CA $660 total
includes taxes & fees
Mar 25 - Mar 26
Cozy Private Family Palace near BWI, Pet-Friendly

Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.

Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (8 reviews)
"Great experience. "
United States
Shana F.
The price is CA $343
CA $446 total
includes taxes & fees
Mar 27 - Mar 28
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Glen Burnie
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed this property so much that we stayed here again just 4 months later."
United States
Kim C.
The price is CA $412
CA $533 total
includes taxes & fees
Mar 27 - Mar 28
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (52 reviews)
"Great place to stay. "
United States
Kim P.
The price is CA $206
CA $418 total
includes taxes & fees
Apr 1 - Apr 2
Fox Cottage *Pet Friendly*

Stylish 4-bedroom whole house with plenty of parking

Stylish 4-bedroom whole house with plenty of parking
Catonsville
9.4 out of 10, Exceptional, (31 reviews)
"This is a beautiful house. It has plenty of space for large families!! I would absolutely stay here again!"
United States
Breya N.
The price is CA $211
CA $458 total
includes taxes & fees
Apr 6 - Apr 7
Stylish 4-bedroom whole house with plenty of parking

Beautiful 2 Bedroom Apt in downtown silverspring

Beautiful 2 Bedroom Apt in downtown silverspring
Downtown Silver Spring
9.0 out of 10, Wonderful, (15 reviews)
"Not the largest apartment ever, but very clean, comfortable, unbeatable location and a very responsive and helpful host. I would stay again in a heartbeat."
United States
chris e.
The price is CA $198
CA $341 total
includes taxes & fees
Mar 26 - Mar 27
Beautiful 2 Bedroom Apt in downtown silverspring

Simple Stay in the Nation's Capital

Simple Stay in the Nation's Capital
Southeast
10.0 out of 10, Exceptional, (39 reviews)
"Everything was very clean and they even gave us some delicious, freshly baked cookies to welcome us!"
United States
Heather D.
The price is CA $266
CA $442 total
includes taxes & fees
Apr 12 - Apr 13
Simple Stay in the Nation's Capital

The Wooded Retreat

The Wooded Retreat
McLean
9.6 out of 10, Exceptional, (7 reviews)
"Great stay, clean and well decorated, quiet area, owner communicated well. Would consider staying here again."
United States
David M.
The price is CA $165
CA $488 total
includes taxes & fees
Apr 5 - Apr 6
The Wooded Retreat

Charm and Comfort in Capitol Hill

Charm and Comfort in Capitol Hill
Northeast
9.2 out of 10, Wonderful, (12 reviews)
"Very clean and the host was great!!"
United States
Mia B.
The price is CA $122
CA $326 total
includes taxes & fees
Apr 6 - Apr 7
Charm and Comfort in Capitol Hill

Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger

Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger
Northwest
10.0 out of 10, Exceptional, (13 reviews)
"The apartment was cleanly, the renter was communicative and polite, and the photos are accurate. I would stay here again."
United States
Kohl L.
The price is CA $165
CA $438 total
includes taxes & fees
Mar 31 - Apr 1
Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger

★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown

★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown
Northwest
9.4 out of 10, Exceptional, (153 reviews)
"Great location, right by bus stops that can get you downtown. Local shops/bars/restaurants only a short walk away. Fantastic hosts! "
United States
RUAIRI
The price is CA $117
CA $263 total
includes taxes & fees
Apr 6 - Apr 7
★"No Contact" Studio w/ Own Entrance & Free Parking close metro bus downtown

Suite Near DC | Free Breakfast + On-Site Fitness Center | Great for Business Travelers!

Suite Near DC | Free Breakfast + On-Site Fitness Center | Great for Business Travelers!
McLean
9.6 out of 10, Exceptional, (8 reviews)
"My mom and I stayed here while we have a loved one in the hospital. The staff was very accommodating to us. The rooms were very clean and comfortable. This is where we will plan on staying every time we come to visit! "
United States
Lisa W.
The price is CA $176
CA $229 total
includes taxes & fees
Apr 3 - Apr 4
Suite Near DC | Free Breakfast + On-Site Fitness Center | Great for Business Travelers!

One Bedroom-Basement Apartment with Private Entrance

One Bedroom-Basement Apartment with Private Entrance
Northwest
8.4 out of 10, Very good, (10 reviews)
"Clean, comfortable, cozy and great location. Personable and readily available owner/manager. I would stay here again. "
United States
Meg
The price is CA $154
CA $313 total
includes taxes & fees
Mar 26 - Mar 27
One Bedroom-Basement Apartment with Private Entrance

Ground floor apartment 10 mi from D.C. and still feels like countryside!

Ground floor apartment 10 mi from D.C. and still feels like countryside!
Bethesda
"Nice place, good amenities."
United States
Shubham
The price is CA $109
CA $273 total
includes taxes & fees
Mar 30 - Mar 31
Ground floor apartment 10 mi from D.C. and still feels like countryside!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Hotel Reviews

Find out more about Highland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Highland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Highland?

Yes, we have vacation rentals close to the most popular attractions in Highland, or you can go with a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Highland has to offer?

Comfy 2BR DC Stay + Patio & Peaceful Yard: This vacation home rental outside of Highland offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

What’s there to see and do in Highland?

While exploring the area, visit family-friendly sights like Fairland Sports and Athletic Complex, or get outside and enjoy nature at Patuxent River. In the larger area, you’ll find Patuxent River State Park and The Adventure Park at Sandy Spring.

What’s a vacation rental in Highland like?

Vacation rentals are privately owned properties you can stay in for a couple of days or more in Highland. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family gatherings.