Highland Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Highland vacation rentals

Outdoor dining

Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (63 reviews)
"A nice place and kind hosts!"
United States
Rob M.
The price is ￥13,484
￥25,652 total
includes taxes & fees
Apr 20 - Apr 21
Rollingside Guest Suite
Dining

Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.6 out of 10, Excellent, (11 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
The price is ￥15,705
￥21,692 total
includes taxes & fees
Apr 20 - Apr 21
Cozy Basement Apartment in Columbia
Interior

Cozy 2/1.5 Getaway in Lily Ponds

Cozy 2/1.5 Getaway in Lily Ponds
Northeast
8.6 out of 10, Excellent, (19 reviews)
"Quiet neighborhood. Quick drive to Metro Station. I have no complaints about the property! "
United States
Barry H.
The price is ￥8,567
￥38,123 total
includes taxes & fees
Apr 21 - Apr 22
Cozy 2/1.5 Getaway in Lily Ponds
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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 ￥39,660
￥50,638 total
includes taxes & fees
Apr 20 - Apr 21
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
Apartment | Living area | Flat-screen TV

Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
8.0 out of 10, Very Good, (11 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 ￥13,421
￥18,937 total
includes taxes & fees
Apr 20 - Apr 21
Entire House 1BD King Bed near Downtown
Interior

Quaint 3/2.5 home in Fort Dupont

Quaint 3/2.5 home in Fort Dupont
Southeast
7.0 out of 10, Good, (31 reviews)
"Very neat and comfortable property. "
United States
Andrew E.
The price is ￥16,974
￥47,817 total
includes taxes & fees
May 4 - May 5
Quaint 3/2.5 home in Fort Dupont
Fridge, microwave, oven, stovetop

Suite44 - Large Sunny 1-BR Suite w/ Backyard+Patio

Suite44 - Large Sunny 1-BR Suite w/ Backyard+Patio
Takoma Park
10.0 out of 10, Exceptional, (7 reviews)
"Really clean, spacious, very convenient, for a short or long term stay ."
United States
Hector R.
The price is ￥19,037
￥29,579 total
includes taxes & fees
Apr 21 - Apr 22
Suite44 - Large Sunny 1-BR Suite w/ Backyard+Patio
Interior

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, (26 reviews)
"This place was amazing will rent again "
United States
John G.
The price is ￥47,592
￥61,308 total
includes taxes & fees
Apr 27 - Apr 28
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Fridge, microwave, oven, stovetop

Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (53 reviews)
"Great place to stay. "
United States
Kim P.
The price is ￥23,796
￥47,784 total
includes taxes & fees
Apr 27 - Apr 28
Fox Cottage *Pet Friendly*
Terrace/patio

Cozy Private Family Palace near BWI, Pet-Friendly

Cozy Private Family Palace near BWI, Pet-Friendly
Glen Burnie
9.8 out of 10, Exceptional, (24 reviews)
"Nice place and good location "
United States
FRANKLIN S.
The price is ￥38,232
￥81,382 total
includes taxes & fees
Apr 27 - Apr 28
Cozy Private Family Palace near BWI, Pet-Friendly
Smart TV

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)
"Absolutely wonderful stay. We were able to host family with plenty of space. When we had questions, the host responded promptly with helpful answers. "
United States
Kyle W.
The price is ￥26,176
￥54,787 total
includes taxes & fees
Apr 26 - Apr 27
Stylish 4-bedroom whole house with plenty of parking
Interior

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore
Hollins Market
8.2 out of 10, Very Good, (11 reviews)
"Very comfortable and exactly what I was looking for.I will be back"
United States
larry g.
The price is ￥37,439
￥73,658 total
includes taxes & fees
Apr 20 - Apr 21
Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore
Indoor pool

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)
"April the housekeeper was very helpful. Property was clean easily accessible to nearby stores, airport, etc. Owner was easy to get ahold of as needed."
United States
Brenda B.
The price is ￥38,548
￥157,014 total
includes taxes & fees
Apr 27 - Apr 28
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
Fridge, microwave, oven, stovetop

A modern 10-guest bungalow with two parking spots in northeast DC

A modern 10-guest bungalow with two parking spots in northeast DC
Northeast
8.8 out of 10, Excellent, (16 reviews)
"Beautiful home with a huge master bedroom and walk-in shower for two. The home was very clean. The sectional sofa in the living room is very comfortable and we like that multiple places in the home had big screen TVs."
United States
Kim T.
The price is ￥29,150
￥62,372 total
includes taxes & fees
Apr 23 - Apr 24
A modern 10-guest bungalow with two parking spots in northeast DC
Fridge, microwave, oven, stovetop

Simple Stay in the Nation's Capital

Simple Stay in the Nation's Capital
Southeast
10.0 out of 10, Exceptional, (41 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 ￥30,776
￥50,400 total
includes taxes & fees
Apr 22 - Apr 23
Simple Stay in the Nation's Capital
Property grounds

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

Private top floor - 2067 Park Road, Nw Dc. P.sCheck our 2nd listing too- bigger
Northwest
9.8 out of 10, Exceptional, (16 reviews)
"Absolutely amazing place hidden gem located next to trails and parks So happy I stayed here even has plenty of parking"
United States
Travis C.
The price is ￥20,623
￥51,872 total
includes taxes & fees
Apr 22 - Apr 23
Private top floor - 2067 Park Road, Nw Dc. P.sCheck our 2nd listing too- bigger
Interior

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 ￥19,354
￥54,731 total
includes taxes & fees
Apr 27 - Apr 28
The Wooded Retreat
TV

Tech-savvy Ivy City condo with natural light, steps from Union Market

Tech-savvy Ivy City condo with natural light, steps from Union Market
Northeast
9.2 out of 10, Wonderful, (17 reviews)
"Great location and just an overall great place to stay"
United States
Kreed H.
The price is ￥14,325
￥33,868 total
includes taxes & fees
Apr 22 - Apr 23
Tech-savvy Ivy City condo with natural light, steps from Union Market
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Unit #2 Close to Howard University

Unit #2 Close to Howard University
Northwest
9.8 out of 10, Exceptional, (11 reviews)
"As vegans on a last minute 10 day trip we used the kitchen everyday. The full size fridge was perfect for all the groceries we The airfryer was a welcomed surprise and made up for the lack of space. The main thing we were missing was sharp knives and a cutting board."
United States
Stel
The price is ￥18,061
￥54,418 total
includes taxes & fees
Apr 27 - Apr 28
Unit #2 Close to Howard University
Interior

Spacious, Relaxing, 4 Bd 3.5 Ba Home In Petworth!

Spacious, Relaxing, 4 Bd 3.5 Ba Home In Petworth!
Northwest
7.8 out of 10, Good, (89 reviews)
"Went to visit our son in DC for thanksgiving. We had 8 adults staying and we cooked our thanksgiving dinner together. There was not enough utensils and dishes in cabinet were dirty. There wasn't enough towels, no curtains anywhere so very cold and bright in bedrooms. There were cracks in foundation and the back end of house slanted downward . And there were lots of bugs in basement bedroom. Next time we come to DC to visit we will be staying somewhere else."
United States
Michelle H.
The price is ￥24,272
￥56,219 total
includes taxes & fees
Apr 27 - Apr 28
Spacious, Relaxing, 4 Bd 3.5 Ba Home In Petworth!
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

Omni Shoreham Hotel

Omni Shoreham Hotel

8/10 Good
"A beautiful hotel inside and out. I understand it’s the beginning of their busy season… But they need to refresh especially the outside seating and outside area. Also, I did have an unfortunate experience with a worker who I felt to be a little condescending. Otherwise a beautiful room. "
Jacqueline 1-night trip
Posted 3 hours ago
Omni Shoreham Hotel

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

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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.