Highland Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Highland vacation rentals

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, (9 reviews)
"Great experience. "
United States
Shana F.
$282 nightly
The price is $321
May 13 - May 14
Total with taxes and fees
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.
Outdoor dining

Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (64 reviews)
"A nice place and kind hosts!"
United States
Rob M.
$147 nightly
The price is $170
May 12 - May 13
Total with taxes and fees
Rollingside Guest Suite
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, (12 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
$111 nightly
The price is $130
May 10 - May 11
Total with taxes and fees
Entire House 1BD King Bed near Downtown
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, (27 reviews)
"Clean, loved the sunroom!"
United States
Jamie C.
$339 nightly
The price is $386
May 13 - May 14
Total with taxes and fees
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.
Exterior detail

The Suite at Columbia - Maryland

The Suite at Columbia - Maryland
Columbia
10.0 out of 10, Exceptional, (3 reviews)
"The suite was very clean and quiet. We had everything we needed to enjoy our week long stay. The convenience to shopping was also a plus. This is the second time we have stayed at the Suite in Columbia and look forward to a return stay in the future."
United States
Ed F.
$235 nightly
The price is $249
May 10 - May 11
Total with taxes and fees
The Suite at Columbia - Maryland
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.
$267 nightly
The price is $272
Jun 2 - Jun 3
Total with taxes and fees
Cozy 2/1.5 Getaway in Lily Ponds
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.
$129 nightly
The price is $137
May 11 - May 12
Total with taxes and fees
Cozy Basement Apartment in Columbia
Living area

DE LUXE KING-SIZE BED Master Bedroom + 2 SLEEPING SOFAS in LR - WHOLE SUITE 64

DE LUXE KING-SIZE BED Master Bedroom + 2 SLEEPING SOFAS in LR - WHOLE SUITE 64
Silver Spring
9.4 out of 10, Exceptional, (16 reviews)
"Great place to stay. Very convenient to everything in the city."
United States
Stephen R.
$182 nightly
The price is $205
May 11 - May 12
Total with taxes and fees
DE LUXE KING-SIZE BED Master Bedroom + 2 SLEEPING SOFAS in LR - WHOLE SUITE 64
Living area

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Parkview/Woodbrook
10.0 out of 10, Exceptional, (6 reviews)
"Edwin was the best & the place was perfect! Definitely will be staying here again."
United States
Lindsey P.
$206 nightly
The price is $238
May 11 - May 12
Total with taxes and fees
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
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)
"The house was great, a real home away from home."
United States
Rafi C.
$873 nightly
The price is $999
May 10 - May 11
Total with taxes and fees
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21
5 bedrooms, iron/ironing board, travel crib, free WiFi

Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments

Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments
Marley
10.0 out of 10, Exceptional, (5 reviews)
$639 nightly
The price is $729
May 9 - May 10
Total with taxes and fees
Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments
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.
$282 nightly
The price is $301
May 10 - May 11
Total with taxes and fees
Fox Cottage *Pet Friendly*
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, (17 reviews)
"Communication with host was great! Promptly responsive to our questions! Beds were comfortable and nice neighborhood. Little traffic and conveniently located, close to the sites but far enough away too! "
United States
Eileen D.
$399 nightly
The price is $406
May 11 - May 12
Total with taxes and fees
A modern 10-guest bungalow with two parking spots in northeast DC
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.
$291 nightly
The price is $296
Jun 2 - Jun 3
Total with taxes and fees
Quaint 3/2.5 home in Fort Dupont
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.
$274 nightly
The price is $318
May 10 - May 11
Total with taxes and fees
Simple Stay in the Nation's Capital
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, (8 reviews)
"Really clean, spacious, very convenient, for a short or long term stay ."
United States
Hector R.
$165 nightly
The price is $186
May 10 - May 11
Total with taxes and fees
Suite44 - Large Sunny 1-BR Suite w/ Backyard+Patio
Microwave, oven, stovetop, cookware/dishes/utensils

Convenient/family friendly home with yard driveway

Convenient/family friendly home with yard driveway
Silver Spring
9.4 out of 10, Exceptional, (6 reviews)
"This property was very comfortable for the 3 of us. Check in was seamless and it was close to major highways for easy access to family we were visiting in the area."
United States
Andrea S.
$243 nightly
The price is $275
May 11 - May 12
Total with taxes and fees
Convenient/family friendly home with yard driveway
Property grounds

Private top floor - 2067 Park Road, Nw Dc.

Private top floor - 2067 Park Road, Nw Dc.
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.
$282 nightly
The price is $327
May 8 - May 9
Total with taxes and fees
Private top floor - 2067 Park Road, Nw Dc.
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
$303 nightly
The price is $351
May 10 - May 11
Total with taxes and fees
Unit #2 Close to Howard University
Interior

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
$197 nightly
The price is $228
May 17 - May 18
Total with taxes and fees
One Bedroom-Basement Apartment with Private Entrance
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

Motto by Hilton Washington DC Downtown

Motto by Hilton Washington DC Downtown

10/10 Excellent
"Very friendly and helpful staff. Great location. Well furnished room. "
Michael 2-night trip
Posted 3 hours ago
Motto by Hilton Washington DC Downtown

Find out more about Highland

Everything you need to know about Highland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Highland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.: This vacation home rental outside of Highland offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.