Highland Vacation Rentals

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Our top choices for Highland vacation rentals

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.
The price is CA $342
CA $444 total
includes taxes & fees
May 13 - May 14
Glen Burnie Hideaway - Pet friendly with easy access to multiple attractions.

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.
The price is CA $127
CA $234 total
includes taxes & fees
May 12 - May 13
Rollingside Guest Suite

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
The price is CA $115
CA $163 total
includes taxes & fees
May 31 - Jun 1
Entire House 1BD King Bed near Downtown

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)
"While the pictures are good, it truly doesn’t do the place justice. It was such a great stay! Very comfortable, very spacious. I feel like the owner did really great with it! "
United States
Danielle D.
The price is CA $410
CA $533 total
includes taxes & fees
May 13 - May 14
Glen Burnie Escape - Pet friendly with easy access to multiple attractions.

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.
The price is CA $154
CA $343 total
includes taxes & fees
May 10 - May 11
The Suite at Columbia - Maryland

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 CA $112
CA $373 total
includes taxes & fees
Jun 2 - Jun 3
Cozy 2/1.5 Getaway in Lily Ponds

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 CA $135
CA $186 total
includes taxes & fees
May 25 - May 26
Cozy Basement Apartment in Columbia

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.
The price is CA $79
CA $285 total
includes taxes & fees
May 12 - May 13
DE LUXE KING-SIZE BED Master Bedroom + 2 SLEEPING SOFAS in LR - WHOLE SUITE 64

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.
The price is CA $102
CA $322 total
includes taxes & fees
May 10 - May 11
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

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 $310
CA $1,364 total
includes taxes & fees
May 10 - May 11
Large Home with Private Pool, Gym, Sauna, 7 Bedrooms, Sleeps 21

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)
The price is CA $490
CA $993 total
includes taxes & fees
Jun 4 - Jun 5
Upscale Escape with Private Garden-Perfect for Relax & Intimate Moments

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 CA $205
CA $416 total
includes taxes & fees
May 10 - May 11
Fox Cottage *Pet Friendly*

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.
The price is CA $251
CA $561 total
includes taxes & fees
May 11 - May 12
A modern 10-guest bungalow with two parking spots in northeast DC

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 CA $139
CA $408 total
includes taxes & fees
Jun 2 - Jun 3
Quaint 3/2.5 home in Fort Dupont

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 CA $265
CA $439 total
includes taxes & fees
May 10 - May 11
Simple Stay in the Nation's Capital

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.
The price is CA $164
CA $254 total
includes taxes & fees
May 10 - May 11
Suite44 - Large Sunny 1-BR Suite w/ Backyard+Patio

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.
The price is CA $167
CA $375 total
includes taxes & fees
May 11 - May 12
Convenient/family friendly home with yard driveway

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.
The price is CA $177
CA $451 total
includes taxes & fees
May 10 - May 11
Private top floor - 2067 Park Road, Nw Dc.

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 CA $150
CA $470 total
includes taxes & fees
May 11 - May 12
Unit #2 Close to Howard University

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 $310 total
includes taxes & fees
May 17 - May 18
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

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?

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.