Vacation Homes in Maryland

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Top Cities in Maryland

Featured Vacation Homes in Maryland

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
4.9/5 Exceptional! (42 reviews)
Wonderful Property
"This property was just perfect. It was close to the beach and had all the amenities we could hope for. Communication with Winston was easy as well. We really enjoyed our stay."

Reviewed on Apr 26, 2022

Cozy Cottage by the Beach - Waterview<br>Minutes from Downtown Annapolis
Sunny, Beachfront Studio w/Balcony, Full Kitchen, AC, Shared Pools, Tennis, Gym
Cross the River
3.5 out of 5
74 Riverview Terrace, Oakland, MD, 21550
Cross the River
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The Beach Hive Cottage
Piney Point, MD
4.8/5 Exceptional! (46 reviews)
Weekend get away
"We split our time between the baseball fields at St. Mary's College of Maryland and this lovely cottage! It was the perfect place for us to unwind after a day of watching our son play baseball. Great space for the weekend!"

Reviewed on May 10, 2022

The Beach Hive Cottage
22 Fleet St. - History & Charm Near the Annapolis City Dock!
4.8/5 Exceptional! (11 reviews)
Great family visit snd St. Party’s day parade!
"Family came together from SC and Florida to be in town to celebrate my mothers birthday. She is in a local memory care home and it was a wonderful surprise for her to see all. The weekend also allowed the family to be there for my cousins honor of being the grand Marshall for the Annapolis St. Patrick’s ..."

Reviewed on Mar 22, 2022

22 Fleet St. - History & Charm Near the Annapolis City Dock!
Highly sought after Montego Bay Community, Pools, Tennis, off of 130th St. in North Ocean City MD!
5/5 Exceptional! (3 reviews)
Beautiful
"The house was beautiful and clean. A short walk to the beach. Very very nice!"

Reviewed on Jun 14, 2021

Highly sought after Montego Bay Community, Pools, Tennis, off of 130th St. in North Ocean City MD!
Gorgeous Annapolis Getaway - Walk Everywhere, Parking & Private Backyard!
5/5 Exceptional! (69 reviews)
The house is beautiful and had everything we needed. Great location walking distance to downtown.
"We had an amazing stay! The house is beautiful and we loved all of the indoor and outdoor spaces. The house is really well appointed and has everything you need. We loved being walking distance to town. The neighborhood is very friendly and has lots of beautiful waterfront parks."

Reviewed on Apr 24, 2022

Gorgeous Annapolis Getaway - Walk Everywhere, Parking & Private Backyard!
Completely Remodeled Studio Close to the Boardwalk and all of the OC Fun!
NEW! Beautiful Colonial Home on the Choptank River
5/5 Exceptional! (4 reviews)
Lovely Home
"My daughter and I had a great stay in this lovely home. The home is even nicer than the photos and the views are lovely. Spacious, super-comfortable beds, lots of amenities--just a great stay!"

Reviewed on Apr 20, 2022

NEW! Beautiful Colonial Home on the Choptank River
Beautiful 2 BR 2 BA Unit With Pool - Close to the Beach and Convention Center
5/5 Exceptional! (3 reviews)
The property was nice and clean and it had everything that we needed.
"Excellent we will definitely recommend it for a get away weekend with the family!"

Reviewed on Apr 26, 2022

Beautiful 2 BR 2 BA Unit With Pool - Close to the Beach and Convention Center
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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.

Booking Tips to Find the Best Maryland Vacation Homes


How much does it cost to rent a vacation home in Maryland?

You can find incredible Maryland vacation homes for all types of budgets: between and per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Maryland?

If you are looking for a great deal on your vacation home in Maryland, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Maryland?

There are 4630 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Maryland?

Begin by entering your trip dates to see what type of Maryland rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Maryland?

Booking Maryland vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Maryland rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Maryland along with your vacation property, into a Maryland vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

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