Maryland Holiday Rentals

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Top cities in Maryland

Check prices for these dates

Our top choices for Maryland holiday rentals

1. Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1,331 reviews)
"Our room.seemed to be all new and we loved how there was a separate living room and bedroom with privacy doors. We had a beautiful view of the bay too from the second floor and we loved being on the sunset side of OC:)"
United States
cara
The price is NZ$185
includes taxes & fees
28 Nov - 29 Nov
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

2. Shore Point Cottages

Shore Point Cottages
3.0 star property
Berlin
9.4 out of 10, Exceptional, (403 reviews)
"Everything was clean and comfortable. Would stay here again."
United States
Kelly
The price is NZ$215
includes taxes & fees
8 Dec - 9 Dec
Shore Point Cottages

3. Ocean City Townhome by Beach Bayside

Ocean City Townhome by Beach Bayside
2.0 star property
North Ocean City
The price is NZ$276
includes taxes & fees
15 Nov - 16 Nov
Ocean City Townhome by Beach Bayside

4. The Marle

The Marle
4.5 star property
Old Goucher
10.0 out of 10, Exceptional, (1 review)
"I I love Baltimore and these great mansions that have been restored are an awesome way to appreciate this town."
United States
Anonymous traveller
The price is NZ$547
includes taxes & fees
8 Dec - 9 Dec
The Marle

5. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (28 reviews)
"I loved the location, the cleanliness and how good I felt being there. Thank you"
United States
Carmen
The price is NZ$455
includes taxes & fees
8 Dec - 9 Dec
Salisbury Riverfront Lofts

6. Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (30 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
The price is NZ$208
includes taxes & fees
7 Dec - 8 Dec
Guest Suite for up to 2 in a Victorian on the Chester River

7. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (81 reviews)
"Enjoyed our stay. We plan to return"
United States
Anadee T.
The price is NZ$320
includes taxes & fees
16 Nov - 17 Nov
Rollingside Guest Suite

8. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.8 out of 10, Exceptional, (31 reviews)
"Great stay"
United States
Guillaume P.
The price is NZ$355
includes taxes & fees
15 Nov - 16 Nov
Cute, Cozy 2-bedroom house near Annapolis with water access

9. Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
Middletown
9.6 out of 10, Exceptional, (117 reviews)
"Beautiful property! Owner is very quick to communicate and did a fantastic job making it a very relaxing place to stay!"
United States
Cindy B.
The price is NZ$407
includes taxes & fees
15 Nov - 16 Nov
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

10. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is NZ$271
includes taxes & fees
9 Nov - 10 Nov
First Floor Studio Apartment in Historic Chestertown

11. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (20 reviews)
"This was an adorable little place, perfect for my husband and I. With a few minor tweaks and upgrades, this would easily be a five star stay. I would happily stay here again. Thank you!"
United States
Deanna
The price is NZ$171
includes taxes & fees
9 Nov - 10 Nov
Lower Level Loft - Adorable Studio Apt. Near BWI

12. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
The price is NZ$516
includes taxes & fees
8 Nov - 9 Nov
Historic Chesapeake City Stay

13. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (217 reviews)
"It’s a cozy, clean, and cute apartment. We enjoyed our stay very much and the location is wonderful…within walking distance of all the restaurants and attractions you could want."
United States
Carol
The price is NZ$390
includes taxes & fees
11 Nov - 12 Nov
Cozy Fells Point Gem / In The Heart of Fells Point

14. Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (45 reviews)
"This was a comfortable stay."
United States
Rasheed H.
The price is NZ$407
includes taxes & fees
8 Nov - 9 Nov
Cozy Modern Micro Apt in the Heart of Fells Point!

15. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Germantown
9.8 out of 10, Exceptional, (44 reviews)
"Everything was nice"
United States
Anonymous traveller
The price is NZ$150
includes taxes & fees
3 Dec - 4 Dec
2 Full Beds | Non-Smoking, Kitchen

16. Studio 6 Gaithersburg|1 Queen|Nmsk|Sofa-Bed|Kitchen

Studio 6 Gaithersburg|1 Queen|Nmsk|Sofa-Bed|Kitchen
Baltimore MD
9.6 out of 10, Exceptional, (38 reviews)
"Great place"
United States
Anonymous traveller
The price is NZ$123
includes taxes & fees
29 Nov - 30 Nov
Studio 6 Gaithersburg|1 Queen|Nmsk|Sofa-Bed|Kitchen

17. Cozy Getaway near Harper`s Ferry, C&O & Potomac

Cozy Getaway near Harper`s Ferry, C&O & Potomac
Brunswick
10.0 out of 10, Exceptional, (71 reviews)
"Cute downtown area with multiple spots to grab breakfast and convenience store stuff. Easy access to Harper's Ferry and made for a nice restful spot between hikes in nature and around town."
United States
Robert
The price is NZ$296
includes taxes & fees
8 Nov - 9 Nov
Cozy Getaway near Harper`s Ferry, C&O & Potomac

18. Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown
Frederick
10.0 out of 10, Exceptional, (18 reviews)
"Place was perfect and tbe location great. East in and out town..or to get to down town"
United States
Andrew
The price is NZ$416
includes taxes & fees
22 Nov - 23 Nov
Patty's Place - Private and Convenient EV-Friendly Apartment near Downtown

19. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (103 reviews)
"Awesome place, great location"
United States
Mark M.
The price is NZ$386
includes taxes & fees
11 Nov - 12 Nov
Hidden Fells Point Gem / Private Courtyard Patio

20. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is NZ$585
includes taxes & fees
8 Nov - 9 Nov
Lakefront Home Firepit BWI Marleycreek River
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.

Find holiday rentals that suit your style

Find out more about Maryland

Everything you need to know about Maryland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Maryland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Maryland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Maryland holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Maryland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Maryland holiday rentals we have selected for you start as low as NZ$122 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Maryland rentals

At Expedia, we put the best Maryland holiday 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 Maryland 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 Maryland holiday.

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