Southern Maryland Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

Find properties with these dates

Tonight
May 14 - May 15
Tomorrow
May 15 - May 16
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Vacation Rentals in Southern Maryland

Beach nearby, sun loungers, beach umbrellas, beach towels
The Blue Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (37)
"This property is in a great location! The house is adorable and the owner was very responsive and accommodating when I needed to add an extra day. I would definitely recommend!"
The Blue Crab Beach House - Free beach passes
Beach
Waterfront Relaxing Getaway
10.0 out of 10, Exceptional, (11)
"I was looking for a nice, quiet, and relaxing, vacation. This property did not disappoint. The house was comfortable, cozy, well stocked, and so clean. The view is incredible. Just sitting outside watching the river was so "Zen". I had one of the most restful vacations ever. I was there for a little over two weeks and I would have stayed longer if I could have, Kim, the host, was very friendly and helpful. I look forward to staying at this beautiful property again."
The price is CA $253
CA $575 total
includes taxes & fees
Jun 2 - Jun 3
Waterfront Relaxing Getaway
Smart TV, fireplace
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (28)
"The house was great and nice area!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beach
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, (51)
"What a fantastic property! We loved staying here and our family had such a great time exploring. Sadly it was a drizzly, dreary weekend but we had one nice day to go down to the beach and the kids enjoyed playing in the water. We loved the variety of porches to sit on and have different views and there was plenty of room for the kids to play indoors when it was raining. Overall a great experience. Thank you!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Property grounds
The Lazy Crab Beach House - Free beach passes
10.0 out of 10, Exceptional, (23)
"Nice neighborhood! Easy walkable area to restaurants and the beach."
The Lazy Crab Beach House - Free beach passes
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
10.0 out of 10, Exceptional, (73)
"The cottage provides a wonderful way to experience Deale and the surrounding area. Well equipped and clean, I had everything I needed and didn't want to leave,"
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
Lobby
Wyndham at National Harbor - 2 Bedroom Deluxe
4.0 star property
10.0 out of 10, Exceptional, (5)
"Great condo! Very comfortable and perfect location for shopping and dining."
Wyndham at National Harbor - 2 Bedroom Deluxe
Exterior
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (6)
"Pleasant relaxing time. We were pleased and impress to locate this property"
The price is CA $178
CA $390 total
includes taxes & fees
May 20 - May 21
Soul Oasis - home on the Chesapeake Bay
Property grounds
Maryland Vacation Rental w/ Private Pool & Dock
10.0 out of 10, Exceptional, (3)
"Loved the house and kids loved the pool. We also managed to catch a half dozen crabs (August trip). House is on the smaller side, but with four bedrooms everyone had privacy and just what they needed. We'll be back!"
Maryland Vacation Rental w/ Private Pool & Dock
Fridge, microwave, oven, stovetop
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
10.0 out of 10, Exceptional, (170)
"We spent the weekend relaxing in the outdoors with family. We kayaked, had an outdoor fire and enjoyed the wildlife that floated or flew by."
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Lobby
Luxurious Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
3.0 star property
10.0 out of 10, Exceptional, (1)
"Suite was clean. Quiet you could not hear neighbors."
Luxurious Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
Property grounds
Waterfront Lusby Home w/ Deck & Stunning Views!
10.0 out of 10, Exceptional, (1)
Waterfront Lusby Home w/ Deck & Stunning Views!
Property grounds
Studio on the Bay.
10.0 out of 10, Exceptional, (15)
"Quiet, clean and charming."
Studio on the Bay.
Property grounds
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
10.0 out of 10, Exceptional, (22)
"My family and I had an amazing stay!! Jacob’s correspondence was timely and very friendly from beginning to end. We had some problems with cleanliness (sheets not being washed, cobwebs, dead beetles in windowsills), and Jacob refunded our cleaning fee. Despite that, the house was beautiful and had plenty of space for our big family to move around. Be warned that there are A LOT of stairs! But nothing my older parents couldn’t handle. The views are absolutely breathtaking and every single room...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Property grounds
Quaint cottage with serene water view!
10.0 out of 10, Exceptional, (24)
"Studio with plenty of space for one. Nicely decorated, ample supplies. Petite front porch to watch the river from. Pam was friendly and welcoming, and I will certainly happily stay here again!"
Quaint cottage with serene water view!
Property grounds
Mid-Century Modern and Marvelous on the Bay
10.0 out of 10, Exceptional, (60)
"Beautiful view!!! Lovely home!! We so thoroughly enjoyed our stay and hope that this is just one of many visits. Thank you!"
Mid-Century Modern and Marvelous on the Bay
On the beach
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
10.0 out of 10, Exceptional, (63)
"Enjoyed the location right on the water. Will definitely be back!"
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Property grounds
Tranquil Port Republic Home w/ Water Views!
10.0 out of 10, Exceptional, (12)
"This place was just what my family needed to reconnect. Amazing views and atmosphere"
Tranquil Port Republic Home w/ Water Views!
Property grounds
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (107)
"The property is located in a small neighborhood right by the water. While there are houses fairly close it is quiet with beautiful views. The house is clean and has good appliances/wifi for a comfortable stay. It is a one bedroom with a big bathroom and living room. The screened in patio is good to avoid the mosquitos. One note is for those with mobility issues, the shower/bathtub has a high ledge with a thicker width to get in/out."
The price is CA $221
CA $352 total
includes taxes & fees
May 21 - May 22
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
On the beach, sun loungers, beach towels
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (45)
"My husband and I have been to this cottage once before. It's our secret getaway. It has everything you need plus the beach is just a few feet away. You can't find another place like this one!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
Don't see what you're looking for?
See all available properties in Southern Maryland
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.

Other types of properties in Southern Maryland you may be interested in

Exterior
Hampton Inn & Suites National Harbor - Alexandria Area
2.5 star property
8.8 out of 10, Excellent, (1003)
"This was the 4th hotel we tried. Expedia let us book on the website and when we got there they were actually sold out. Huge back and force with your company wanting to repay us with room points or have the hotel directly pay us back even though they made no mistake. Ridiculous argument that did NOT need to happen. As we were searching for yet another hotel, a room opened up here and they let us stay. As we went to bed you STILL had rooms posted there as available on your site and would not...
The price is CA $208
CA $245 total
includes taxes & fees
Jun 6 - Jun 7
Hampton Inn & Suites National Harbor - Alexandria Area
Exterior
Gaylord National Resort & Convention Center
4.0 star property
8.4 out of 10, Very good, (1017)
"When you pay between $380 and $570USD per night you have certain expectations of a hotel. The hotel felt very clean, however with the number of conferences they had booked during my stay it was very uncomfortable. -people were sleeping in the atrium during the day -tables were rarely available due to the volume of people, and the amount of garbage that was not quickly dealt with us unappealing -the only full service restaurant on the property was also not open for breakfast or lunch on two of...
The price is CA $417
CA $529 total
includes taxes & fees
Jun 13 - Jun 14
Gaylord National Resort & Convention Center
Exterior
Holiday Inn Express Washington DC East - Andrews AFB, an IHG Hotel
2.5 star property
8.0 out of 10, Very good, (976)
"Clean room. Was not the room I booked on expedia but it worked for the night. "
The price is CA $174
CA $196 total
includes taxes & fees
May 19 - May 20
Holiday Inn Express Washington DC East - Andrews AFB, an IHG Hotel
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.

Everything you need to know about Southern Maryland 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 Southern Maryland vacation rental for you. At Expedia, you can take your pick from private vacation 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 Southern Maryland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Southern Maryland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southern 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 Southern Maryland vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southern Maryland vacation rentals we have selected for you start as low as CA $221 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southern Maryland rentals

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

Recent reviews of Southern Maryland properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

5/5 Excellent
"It was perfect for visiting my son and his family."
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent
Posted 2 days ago
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent