Southern Maryland Holiday Rentals

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Check prices for these dates

Tonight
11 Mar - 12 Mar
Tomorrow
12 Mar - 13 Mar
This weekend
14 Mar - 16 Mar
Next weekend
21 Mar - 23 Mar

Holiday Rentals in Southern Maryland

Sweet Bamboo Beach Cottage
Fridge, microwave, oven, stovetop

Sweet Bamboo Beach Cottage

9.8 out of 10, Exceptional, (70)
"Couldn’t be happier with our stay. The house was exactly as pictured. Neighborhood was quiet with a small town feel. Most of the major appliances appeared relatively new, the beds were comfortable and the house was staffed with an abundance of linens and towels. Front and back yards are completely fenced in which is perfect for those with small dogs. North Beach is only a short drive from College Park, Baltimore and Annapolis. Check in was a breeze. Would definitely consider staying there...
Sweet Bamboo Beach Cottage
Cozy Cottage with access to and partially obstructed views of the bay.
Miscellaneous

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Property grounds

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (128)
"Great little weekend getaway very quiet and enjoyed the relaxation . Very cute and clean cottage on the water "
The price is AU$487
includes taxes & fees
31 Mar - 1 Apr
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Soul Oasis - home on the Chesapeake Bay
Sun-loungers, beach towels

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (19)
"Beautiful place, very clean and nicely decorated. The only thing I wish was better was to have a bathroom upstairs and the stairs to be a bit easier to access, they are a bit tricky for those over 50:) nice view too!"
The price is AU$469
includes taxes & fees
23 Mar - 24 Mar
Soul Oasis - home on the Chesapeake Bay
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Outdoor dining

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (38)
"Beautiful, spacious, the highlight was the view of the bay. Definitely will be back"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
MOUNT VERNON RETREAT 🌸
Aerial view

MOUNT VERNON RETREAT 🌸

9.8 out of 10, Exceptional, (115)
"Nice apartment in a great location (just 10’ walk from our grandchildren. Great host, comfortable furnishings. Our grand kids had a sleepover and loved it!"
The price is AU$345
includes taxes & fees
28 Mar - 29 Mar
MOUNT VERNON RETREAT 🌸
The Blue Crab Beach House - Free beach passes
Miscellaneous

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (50)
"The property was well- maintained and the kitchen was well-equipped for our needs. Short walk to North Beach for dining and Boardwalk strolls. Nice and toasty for our winter stay - really enjoyed the trip."
The Blue Crab Beach House - Free beach passes
The Lazy Crab Beach House - Free beach passes
Property grounds

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (43)
"Would stay again."
The Lazy Crab Beach House - Free beach passes
2 Bedroom Cozy Beach Cottage with Beach Access
Fridge, microwave, oven, stovetop

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (12)
"This was a great little cottage and was perfect for our stay. We wanted to be close to Valey Lee and the location was great. We will definitely consider staying again."
2 Bedroom Cozy Beach Cottage with Beach Access
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (12)
"Our granddaughters live in the neighborhood and our youngest was having her first birthday! It was just my husband and myself, way more house than we needed but tons more comfortable than a hotel. The winter views of the Bay from the living room were awesome. I highly recommend you make a cup of coffee and watch the sunrise. A few surprises with the house itself, the most egregious for me was the fireplace pictured is not functional. The hosts have done a nice job with this house and are still...
Belle of the Chesapeake Bay
Waterfront River Retreat-Dock|Canoe|HotTub|Near DC
Terrace/patio

Waterfront River Retreat-Dock|Canoe|HotTub|Near DC

10.0 out of 10, Exceptional, (4)
"My family had a wonderful time in this stylishly designed home. There were so many wonderful amenities and there was really something for everyone. We especially loved the fire pit, the hot tub, and the theatre room. The hosts were so sweet and very responsive. Highly recommend!"
The price is AU$11,039
includes taxes & fees
14 Mar - 15 Mar
Waterfront River Retreat-Dock|Canoe|HotTub|Near DC
Sunrise Views: Waterfront Lusby Home w/ Deck!
Outdoor dining

Sunrise Views: Waterfront Lusby Home w/ Deck!

9.6 out of 10, Exceptional, (8)
"Absolutely an amazing place to get away, and enjoy the beautiful views of the Bay. Well appointed house, immaculately maintained. Short distance to town, and short distance to each hikes. "
Sunrise Views: Waterfront Lusby Home w/ Deck!
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
View from property

Rockhold Creek Cottage, Water Front, Vacation Home, Docks

9.8 out of 10, Exceptional, (87)
"This lovely home sets in a beautful location. The hosts are available and accommodating. They are definitely available if needed. The house itself is very comfy. All amenities you need are there. "
Rockhold Creek Cottage, Water Front, Vacation Home, Docks
4-BR Waterfront Turret Home
Interior

4-BR Waterfront Turret Home

2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
The price is AU$1,103
includes taxes & fees
26 Mar - 27 Mar
4-BR Waterfront Turret Home
Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (158)
"Clean and nice location. Worked perfectly for our visit to the area to spend time with our daughter, son-in-law, and two perfect grandsons. Thank you for sharing your beautiful home and location. "
Waterfront Wildlife Retreat on the Patuxent River
El Camino
Terrace/patio

El Camino

10.0 out of 10, Exceptional, (34)
"What a peaceful little oasis along the water! My daughter and I stayed here for a swim meet at St. Mary’s College of Maryland. It was a perfect distance from the college, about 5 minutes. The house was very clean, modern, eloquently decorated and equipped with kitchen basics. The bed was very comfortable, which is bonus when staying away from home. The doc was so beautiful and we enjoyed sitting and watching the ducks in the afternoons. We will definitely return when it is warmer and highly...
El Camino
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Dining

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (172)
"We were looking for a quiet stay in a beautiful place and that was our experience. The view of the bay is spectacular. The neighborhood is quiet and an easy drive from DC, so this is a great place to find some peace when that's what's needed. There was a windstorm that knocked out power for much of the region one day. Brett was responsive and helpful in dealing with that unexpected event. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Miscellaneous

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

9.8 out of 10, Exceptional, (58)
"Quiet location right by the water. Very clean house and perfect for housing a lot of people comfortably. Owner was very friendly and we had no problems during our stay"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
The Hideaway in Hays Beach on Chesapeake Bay High Speed Internet 301-250-8384
Fridge, microwave, oven, stovetop

The Hideaway in Hays Beach on Chesapeake Bay High Speed Internet 301-250-8384

10.0 out of 10, Exceptional, (113)
"Not my first rental in the Scotland area and was not disappointed! Jocelyn was communicative and kind and the house was lovely, cozy and clean. The house wasn't 100% ready at check-in, but she gave us advance notice and as it happened, we were running behind anyway. The property is well equipped, steps from the beach, has a beautiful backyard for warmer months, and was a great size for two couples and an infant on a winter retreat.Our only complaints were the tap water (very smelly and not...
The Hideaway in Hays Beach on Chesapeake Bay High Speed Internet 301-250-8384
Private Beach Front Getaway at The Sunshine Beach Cottage.
On the beach, sun-loungers, beach towels

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (64)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
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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Other types of properties in Southern Maryland you may be interested in

Gaylord National Resort & Convention Center
Exterior

Gaylord National Resort & Convention Center

4.0 star property
8.6 out of 10, Excellent, (1010)
"Everything was beautiful and everyone was friendly. Our stay exceeded our expectations!"
The price is AU$555
includes taxes & fees
14 Mar - 15 Mar
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Hampton Inn & Suites National Harbor - Alexandria Area
Exterior

Hampton Inn & Suites National Harbor - Alexandria Area

2.5 star property
8.6 out of 10, Excellent, (1000)
"It was very convenient to convention that I was attending at a reasonable rate, with clean rooms and very helpful & pleasant staff. Having breakfast included was also a nice add-on. Daytime front desk clerk is worth a mention. Name, I think, was Damien. Very accommodating & pleasant. I would definitely return."
The price is AU$354
includes taxes & fees
14 Mar - 15 Mar
Hampton Inn & Suites National Harbor - Alexandria Area
Holiday Inn Express Waldorf by IHG
Exterior

Holiday Inn Express Waldorf by IHG

2.5 star property
8.2 out of 10, Very good, (883)
"Close to shopping and restaurants. Staff was friendly and helpful. We stayed here last June and had a good experience. That’s why we chose to stay here again."
The price is AU$173
includes taxes & fees
16 Mar - 17 Mar
Holiday Inn Express Waldorf by IHG
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.