Southern Maryland Holiday Rentals

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Holiday Rentals in Southern Maryland

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.

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

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 NZ$518
includes taxes & fees
31 Mar - 1 Apr
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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 NZ$508
includes taxes & fees
20 Mar - 21 Mar
Soul Oasis - home on the Chesapeake Bay

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 🌸

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 NZ$368
includes taxes & fees
31 Mar - 1 Apr
MOUNT VERNON RETREAT 🌸

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (51)
"The Blue Crab Beach House was perfect for my wife and I and our dog. Very comfortable with a great backyard space for our dog. We loved the location - it’s just a short walk to restaurants and the bay. Very enjoyable stay and we hope to return."
The Blue Crab Beach House - Free beach passes

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (44)
"Great location, well-maintained and comfortable place. Kitchen is well-stocked, rooms are comfortable, and the yard is a real plus!"
The Lazy Crab Beach House - Free beach passes

2 Bedroom Cozy Beach Cottage with Beach Access

10.0 out of 10, Exceptional, (13)
"Nice place and convenient location"
2 Bedroom Cozy Beach Cottage with Beach Access

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

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

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

9.8 out of 10, Exceptional, (59)
"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

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!

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (159)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

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.

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 NZ$1,114
includes taxes & fees
23 Mar - 24 Mar
Waterfront River Retreat-Dock|Canoe|HotTub|Near DC

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

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

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 NZ$1,175
includes taxes & fees
26 Mar - 27 Mar
4-BR Waterfront Turret Home

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
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

4.0 star property
8.6 out of 10, Excellent, (1007)
"It was a wonderful first time experience and definitely will be a repeat on the bucket list!!!"
The price is NZ$597
includes taxes & fees
27 Mar - 28 Mar
Gaylord National Resort & Convention Center

Hampton Inn & Suites National Harbor - Alexandria Area

2.5 star property
8.6 out of 10, Excellent, (1000)
"Thanks for your attention"
The price is NZ$354
includes taxes & fees
16 Apr - 17 Apr
Hampton Inn & Suites National Harbor - Alexandria Area

Holiday Inn Express Waldorf by IHG

2.5 star property
8.2 out of 10, Very good, (885)
"It was okay"
The price is NZ$173
includes taxes & fees
24 Mar - 25 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.