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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Southern Maryland vacation homes

A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

1. The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful place to visit "
United States
James L.
The price is ￥18,804
￥46,732 total
includes taxes & fees
Oct 18 - Oct 19
The Cozy Crab- Your Charming Haven in Lovely North Beach!
A lakeside view with chairs and a table, a rainbow, and trees.

2. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (26 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
The price is ￥32,710
￥56,113 total
includes taxes & fees
Oct 18 - Oct 19
Bright and airy waterfront getaway
A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

3. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (24 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is ￥15,206
￥53,058 total
includes taxes & fees
Nov 2 - Nov 3
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

4. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is ￥20,479
￥42,814 total
includes taxes & fees
Oct 26 - Oct 27
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
An outdoor dining area with string lights, wooden tables, and chairs, overlooking a marina with boats.

5. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (40 reviews)
"This property and host were excellent. Property was as advertised. Lovely, clean, quiet and comfortable. Owner was super responsive and check in and check out was easy. 100% recommend."
United States
Sarah
The price is ￥22,271
￥71,287 total
includes taxes & fees
Nov 9 - Nov 10
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A two-story house with a deck and a staircase leading to the upper floor.

6. MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (149 reviews)
"What a beautiful and quaint little place to stay! So peaceful and the hosts were absolutely delightful! We will definitely be back!"
United States
Tiffany Z.
The price is ￥27,654
￥48,340 total
includes taxes & fees
Nov 1 - Nov 2
MOUNT VERNON RETREAT 🌸
Pool

7. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ￥22,755
￥72,060 total
includes taxes & fees
Nov 2 - Nov 3
Family Beach House: Spacious Deck, Grill & Views
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

8. Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
Shady Side
10.0 out of 10, Exceptional, (5 reviews)
"Our family enjoyed staying at the Sunset Cottage. It was clean, had everything we needed for a great trip and the communion was amazing."
United States
Michelle H.
The price is ￥38,715
￥79,187 total
includes taxes & fees
Nov 10 - Nov 11
Sunset Cottage - West River Access and Views!
A living room with a sofa, coffee table, fireplace, and artwork on the wall.

9. 3-bedroom house in Deale located on Bay many amenities and great views

3-bedroom house in Deale located on Bay many amenities and great views
Deale
The price is ￥28,444
￥68,995 total
includes taxes & fees
Oct 18 - Oct 19
3-bedroom house in Deale located on Bay many amenities and great views
A deck with outdoor furniture, a red door, and a house with windows.

10. 3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access

3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
Shady Side
9.0 out of 10, Wonderful, (2 reviews)
"The location was spectacular, the host was communicative, and we had a great time! A beautiful and clean home with everything needed to make a trip a success. One small issue with some needed essentials meant a quick run to the store (TP!) but otherwise a great location, great stay, and would stay again!"
United States
David S.
The price is ￥27,164
￥59,789 total
includes taxes & fees
Oct 28 - Oct 29
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A bunk bed with a wooden frame, white bedding, and a blue pillow with a floral design.

11. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage
North Beach
10.0 out of 10, Exceptional, (3 reviews)
"Warm and cozy- amazing home, beautiful area"
United States
Sodbileg
The price is ￥35,555
￥68,275 total
includes taxes & fees
Oct 19 - Oct 20
Rose Haven Coastal Cottage
A room with a sliding glass door, a sofa, a coffee table, and a potted plant.

12. Mandale Ct - Welcoming Two-Story Shared Home in Fort Washington

Mandale Ct - Welcoming Two-Story Shared Home in Fort Washington
Fort Washington
The price is ￥27,395
￥55,163 total
includes taxes & fees
Oct 30 - Oct 31
Mandale Ct - Welcoming Two-Story Shared Home in Fort Washington
A residential street corner with a house, a grassy lawn, and a street sign for Mansfield Manor Dr.

13. Modern 4BR Retreat • DC • MGM • National Harbor

Modern 4BR Retreat • DC • MGM • National Harbor
Fort Washington
The price is ￥30,988
￥54,426 total
includes taxes & fees
Oct 18 - Oct 19
Modern 4BR Retreat • DC • MGM • National Harbor
A covered patio with a view of a lake, furnished with chairs and a table.

14. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Lexington Park
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is ￥31,604
￥64,592 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

15. 2 Acre Oasis with Private Beach! Family and dog friendly!

2 Acre Oasis with Private Beach! Family and dog friendly!
Leonardtown
10.0 out of 10, Exceptional, (67 reviews)
"Everything about this property is wonderful for our family! A dreamy relaxing vacation"
United States
Carol L.
The price is ￥62,576
￥133,775 total
includes taxes & fees
Oct 27 - Oct 28
2 Acre Oasis with Private Beach! Family and dog friendly!
A spacious living room with a large sofa, a television, and a view of the ocean.

16. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥47,406
￥116,050 total
includes taxes & fees
Oct 18 - Oct 19
4-BR Waterfront Turret Home
A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

17. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (3 reviews)
"We loved the quiet location, the privacy, and the dock out back. The house was stocked with everything we needed!"
United States
Nicholas L.
The price is ￥55,623
￥152,723 total
includes taxes & fees
Oct 20 - Oct 21
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
A pathway lined with trees and lights leading to a wooden building with a visible window.

18. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (14 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveler
The price is ￥73,005
￥135,341 total
includes taxes & fees
Oct 18 - Oct 19
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A modern living room with a grey sofa, a dining table with chairs, and large windows with autumn foliage views.

19. Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.2 out of 10, Wonderful, (10 reviews)
"Overall I had a wonderful stay... however I wish it was booked for a summertime day... the brand new pool looked very appealing & I wish I couldve enjoyed using it. Will have to try & stay again during the summer for a nice pool day!"
United States
Jay W.
The price is ￥66,558
￥122,192 total
includes taxes & fees
Oct 19 - Oct 20
Tranquil Modern Farmhouse
A two-story house with a balcony, surrounded by trees and a wooden fence.

20. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (7 reviews)
"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"
United States
Meira
The price is ￥48,670
￥118,019 total
includes taxes & fees
Oct 30 - Oct 31
Charming Waterfront 3-bedroom house in Piney Point
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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Top Southern Maryland Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"The resort was beautiful. Being on the water was so relaxing and having restaurants right on the property was a plus. I will definitely be back next year."
Pam 1-night trip
Posted 1 hour ago
Rod 'N' Reel Resort

Find out more about Southern Maryland

Southern Maryland Vacation Homes information

Number of reviews
426
Accommodation
298 Vacation Homes
Lowest Price
￥42,814
Highest Price
￥152,723

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