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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Southern Maryland vacation homes

A lakeside view with chairs and a table, a rainbow, and trees.

1. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (24 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 ￥32,563
￥55,861 total
includes taxes & fees
Sep 24 - Sep 25
Bright and airy waterfront getaway
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

2. 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 ￥18,988
￥40,656 total
includes taxes & fees
Sep 30 - Oct 1
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
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, (23 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is ￥15,151
￥53,767 total
includes taxes & fees
Sep 27 - Sep 28
Beachside Oasis with Beach Passes & King Suite by A Haven Away

4. 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 ￥23,618
￥72,683 total
includes taxes & fees
Oct 20 - Oct 21
Family Beach House: Spacious Deck, Grill & Views
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, (37 reviews)
"We enjoyed our stay in North Beach at this lovely residence. It was spacious, clean, nicely furnished and only a few minutes walk to the bay. The beds were so comfortable too!!"
United States
Penny N.
The price is ￥22,171
￥70,092 total
includes taxes & fees
Sep 29 - Sep 30
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

6. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is ￥42,867
￥72,009 total
includes taxes & fees
Oct 6 - Oct 7
Plum Point Cottage #17
A two-story house with a deck and a staircase leading to the upper floor.

7. MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸
Alexandria
9.8 out of 10, Exceptional, (147 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 ￥24,562
￥43,818 total
includes taxes & fees
Oct 18 - Oct 19
MOUNT VERNON RETREAT 🌸
A living room with a sofa, coffee table, fireplace, and artwork on the wall.

8. 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 ￥35,710
￥78,762 total
includes taxes & fees
Sep 30 - Oct 1
3-bedroom house in Deale located on Bay many amenities and great views
A modern living room with a flat-screen TV, a black leather sofa, a round coffee table, and a wooden accent wall.

9. Spacious 4BR Near DC , 13 min to National Harbor, MGM & Top Golf

Spacious 4BR Near DC , 13 min to National Harbor, MGM & Top Golf
Fort Washington
The price is ￥23,927
￥52,458 total
includes taxes & fees
Oct 5 - Oct 6
Spacious 4BR Near DC , 13 min to National Harbor, MGM & Top Golf
A laundry room with a washing machine and dryer, wooden cabinets above, and a shelf with a bottle.

10. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage
North Beach
"Great place to stay! Location was nice and close to water views. House was charming and CLEAN. Owners went above and beyond to make the stay welcoming and convenient. Price was reasonable until additional Vrbo fees were added."
United States
Sharon t.
The price is ￥35,819
￥68,989 total
includes taxes & fees
Sep 29 - Sep 30
Rose Haven Coastal Cottage
A modern kitchen with white cabinets, a wooden countertop, and a hanging pendant light.

11. Cozy Private Home | Near DC & Military Bases

Cozy Private Home | Near DC & Military Bases
Indian Head
10.0 out of 10, Exceptional, (1 review)
"The place was a great home base to relax in after a long day out. The massage chair was really helpful after a day of driving."
United States
Matt T.
The price is ￥19,051
￥59,615 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Private Home | Near DC & Military Bases
A modern living room with a grey sofa, a dining table with chairs, and large windows with autumn foliage views.

12. 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 ￥70,931
￥127,497 total
includes taxes & fees
Oct 5 - Oct 6
Tranquil Modern Farmhouse
A covered patio with a view of a lake, furnished with chairs and a table.

13. 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, (16 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is ￥27,529
￥59,869 total
includes taxes & fees
Oct 5 - Oct 6
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
A modern kitchen with a large window, a dishwasher, and a ceiling fan.

14. 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 ￥48,652
￥90,414 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Cottage - West River Access and Views!
A spacious living room with a large sofa, a television, and a view of the ocean.

15. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is ￥47,193
￥112,743 total
includes taxes & fees
Sep 29 - Sep 30
4-BR Waterfront Turret Home
A deck with outdoor furniture, a red door, and a house with windows.

16. 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 ￥28,624
￥61,709 total
includes taxes & fees
Sep 30 - Oct 1
3-bedroom house in tranquil Shady Side with RV/EV Charger and Beach Access
A pathway lined with trees and lights leading to a wooden building with a visible window.

17. 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 ￥72,677
￥134,733 total
includes taxes & fees
Sep 29 - Sep 30
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
A hallway with a wooden floor, a white wall, and a ceiling with a central light fixture. There is a door on the left and a mirror on the right.

18. Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
La Plata
9.6 out of 10, Exceptional, (4 reviews)
"Cane for a weekend of Faith and Fun and this is exactly what we needed. Comfortably suited our 10 needs and so much more. Peaceful, serene, beautiful animals, game room, so much to say. Hostess with the mostest!!!! Charity is a gem! My church family will be back!!!!!"
United States
Wadiya D.
The price is ￥65,126
￥128,563 total
includes taxes & fees
Sep 28 - Sep 29
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

19. 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, (65 reviews)
"Beautiful location "
United States
Jonathan M.
The price is ￥62,452
￥133,348 total
includes taxes & fees
Oct 6 - Oct 7
2 Acre Oasis with Private Beach! Family and dog friendly!
A modern kitchen with a stone accent wall, stainless steel appliances, and a wooden floor.

20. Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces

Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces
Welcome
The price is ￥58,949
￥214,362 total
includes taxes & fees
Sep 27 - Sep 28
Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces
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

Spark by Hilton Waldorf

Spark by Hilton Waldorf

8/10 Good
"Happy with our stay passing through. Clean room and good breakfast."
Charles 1-night trip
Posted 9 hours ago
Spark by Hilton Waldorf

Find out more about Southern Maryland

Southern Maryland Vacation Homes information

Number of reviews
338
Accommodation
298 Vacation Homes
Lowest Price
￥40,656
Highest Price
￥134,733

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