Southern Maryland, MD Vacation Homes from AED 995

Southern Maryland Vacation Homes
Maryland
United States of America
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Our top choices for Southern Maryland vacation homes

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

An outdoor patio with a round table and chairs, a yellow umbrella, and a wooden deck.

A bedroom with a bed, a chair, a dresser, and a window with curtains.

A living room with a grey sofa, two lamps, a coffee table, and a TV.

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)

9.6/10

Exceptional

(30 reviews)

"Wonderful place to visit "

James L.

The price is AED 437

AED 437

AED 1,086 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A compact kitchen with a white countertop, a stainless steel refrigerator, and a dining area with a table and chairs.

A sandy beach with footprints, surrounded by greenery and a calm body of water.

A compact kitchen with white cabinets, a stainless steel oven, a black stove, and a sink.

2. Bright and airy waterfront getaway

Bright and airy waterfront getaway

Benedict

9.8 out of 10, Exceptional, (26 reviews)

9.8/10

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."

George

The price is AED 760

AED 760

AED 1,304 total

includes taxes & fees

18 Oct - 19 Oct

Bright and airy waterfront getaway

A beach with a rocky shoreline, a swimming area, and multi-story buildings in the background.

A dining table set with pink bowls and glasses, surrounded by chairs, with a large plant and a window in the background.

A living room with a blue sofa, a round mirror, and a coffee table.

A shelf with various potted plants and storage boxes.

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)

10/10

Exceptional

(24 reviews)

"Cute, family friendly home. Had everything we needed for a comfortable stay."

Johanna S.

The price is AED 353

AED 353

AED 1,229 total

includes taxes & fees

28 Oct - 29 Oct

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.

A wooden staircase with a white console table beside it, a window with blinds, and decorative wall hangings.

A room with three large windows, wicker furniture, a small table with a plant, and a patterned rug.

A single-story house with a front porch, a small window above the door, and a front yard with a bush.

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)

10/10

Exceptional

(8 reviews)

"Loved the location and the hosts' kindness and care."

Nancy P.

The price is AED 476

AED 476

AED 995 total

includes taxes & fees

26 Oct - 27 Oct

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.

A café with a chalkboard menu listing breakfast items and prices, a counter with a display case, and a ceiling fan.

A dining area with a wooden table and chairs, a patterned rug, and a staircase leading to another level.

A pier with a wooden walkway, a sandy beach, and a dog on a leash.

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)

10/10

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."

Sarah

The price is AED 525

AED 525

AED 1,657 total

includes taxes & fees

3 Nov - 4 Nov

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.

A dining area with a round table, four wooden chairs, and two paintings on the wall.

A bedroom with a large bed, a nightstand with a lamp, a dresser, and a door leading to another room.

A living room with a beige sofa, wooden chairs, a dining table with a white tablecloth, and a lamp.

6. MOUNT VERNON RETREAT 🌸

MOUNT VERNON RETREAT 🌸

Alexandria

9.8 out of 10, Exceptional, (149 reviews)

9.8/10

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!"

Tiffany Z.

The price is AED 643

AED 643

AED 1,124 total

includes taxes & fees

1 Nov - 2 Nov

MOUNT VERNON RETREAT 🌸

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)

9.2/10

Wonderful

(7 reviews)

"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."

Bryan P.

The price is AED 529

AED 529

AED 1,671 total

includes taxes & fees

27 Oct - 28 Oct

Family Beach House: Spacious Deck, Grill & Views

A modern kitchen with a large window, a dishwasher, and a ceiling fan.

A lakeside cabin with a dock leading to a small boat, surrounded by trees and a stone wall.

A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

A calm lake with a wooden dock extending into the water, surrounded by trees and buildings in the background.

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)

10/10

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."

Michelle H.

The price is AED 900

AED 900

AED 1,841 total

includes taxes & fees

10 Nov - 11 Nov

Sunset Cottage - West River Access and Views!

A living room with a sofa, coffee table, fireplace, and artwork on the wall.

A park with swings, a bench, and a view of a body of water.

A kitchen with a stove, sink, and dining area with chairs and a table.

A two-story house with a red roof, white siding, and red shutters.

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 AED 661

AED 661

AED 1,604 total

includes taxes & fees

18 Oct - 19 Oct

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.

A hallway with a framed map on the left, a door leading to a bedroom with a patterned bedspread, and a light fixture on the ceiling.

A modern kitchen with wooden cabinets, stainless steel appliances, a round dining table with stools, and a ceiling fan.

A bedroom with a bed, a bedside table, a mirror, a wall-mounted TV, and a wooden headboard.

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)

9.0/10

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!"

David S.

The price is AED 631

AED 631

AED 1,390 total

includes taxes & fees

26 Oct - 27 Oct

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.

A porch with a swing, a wooden bench, and a doormat.

A kitchen with a white countertop, a stainless steel refrigerator, and a wooden floor.

A residential property with a staircase leading to a front door, surrounded by a well-maintained lawn and a variety of plants.

11. Rose Haven Coastal Cottage

Rose Haven Coastal Cottage

North Beach

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Warm and cozy- amazing home, beautiful area"

Sodbileg

The price is AED 826

AED 826

AED 1,587 total

includes taxes & fees

18 Oct - 19 Oct

Rose Haven Coastal Cottage

A room with a sliding glass door, a sofa, a coffee table, and a potted plant.

A modern living room with a black cabinet, a decorative mirror, and a floral rug.

A dining area with a table, chairs, and a sofa. There is a television on a stand, a bookshelf, and a wall-mounted shelf with decorative items.

A kitchen with white cabinets, stainless steel appliances, a window with a pink valance, and potted plants.

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 AED 639

AED 639

AED 1,286 total

includes taxes & fees

17 Nov - 18 Nov

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.

A bedroom with a bed, a black sofa, a desk, a fireplace, and a ceiling fan.

A dining area with a table and chairs, a window with a view, and a ceiling fan.

An outdoor seating area with tables, chairs, and umbrellas, featuring a fire pit and a bar in the background.

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

Modern 4BR Retreat • DC • MGM • National Harbor

Fort Washington

The price is AED 735

AED 735

AED 1,279 total

includes taxes & fees

16 Nov - 17 Nov

Modern 4BR Retreat • DC • MGM • National Harbor

A covered patio with a view of a lake, furnished with chairs and a table.

A kitchen with a double sink, a window with a view of a grassy field, and a small potted plant on the windowsill.

A kitchen with a view of the sea, a dining table with chairs, and a modern chandelier.

A covered outdoor seating area with a view of a sunset over water.

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)

10/10

Exceptional

(18 reviews)

"Beautiful sunset and very comfortable rooms. "

Andrea B.

The price is AED 735

AED 735

AED 1,501 total

includes taxes & fees

20 Oct - 21 Oct

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.

A room with large windows overlooking a body of water, a wooden table with a hat, and a sign reading "CLABBER BAKING POWDER".

A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

A wooden deck leading to a beach with clear water, an American flag, and a forested area in the background.

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)

10/10

Exceptional

(67 reviews)

"Everything about this property is wonderful for our family! A dreamy relaxing vacation"

Carol L.

The price is AED 1,455

AED 1,455

AED 3,109 total

includes taxes & fees

26 Oct - 27 Oct

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.

A spacious kitchen with white cabinetry, a central island, and a dining area with a chair.

A spacious living room with a dark blue sectional sofa, a round coffee table, and a white armchair. A staircase with decorative railings leads to an upper level.

A spacious living room with a dark blue sectional sofa, a round coffee table, and a white armchair. Large windows offer a view of the sea.

16. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home

Solomons

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Beautiful house. Beautiful scenery. Everything was perfect. "

Thomas S.

The price is AED 1,102

AED 1,102

AED 2,697 total

includes taxes & fees

18 Oct - 19 Oct

4-BR Waterfront Turret Home

A cozy living room with a large sectional sofa, a round woven coffee table, and a ceiling fan.

A waterfront scene with a sailboat docked near a pier, surrounded by colorful autumn foliage and residential buildings.

A wooden deck with outdoor furniture, a barbecue grill, and a hot tub.

A house with a brick chimney, a paved walkway, and a large tree.

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)

10/10

Exceptional

(3 reviews)

"We loved the quiet location, the privacy, and the dock out back. The house was stocked with everything we needed!"

Nicholas L.

The price is AED 1,293

AED 1,293

AED 3,550 total

includes taxes & fees

20 Oct - 21 Oct

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.

A modern kitchen with a built-in stove, a dining area with a long table, and large windows offering a view of the outdoors.

A spacious living room with large windows, a high ceiling, and a view of a deck and trees.

A modern room with a large sliding glass door leading to an outdoor area, a small wooden bench, a fluffy white floor lamp, and a potted plant on a white console table.

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)

9.6/10

Exceptional

(14 reviews)

"Nice house in a great location. Great for groups."

Anonymous traveler

The price is AED 1,697

AED 1,697

AED 3,146 total

includes taxes & fees

18 Oct - 19 Oct

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.

A modern kitchen with white cabinets, stainless steel appliances, and a large window.

A two-story house with a brick exterior and white siding, featuring a front porch with steps and potted plants.

A rectangular swimming pool with a surrounding patio area, a wooden deck, and a seating arrangement.

19. Tranquil Modern Farmhouse

Tranquil Modern Farmhouse

Waldorf

9.2 out of 10, Wonderful, (10 reviews)

9.2/10

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!"

Jay W.

The price is AED 1,547

AED 1,547

AED 2,840 total

includes taxes & fees

19 Oct - 20 Oct

Tranquil Modern Farmhouse

A two-story house with a balcony, surrounded by trees and a wooden fence.

A spacious living area with a dark-colored sofa, a blue patterned rug, and a staircase leading to another level.

A covered deck with outdoor furniture, a grill, and a view of a lake with boats.

A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and a large window with blinds.

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)

10/10

Exceptional

(7 reviews)

"This property was perfect for our night visiting St. Mary's! Spacious, right on the water, and quiet. Thank you!"

Meira

The price is AED 1,131

AED 1,131

AED 2,743 total

includes taxes & fees

30 Oct - 31 Oct

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

Home2 Suites By Hilton Capitol Heights Washington Dc

10/10 Excellent

"Solid across the board. Single night stay"

Tim 1-night trip

Posted 2 hours ago

Home2 Suites By Hilton Capitol Heights Washington Dc

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 4 hours ago

Rod 'N' Reel Resort

avid hotel California - Lexington Park by IHG

10/10 Excellent

"Staff was friendly and hotel was clean."

Amanda 5-night trip

Posted 7 hours ago

avid hotel California - Lexington Park by IHG

Spark by Hilton Waldorf

8/10 Good

"ok"

Everette 1-night trip

Posted 21 hours ago

Spark by Hilton Waldorf

Hampton Inn & Suites Camp Springs/Andrews AFB

10/10 Excellent

"El desayuno excelente y variado, el hotel presta un servicio hasta la estación del metro gratuito, que nos pareció excelente, los alrededores del hotel son muy agradables."

JUAN N. 4-night trip

Posted 21 hours ago

Hampton Inn & Suites Camp Springs/Andrews AFB

Holiday Inn Express Washington DC East - Andrews AFB by IHG

8/10 Good

"Only one elevator was working the entire time. Made for long waits."

Durand 3-night trip

Posted 1 day ago

Holiday Inn Express Washington DC East - Andrews AFB by IHG

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

10/10 Excellent

"The room was spacious and clean and the staff were friendly"

Kadie 1-night trip

Posted 1 day ago

Sleep Inn & Suites Near Joint Base Andrews - Washington Area

Red Roof Inn PLUS+ Washington DC - Oxon Hill

10/10 Excellent

"Everything clean and safe only the rooms don’t have tv They can turn on the TV with local channels."

Carlos 1-night trip

Posted 3 days ago

Red Roof Inn PLUS+ Washington DC - Oxon Hill

Executive Inn And Suites

10/10 Excellent

"Clean rooms"

Susan 1-night trip

Posted 7 days ago

Executive Inn And Suites

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Search Vacation Homes in Southern Maryland

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Maryland vacation homes

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

2. Bright and airy waterfront getaway

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

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

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

6. MOUNT VERNON RETREAT 🌸

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

8. Sunset Cottage - West River Access and Views!

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

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

11. Rose Haven Coastal Cottage

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

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

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

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

16. 4-BR Waterfront Turret Home

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

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

19. Tranquil Modern Farmhouse

20. Charming Waterfront 3-bedroom house in Piney Point

Find vacation rentals that suit your style

Top Southern Maryland Hotel Reviews

Home2 Suites By Hilton Capitol Heights Washington Dc

Explore a world of travel with Expedia