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Holiday Homes in Leonardtown

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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Holiday Homes in Leonardtown

Waterfront with spectacular view, close to restaurants and bars
Interior

Waterfront with spectacular view, close to restaurants and bars

9.8 out of 10, Exceptional, (51)
"Well appointed airy house close to everything."
Waterfront with spectacular view, close to restaurants and bars
FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
Fridge, microwave, oven, stovetop

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

10.0 out of 10, Exceptional, (193)
"Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! "
FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
4BDRM River front house with Private Beach in Hollywood
Property grounds

4BDRM River front house with Private Beach in Hollywood

2.0 star property
9.8 out of 10, Exceptional, (15)
"This house was just what we needed for our business associates. "
4BDRM River front house with Private Beach in Hollywood
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Property grounds

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (18)
"Great place! "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River
Single family home with screened porch.
Fridge, microwave, oven, stovetop

Single family home with screened porch.

10.0 out of 10, Exceptional, (13)
"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "
Single family home with screened porch.
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Fridge, microwave, oven, stovetop

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

9.6 out of 10, Exceptional, (32)
"We loved the waterfront home where we stayed. The host was incredibly helpful and responsive to any questions we had about the rental and the area. Highly recommend."
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Smart TV, printers

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

10.0 out of 10, Exceptional, (3)
"My first thought was "gorgeous", when i walked through the door. This was just the weekend I needed. The screened in porch was relaxing. Be ready to take pictures of the sunrise! "
Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More
Kentigern at Scotland Yards
Fireplace

Kentigern at Scotland Yards

9.8 out of 10, Exceptional, (131)
"Truly beautiful spot! The owners were a pleasure to deal with. We had a great time!"
The price is NZ$1,730
includes taxes & fees
7 Oct - 8 Oct
Kentigern at Scotland Yards
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Exterior

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

9.8 out of 10, Exceptional, (75)
"What a great property, wildlife abounds!!! We had a fantastic weekend with family and friends!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Smart TV, fireplace

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (55)
"Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Waterfront home where you can relax or enjoy the things the Northern Neck.
Fridge, microwave, oven, stovetop

Waterfront home where you can relax or enjoy the things the Northern Neck.

9.8 out of 10, Exceptional, (9)
"Property was very nice! Very clean and I especially loved the dual coffee maker!"
The price is NZ$530
includes taxes & fees
6 Oct - 7 Oct
Waterfront home where you can relax or enjoy the things the Northern Neck.
Belle of the Chesapeake Bay
Beach

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (16)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Fridge, microwave, oven, stovetop

Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

10.0 out of 10, Exceptional, (50)
"We had a lovely stay in the Beach House on Boundary. Updated, very clean house with lots of thought put into what a vacationer will need. Short walk to the beach, cute shops, and fun restaurants. Quiet community. Would definitely stay again."
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay
Waterfront Relaxing Getaway
Fridge, microwave, oven, stovetop

Waterfront Relaxing Getaway

10.0 out of 10, Exceptional, (24)
"The property was just what we needed! The waterfront was amazing!"
Waterfront Relaxing Getaway
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
On the beach

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (121)
"This home was a perfect retreat for my family. We were in town for a family wedding. The home offered all the comforts of home with beautiful views of the Bay. Thank you Alicia for being a wonderful host!"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
3-bedroom house in charming Colonial Beach with AC, WiFi
Dining

3-bedroom house in charming Colonial Beach with AC, WiFi

10.0 out of 10, Exceptional, (5)
"Much more to offer that it seems. Highly recommended "
3-bedroom house in charming Colonial Beach with AC, WiFi
Cottage on The Point! Bring your bikes & golf cart, and your pets!
Property grounds

Cottage on The Point! Bring your bikes & golf cart, and your pets!

10.0 out of 10, Exceptional, (32)
"Loved everything!! Close to everything we wanted to visit, and plenty of space. Had everything we needed, especially kitchen needs. We hope to go back and rent again soon. "
Cottage on The Point! Bring your bikes & golf cart, and your pets!
Creek waterfront home adjunct to Chesapeake, Beach, Fishing, Golf, Wineries
Fridge, microwave, oven, stovetop

Creek waterfront home adjunct to Chesapeake, Beach, Fishing, Golf, Wineries

9.8 out of 10, Exceptional, (55)
"We had another great stay and look forward to returning soon!"
Creek waterfront home adjunct to Chesapeake, Beach, Fishing, Golf, Wineries
Summerlee at Scotland Yards
Exterior

Summerlee at Scotland Yards

9.8 out of 10, Exceptional, (107)
"Perfect size house for the family with comfortable beds, spectacular views and very private location! Definitely would like to return."
Summerlee at Scotland Yards
Waterfront retreat with dock, kayaks, and outdoor living. Bring the boat!
Terrace/patio

Waterfront retreat with dock, kayaks, and outdoor living. Bring the boat!

10.0 out of 10, Exceptional, (8)
"Amazing place the stars at night are so beautiful at night right on the water "
Waterfront retreat with dock, kayaks, and outdoor living. Bring the boat!
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 Leonardtown Hotel Reviews

Holiday Inn Express and Suites King George- Dahlgren by IHG

Holiday Inn Express and Suites King George- Dahlgren by IHG

10/10 Excellent
"AMAZING "
April 1-night trip
Posted 1 day ago
Holiday Inn Express and Suites King George- Dahlgren by IHG

Find out more about Leonardtown

Find out more about Leonardtown

Leonardtown Holiday Homes information

Number of reviews
904
Accommodation
265 Holiday Homes
Lowest Price
NZ$530
Highest Price
NZ$1,730

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