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Compare 173 Vacation Homes in Leonardtown with updated reviews, rates, and availability.

Waterfront home on Monroe Bay in the heart of Colonial Beach.
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
10.0 out of 10, Exceptional, (6)
"We booked this property for a girls trip. It is a fabulous property- very clean, beautifully decorated with a great view. It is in a great location and has a lot of good recommendations on places to eat and go. We definitely recommend staying here!"
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area
Exterior
The Schultz Estate
10.0 out of 10, Exceptional, (4)
"Had a great stay! Beautiful location! House was clean roomy, overall had a great time! The only thing I would say is work on the doors closing. In restrooms."
The Schultz Estate
View from back deck looking onto the private dock and creek
Inviting and Serene Home on Monroe Bay Creek
10.0 out of 10, Exceptional, (39)
"Lovely place; well maintained and appointed. Very clean and charming neighbors. Would stay again. Only complaint is the electric stove (not induction); controlling temperature is challenging."
Inviting and Serene Home on Monroe Bay Creek
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Property grounds
The Blue Crab is 5 blocks from Beach, 0.5 miles to Beach, 100 ft from bay.
10.0 out of 10, Exceptional, (13)
"Quiet area great for families. Loved the outdoor space. We brought 2 large dogs and they had a safe place to enjoy without escaping. The fire pit was nice and the shed with the beach chairs and different sized bikes was awesome. The inside was clean and had nice touches. The golf cart rentals and restaurants were very convenient."
The Blue Crab is 5 blocks from Beach, 0.5 miles to Beach, 100 ft from bay.
Swinging daybed, cushioned outdoor furniture set on screen porch.
Waterfront, hot tub, screen porch, kayaks, SUP, pier fishing, private feel
10.0 out of 10, Exceptional, (13)
"Our second stay at this property and we enjoyed ourselves as much as the first time. House is very well appointed, comfortable beds, stocked kitchen and nice furniture. We utilized the dock, fire pit and screened in porch every day of our stay. Good local restaurants, quick drive to wineries, breweries and other local attractions. We love The Roberts Rivah house."
Waterfront, hot tub, screen porch, kayaks, SUP, pier fishing, private feel
Property grounds
Waterfront Relaxing Getaway
10.0 out of 10, Exceptional, (11)
"I was looking for a nice, quiet, and relaxing, vacation. This property did not disappoint. The house was comfortable, cozy, well stocked, and so clean. The view is incredible. Just sitting outside watching the river was so "Zen". I had one of the most restful vacations ever. I was there for a little over two weeks and I would have stayed longer if I could have, Kim, the host, was very friendly and helpful. I look forward to staying at this beautiful property again."
The price is SAR 694
SAR 1,577 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Waterfront Relaxing Getaway
Exterior
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (29)
"👍👍"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Pier next to main beach
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, (51)
"What a fantastic property! We loved staying here and our family had such a great time exploring. Sadly it was a drizzly, dreary weekend but we had one nice day to go down to the beach and the kids enjoyed playing in the water. We loved the variety of porches to sit on and have different views and there was plenty of room for the kids to play indoors when it was raining. Overall a great experience. Thank you!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Gorgeous Sunsets & Waves Heard From Bed. Why Wait?
8.8 out of 10, Excellent, (3)
"The curb appeal and overall condition of the property is not what we expected. There was a large construction crane and debris in the yard and the landscaping was not maintained. The bed sheets were not fitting the bed and the beds were not comfortable. The back yard had new grass growing with a net on the ground which is a tripping hazard. The view and sounds of the water was great but there is a steep drop off to the water with no fence or railing. For the price paid we expected a lot more."
The price is SAR 1,200
SAR 2,095 total
includes taxes & fees
31 Jum. I - 1 Jum. II
Gorgeous Sunsets & Waves Heard From Bed. Why Wait?
Exterior
Waterfront with spectacular view, close to restaurants and bars
10.0 out of 10, Exceptional, (21)
"This was our first time in Colonial Beach and we really enjoyed it. Definitely recommend renting a golf cart to get around town. The house is beautiful and in a great location close to everything. The homeowner was also great to work with and we’ll definitely be back soon!"
Waterfront with spectacular view, close to restaurants and bars
Expansive beach with a fire pit & large charcoal bar-be-que, pier. Walk miles!
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
10.0 out of 10, Exceptional, (101)
"The house was very well maintained, beach access and views were wonderful. This location was very quiet, and if you are a nature lover this location is perfect. Many miles to walk and explore, lots of birds to watch. Very enjoyable weekend. Hope to return."
Breathtaking Views, 450 pier, kayaks, fossils, priv beach, 45 min to D.C.
Lusby Vacation Rental | 4BR | 3BA | 3 Steps to Enter | 2,400 Sq Ft
Waterfront Lusby Home w/ Deck & Stunning Views!
10.0 out of 10, Exceptional, (1)
Waterfront Lusby Home w/ Deck & Stunning Views!
Large front deck with lights and private fenced yard
Colonial Beach Cottage, 7 minutes walk to beach!
9.6 out of 10, Exceptional, (13)
"This cottage was right on the main road in Colonial Beach. It was very clean and comfortable and tastefully decorated. The kitchen was fully equipped for cooking. The outdoor area was relaxing and had a fire pit and grill. The location was close to everything in town. You could walk to the beach and many stores and restaurants. We love the area and hope to return soon!"
Colonial Beach Cottage, 7 minutes walk to beach!
Property grounds
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
10.0 out of 10, Exceptional, (63)
"Enjoyed the location right on the water. Will definitely be back!"
Beach Cottage With A Spectacular View ~ Your Own Private Beach ~ Includes Kayaks
Marina
Gorgeous waterfront home with private dock/beach
10.0 out of 10, Exceptional, (5)
"This house new and comfortable. Easy to check in and check out. Host friendly and quick response."
Gorgeous waterfront home with private dock/beach
Port Republic Vacation Rental | 3BR | 3BA | 2,556 Sq Ft | Stairs Required
Tranquil Port Republic Home w/ Water Views!
10.0 out of 10, Exceptional, (12)
"This place was just what my family needed to reconnect. Amazing views and atmosphere"
Tranquil Port Republic Home w/ Water Views!
Exterior
Shewell's A-Frame on Mill Creek
The price is SAR 938
SAR 1,833 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Shewell's A-Frame on Mill Creek
Exterior
Tiki Time at River Point Cottage - Steps to the Beach, Dog Friendly
Tiki Time at River Point Cottage - Steps to the Beach, Dog Friendly
Property grounds
Waterfront retreat with dock, kayaks, and outdoor living. Bring the boat!
Waterfront retreat with dock, kayaks, and outdoor living. Bring the boat!
Property grounds
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
10.0 out of 10, Exceptional, (170)
"We spent the weekend relaxing in the outdoors with family. We kayaked, had an outdoor fire and enjoyed the wildlife that floated or flew by."
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
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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.

Other property types in Leonardtown

Gorgeous Sunsets & Waves Heard From Bed. Why Wait?
8.8 out of 10, Excellent, (3)
"The curb appeal and overall condition of the property is not what we expected. There was a large construction crane and debris in the yard and the landscaping was not maintained. The bed sheets were not fitting the bed and the beds were not comfortable. The back yard had new grass growing with a net on the ground which is a tripping hazard. The view and sounds of the water was great but there is a steep drop off to the water with no fence or railing. For the price paid we expected a lot more."
The price is SAR 1,200
SAR 2,095 total
includes taxes & fees
31 Jum. I - 1 Jum. II
Gorgeous Sunsets & Waves Heard From Bed. Why Wait?
Property grounds
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
10.0 out of 10, Exceptional, (22)
"We enjoyed our stay. The cottage was perfect for our get away. It was clean and had everything we needed. The owners are very responsive to any questions."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Exterior
The Schultz Estate
10.0 out of 10, Exceptional, (4)
"Had a great stay! Beautiful location! House was clean roomy, overall had a great time! The only thing I would say is work on the doors closing. In restrooms."
The Schultz Estate
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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