A rural landscape with a barn, trees, and a fence under a sunset sky.

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Leonardtown vacation homes

TV, fireplace

1. 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, (4 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is AED 493
AED 1,017 total
includes taxes & fees
18 Aug - 19 Aug
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Interior

2. 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, (11 reviews)
"Beautiful sunset and very comfortable rooms. "
United States
Andrea B.
The price is AED 643
AED 1,398 total
includes taxes & fees
25 Aug - 26 Aug
Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views
Property grounds

3. 7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"This place is fantastic!!Great responsive owners! Fantastic location, perfectly stocked kitchen, comfy beds and bar none the cleanest place I’ve stayed!! The house is adorable and comfortable with a rocking fire pit. The location is walkable and yet quiet!Stay here!No notes!!"
United States
Amanda M.
The price is AED 361
AED 1,285 total
includes taxes & fees
12 Aug - 13 Aug
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Property grounds

4. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (21 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is AED 845
AED 1,406 total
includes taxes & fees
17 Aug - 18 Aug
Bright and airy waterfront getaway
Outdoor dining

5. Waterfront Reset: Views, Games, Boats & Total Calm

Waterfront Reset: Views, Games, Boats & Total Calm
Montross
10.0 out of 10, Exceptional, (38 reviews)
"The host went above and beyond to make us feel welcome. From the smooth check-in to the thoughtful welcome basket, every detail was handled with care. We especially loved the riverfront home and all the commodities included. A true home away from home!"
United States
Evelyn C.
The price is AED 1,209
AED 2,327 total
includes taxes & fees
24 Aug - 25 Aug
Waterfront Reset: Views, Games, Boats & Total Calm
Exterior

6. Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (5 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 AED 1,260
AED 2,931 total
includes taxes & fees
10 Aug - 11 Aug
Charming Waterfront 3-bedroom house in Piney Point
Smart TV, books

7. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is AED 1,286
AED 2,782 total
includes taxes & fees
23 Aug - 24 Aug
4-BR Waterfront Turret Home
Coffee/tea maker, fridge, microwave, oven

8. Riverfront Home w/Dock · Fire Pit · Kids Play Area

Riverfront Home w/Dock · Fire Pit · Kids Play Area
Montross
9.6 out of 10, Exceptional, (16 reviews)
"Everything about this stay was FANTASTIC. The host was amazing, the condo was in excellent condition and the view is AMAZING! Enjoyed everything about this stay!"
United States
N C.
The price is AED 918
AED 2,142 total
includes taxes & fees
1 Sep - 2 Sep
Riverfront Home w/Dock · Fire Pit · Kids Play Area
Interior

9. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is AED 1,590
AED 4,277 total
includes taxes & fees
10 Aug - 11 Aug
Lakefront Cabin Near Solomons Island w/ Hot Tub
Exterior

10. River Refresh - Waterfront with Spa on Placid Bay

River Refresh - Waterfront with Spa on Placid Bay
Colonial Beach
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful, clean, comfortable home in an idyllic location. "
United States
Kelly P.
The price is AED 900
AED 1,962 total
includes taxes & fees
23 Aug - 24 Aug
River Refresh - Waterfront with Spa on Placid Bay
TV, fireplace, video games, books

11. 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, (2 reviews)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is AED 1,778
AED 3,679 total
includes taxes & fees
12 Aug - 13 Aug
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Dining

12. Beach House w/TheaterRm, GameRm, Outdoor Shwr

Beach House w/TheaterRm, GameRm, Outdoor Shwr
Lusby
10.0 out of 10, Exceptional, (5 reviews)
"This was a fantastic property and location for our stay in Lusby. The home is designed with families in mind, and there was plenty for everyone to do. The house is beautiful and in a quiet, residential community. You can walk to the beach less than two blocks away, and we found dozens of sharks teeth there! Josh was so helpful with advice throughout. We would definitely come again."
United States
Mollie O.
Beach House w/TheaterRm, GameRm, Outdoor Shwr
Terrace/patio

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

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Heathsville
9.6 out of 10, Exceptional, (34 reviews)
"We loved the tranquility of the place, beautiful views, and the unique design of the house. The host was very responsive. It was a very relaxing stay. I am sure we will be coming back soon."
United States
Liudmila U.
The price is AED 764
AED 2,290 total
includes taxes & fees
25 Aug - 26 Aug
Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!
Property grounds

14. 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, (13 reviews)
"The home was lovely and very quiet location. My sister and I were caring for our mom after discharge from hospital and it was very convenient. Would stay there again. "
United States
Tova A.
The price is AED 1,697
AED 3,134 total
includes taxes & fees
16 Aug - 17 Aug
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Smart TV, fireplace, table tennis, books

15. Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!

Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Point Lookout
10.0 out of 10, Exceptional, (136 reviews)
"The property was very clean and well-stocked. Beds were comfortable and pictures matched reality. Jocelyn was so kind to leave us ingredients for smores and Easter eggs for my kids to have a hunt in the backyard. Overall, we had a wonderful stay and hope to make it back again some time!"
United States
Allie P.
Hideaway in Hays Beach: Western Sandy Shore of Chesapeake Bay and 5g WiFi!
Dining

16. Charming 6BR Colonial Beach Retreat, Walk to the Beach

Charming 6BR Colonial Beach Retreat, Walk to the Beach
Colonial Beach
The price is AED 1,071
AED 2,672 total
includes taxes & fees
25 Aug - 26 Aug
Charming 6BR Colonial Beach Retreat, Walk to the Beach
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

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

8/10 Good
"Overall the stay was a bit disappointing. All the computers were down on the day of Check-in (Friday July 31 2026) so it was a VERY long wait to get into my two already reserved, pre-paid for rooms. Staff seemed mostly unbothered & wasn’t really talking much to the guests waiting, which was a bit frustrating. I have to mention that the lobby area was extremely hot & didn’t seem to have much AC going, which made it all more miserable. I assume the computer system starting working again later that night as I was called by the front desk staff around 10:00pm to confirm which of my “party” were in which room (although I watched them write it down when we were finally issued our room keys cards) & then I was called again at 10:30pm to request I come down to put a credit card in the system, understandable that a card needs to be on file, but I was traveling with two very young children so to call my room that late and wake everyone up twice was absolutely ridiculous. Later the next night I needed an extra roll of toilet paper, no one was at the front desk, I called out a “Hello”, but got no answer. After roughly 10 minutes the front desk phone rang then a staff member magically appeared from the back area. The water pressure of the shower was horrible & actually cut out more than once during my shower. The “breakfast buffet” was high priced & looked un-appetizing. All that being said the only positives were the common areas & our rooms were clean upon arrival. Would not stay again."
Robin 2-night trip
Posted 7 hours ago
Hilton Garden Inn Solomons