Title: Leonardtown Vacation Rentals from CA $386: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6063192&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6063192&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6063192&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=6063192&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Leonardtown vacation rentals

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111800000/111790900/111790864/770417b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111800000/111790900/111790864/8e574ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111800000/111790900/111790864/e37005cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/112000000/111800000/111790900/111790864/37f732f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Anne & Fred\`s Leonardtown Home W/ Arcade room!

[](https://www.expedia.ca/Leonardtown-Hotels-Anne-Freds-Leonardtown-Home.h111790864.Hotel-Information)

Leonardtown

9.4/10

Exceptional

(6 reviews)

"It was very comfortable felt like home "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carol S.

CA $312

CA $778 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Leonardtown-Hotels-Anne-Freds-Leonardtown-Home.h111790864.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/93000000/92060000/92057500/92057415/4152a48d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/93000000/92060000/92057500/92057415/7bf09aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92060000/92057500/92057415/db35c2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92060000/92057500/92057415/973a50f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Waterfront Retreat for Bird Lovers- Close to DC

[](https://www.expedia.ca/Leonardtown-Hotels-Waterfront-Retreat-With-Private-Dock-90-Min-To-DC.h92057415.Hotel-Information)

Leonardtown

10/10

Exceptional

(2 reviews)

"Beautiful property in a peaceful neighborhood. Great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

R. L.

CA $298

CA $653 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Leonardtown-Hotels-Waterfront-Retreat-With-Private-Dock-90-Min-To-DC.h92057415.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1014h683x5y0-3c9c9ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w509h683x258y0-5a07a91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/7204ef41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1013h683x5y0-5da62d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Soul Oasis - home on the Chesapeake Bay

[](https://www.expedia.ca/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information)

Lusby

10/10

Exceptional

(42 reviews)

"The guidebook binder at the property helpfully had details about the Soul Oasis, like how to operate the heaters and fireplace, and suggested local spots and restaurants to visit. Also, the kitchen conveniently had many pots and pans and tools. The view of the water was a highlight!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bronwen C.

CA $175

CA $395 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/83000000/82810000/82801200/82801120/ffb7fe73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/83000000/82810000/82801200/82801120/66af3de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82810000/82801200/82801120/2d53d160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82810000/82801200/82801120/765719b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rest & Recharge, A-frame Cabin on Winery Grounds

[](https://www.expedia.ca/Colonial-Beach-Hotels-Cheery.h82801120.Hotel-Information)

Colonial Beach

9.8/10

Exceptional

(59 reviews)

"Very quiet and great location."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy B.

CA $173

CA $386 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Colonial-Beach-Hotels-Cheery.h82801120.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/df7451da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/b3cbb2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/89e18a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/3150e656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

[](https://www.expedia.ca/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information)

Benedict

9.0/10

Wonderful

(8 reviews)

"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Coulter L.

CA $212

CA $372 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Benedict-Hotels-Peaceful-Suite-On-The-Water-Osprey-Sunrise-Over-The-River-From-Your-Porch.h96637704.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108500000/108497200/108497136/09b4b73a_edited_0491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108500000/108497200/108497136/50bdee74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108500000/108497200/108497136/cbaf6502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108500000/108497200/108497136/f90d1bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

[](https://www.expedia.ca/Colonial-Beach-Hotels-Cute-Beach-House-With-Huge-Fire-Pit.h108497136.Hotel-Information)

Colonial Beach

9.2/10

Wonderful

(10 reviews)

"We stayed for 2 nights in the fall for a family event at Stratford Harbor. The house was pristine and cozy. Loved the fenced backyard for the pets and the walk ability of the town. The host and back up host were VERY responsive."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Saundra B.

CA $98

CA $438 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Colonial-Beach-Hotels-Cute-Beach-House-With-Huge-Fire-Pit.h108497136.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/961d48f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/5eec5b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/bbf41e0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/f9eaa1ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kentigern Shed at Scotland Yards

[](https://www.expedia.ca/Scotland-Hotels-Kentigern-Shed-At-Scotland-Yards.h19208664.Hotel-Information)

Point Lookout

9.6/10

Exceptional

(155 reviews)

"Nice place to stay and very enjoyable environment. Management team is excellent to handle the property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

william s.

CA $238

CA $450 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Scotland-Hotels-Kentigern-Shed-At-Scotland-Yards.h19208664.Hotel-Information)

![Sun loungers](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/9371a02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/eb65ebc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/42c55f30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/w2046h1366x0y0-bfbcfcf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage Located on the Patuxent River!

[](https://www.expedia.ca/Prince-Frederick-Hotels-Cottage-Located-On-The-Patuxent-River.h37269068.Hotel-Information)

Prince Frederick

10/10

Exceptional

(42 reviews)

"The accommodations were superb and being on the water was amazing!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel P.

CA $368

CA $444 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Prince-Frederick-Hotels-Cottage-Located-On-The-Patuxent-River.h37269068.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/106000000/105370000/105368900/105368854/a7abbe30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105370000/105368900/105368854/9281db4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105370000/105368900/105368854/bb07d1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105370000/105368900/105368854/9e049ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sail Away To

[](https://www.expedia.ca/Colonial-Beach-Hotels-Sail-Away-To.h105368854.Hotel-Information)

Colonial Beach

9.4/10

Exceptional

(13 reviews)

"Perfect location and perfect property! The condo was great for our anniversary! The furnishings and amenities were top notch! We would go back again 100%. Recommend renting a golf cart. All of the places to eat are locally owned supporting small business in this community is a great feeling! The owner was so great to communicate with, so very helpful! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine C.

CA $163

CA $406 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Colonial-Beach-Hotels-Sail-Away-To.h105368854.Hotel-Information)

![TV, books, stereo](https://images.trvl-media.com/lodging/100000000/99490000/99482500/99482468/63dba474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99490000/99482500/99482468/d69769fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99490000/99482500/99482468/a8ebd50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/100000000/99490000/99482500/99482468/1c49f213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Refresh - Waterfront with Spa on Placid Bay

[](https://www.expedia.ca/Colonial-Beach-Hotels-River-Refresh-Waterfront-With-Spa-On-Placid-Bay.h99482468.Hotel-Information)

Colonial Beach

10/10

Exceptional

(21 reviews)

"Fantastic amenities, beautiful view, cosy yet spacious!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aaron M.

CA $346

CA $746 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Colonial-Beach-Hotels-River-Refresh-Waterfront-With-Spa-On-Placid-Bay.h99482468.Hotel-Information)

![Cottage, 2 Bedrooms, Kitchen | Exterior](https://images.trvl-media.com/lodging/125000000/124400000/124392300/124392247/b9f00d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124400000/124392300/124392247/a9b11642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/125000000/124400000/124392300/124392247/ba6d1348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms, Kitchen | Miscellaneous](https://images.trvl-media.com/lodging/125000000/124400000/124392300/124392247/dbce0e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coles Point Marina

[](https://www.expedia.ca/Hague-Hotels-Coles-Point-Marina.h124392247.Hotel-Information)

Hague

CA $369

CA $519 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Hague-Hotels-Coles-Point-Marina.h124392247.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/02fc5278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/d111c47a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/63e9fddc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/1233b0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

[](https://www.expedia.ca/Scotland-Hotels-Cozy-Sunrise-Waterfront-2-Bedroom-Cottage-Dock-Serene-Point-LookoutScotland.h112353391.Hotel-Information)

Point Lookout

9.4/10

Exceptional

(12 reviews)

"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam P.

CA $276

CA $564 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Scotland-Hotels-Cozy-Sunrise-Waterfront-2-Bedroom-Cottage-Dock-Serene-Point-LookoutScotland.h112353391.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/0806f7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4a570741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/9a42128d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/4429fbeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

[](https://www.expedia.ca/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information)

Prince Frederick

9.8/10

Exceptional

(6 reviews)

"Our family had a great stay. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Colleen G.

CA $278

CA $586 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Prince-Frederick-Hotels-Kick-Back-And-Enjoy-The-Chesapeake-This-3-Bedroom.h113522263.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/5aeb926e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7d735d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/f8f86577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/b10c421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

[](https://www.expedia.ca/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information)

Prince Frederick

10/10

Exceptional

(10 reviews)

"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Olivia M.

CA $362

CA $687 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/8ab4e3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/6640e2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/083c71db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/957efed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

[](https://www.expedia.ca/Lexington-Park-Hotels-High-River-Bank-With-1M-View.h113762622.Hotel-Information)

Lexington Park

10/10

Exceptional

(5 reviews)

"Everything was very clean and well put together. Loved the view!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Minji S.

CA $222

CA $508 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Lexington-Park-Hotels-High-River-Bank-With-1M-View.h113762622.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99380000/99374100/99374012/2fc76262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99380000/99374100/99374012/6103ed5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99380000/99374100/99374012/9b78a3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99380000/99374100/99374012/a18f49b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dock+Kayaks+Firepit: Game Theme Waterfront Retreat

[](https://www.expedia.ca/Montross-Hotels-Dec-Deals-WaterfrontBoatsFireplaceGame-Theme.h99374012.Hotel-Information)

Montross

10/10

Exceptional

(30 reviews)

"Great spot"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

SHAWN W.

CA $340

CA $742 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Montross-Hotels-Dec-Deals-WaterfrontBoatsFireplaceGame-Theme.h99374012.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/3fe74c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/0a017011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/46efdb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/8cb89205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-BR Waterfront Turret Home

[](https://www.expedia.ca/Solomons-Hotels-Solomons-Island-Waterfront-House.h108474729.Hotel-Information)

Solomons

10/10

Exceptional

(7 reviews)

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

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas S.

CA $485

CA $1,092 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Solomons-Hotels-Solomons-Island-Waterfront-House.h108474729.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124570000/124560700/124560669/6dddcead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Internet](https://images.trvl-media.com/lodging/125000000/124570000/124560700/124560669/af19b964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124570000/124560700/124560669/a41b6590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/125000000/124570000/124560700/124560669/a3511ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom Cottage at Coles Point Marina

[](https://www.expedia.ca/Hague-Hotels-2-Bedroom-Cottage-At-Coles-Point-Marina.h124560669.Hotel-Information)

Hague

CA $332

CA $411 total

includes taxes & fees

Mar 28 - Mar 29

[](https://www.expedia.ca/Hague-Hotels-2-Bedroom-Cottage-At-Coles-Point-Marina.h124560669.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/6d192d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/3e37b615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/ec6f417f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/121000000/120840000/120836100/120836005/ed18b7e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

[](https://www.expedia.ca/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.Hotel-Information)

Lusby

CA $331

CA $965 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086287/250a5850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086287/334acae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086287/91357fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086287/w907h683x59y0-69ed75c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

[](https://www.expedia.ca/Montross-Hotels-Modern-Waterfront-Home-With-Kayak.h96086287.Hotel-Information)

Montross

10/10

Exceptional

(5 reviews)

"Beautiful home, very clean and comfy "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie P.

CA $238

CA $662 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Montross-Hotels-Modern-Waterfront-Home-With-Kayak.h96086287.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11&regionId=6063192&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO)

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## Top Leonardtown Hotel Reviews

![Quality Inn Solomons - Beacon Marina](https://images.trvl-media.com/lodging/1000000/30000/22800/22769/823f1304_y.jpg)

### Quality Inn Solomons - Beacon Marina

8/10 Good

"Hotel lobby and hallways were nice. Our room was large but needed some work. The security lock wouldn’t engage. Looked like the door needed lifted. There was a lot of light that came through the crack around the whole door. The bathtub faucets dripped. We notified the front desk and she said the parts are on order. There was paint drips all over the bathroom. The top part of the bathtub wall was painted white and the bathtub was dingy yellow. The towel rack was coming off the wall. The beds were comfortable. The beds did not have a mattress cover nor was it encased for bed bugs. Just a thin fitted sheet on the mattress. There was grime and paint on the back door walkway. The upstairs ice machine didn’t work. Location was great and we felt safe. Staff was friendly. WiFi was great. The pictures on hotels.com did not match the room we got. For the most part it was clean and safe and we’d probably stay there again. "

[](https://expedia.ca/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.Hotel-Information)

![River Edge Inn](https://images.trvl-media.com/lodging/93000000/92900000/92897800/92897781/fbf7eb22_y.jpg)

### River Edge Inn

10/10 Excellent

"Friendly staff "

[](https://expedia.ca/Colonial-Beach-Hotels-River-Edge-Inn.h92897781.Hotel-Information)

![Springhill Suites by Marriott Prince Frederick](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/f2d60961_y.jpg)

### Springhill Suites by Marriott Prince Frederick

10/10 Excellent

"our stay was perfect. everywhere was clean. the staff was so polite and professional. breakfast looked great. it ended at 9, which was too early of us to enjoy. 10 would be more like it maybe 7 - 10 instead of 6-9\. the pool, workout room was clean, smelled clean. the bed was very comfortable and plenty of pillows. We WILL be staying there again, and again"

[](https://expedia.ca/Prince-Frederick-Hotels-Springhill-Suites-By-Marriott-Prince-Frederick.h1661950.Hotel-Information)

![Holiday Inn Express and Suites King George- Dahlgren by IHG](https://images.trvl-media.com/lodging/20000000/19570000/19561900/19561843/7641411f_y.jpg)

### Holiday Inn Express and Suites King George- Dahlgren by IHG

10/10 Excellent

"Every thing was great"

[](https://expedia.ca/King-George-Hotels-Holiday-Inn-Express-And-Suites-King-George-Dahlgren.h19561843.Hotel-Information)

![Comfort Inn & Suites Lexington Park near Pax River](https://images.trvl-media.com/lodging/6000000/5100000/5098400/5098394/11804ad4_y.jpg)

### Comfort Inn & Suites Lexington Park near Pax River

10/10 Excellent

"Easy access to Rt 4 Good cookies"

[](https://expedia.ca/Lexington-Park-Hotels-Comfort-Inn-Suites.h5098394.Hotel-Information)

![Red Roof Inn Dahlgren - Naval Base](https://images.trvl-media.com/lodging/49000000/48450000/48446600/48446558/cac5644c_y.jpg)

### Red Roof Inn Dahlgren - Naval Base

8/10 Good

"Pets are not applicable. Gym was adequate"

[](https://expedia.ca/King-George-Hotels-301-INN.h48446558.Hotel-Information)

![avid hotel California - Lexington Park by IHG](https://images.trvl-media.com/lodging/119000000/118640000/118639700/118639639/08bcaeff_y.jpg)

### avid hotel California - Lexington Park by IHG

8/10 Good

"It was a nice hotel, no complaints."

[](https://expedia.ca/California-Hotels-Avid-Hotels-California-Lexington-Park-By-Ihg.h118639639.Hotel-Information)

![Spark by Hilton California Lexington Park](https://images.trvl-media.com/lodging/3000000/2870000/2862300/2862204/d911e70f_y.jpg)

### Spark by Hilton California Lexington Park

10/10 Excellent

"Shay and "

[](https://expedia.ca/California-Hotels-Spark-By-Hilton-California-Lexington-Park.h2862204.Hotel-Information)

![Island Inn & Suites, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/5000000/4040000/4035100/4035047/d0c33d7f_y.jpg)

### Island Inn & Suites, an Ascend Collection Hotel

10/10 Excellent

"Good!!"

[](https://expedia.ca/Piney-Point-Hotels-Island-Inn-Suites.h4035047.Hotel-Information)

## Find out more about Leonardtown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Leonardtown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Leonardtown ](https://expedia.ca/Leonardtown-Private-Vacation-Homes.d6063192-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Leonardtown ](https://expedia.ca/Leonardtown-Cottages.d6063192-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Leonardtown ](https://expedia.ca/Leonardtown-Apartments.d6063192-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Leonardtown ](https://expedia.ca/Leonardtown-Cabins.d6063192-aaCabins.Travel-Guide-Accommodation)
- [Condo Rentals in Leonardtown ](https://expedia.ca/Leonardtown-Condos.d6063192-aaCondos.Travel-Guide-Accommodation)
- [Farmstay in Leonardtown ](https://expedia.ca/Leonardtown-Agritourism.d6063192-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Leonardtown ](https://expedia.ca/Leonardtown-Bed-And-Breakfast.d6063192-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Leonardtown ](https://expedia.ca/Leonardtown-Motels.d6063192-aaMotels.Travel-Guide-Accommodation)
- [Villas in Leonardtown ](https://expedia.ca/Leonardtown-Villas.d6063192-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Leonardtown ](https://expedia.ca/Leonardtown-Houseboats.d6063192-aaHouseboats.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Leonardtown?

### What are some of the best vacation rentals that Leonardtown has to offer?

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### What’s there to see and do in Leonardtown?

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- [Ocean City Vacations](https://expedia.ca/Ocean-City.d9151.Destination-Travel-Guides)

Vacation Rentals

- [Ocean City Vacation Rentals](https://expedia.ca/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)

General

- [Visit Easton](https://expedia.ca/Easton.dx7120)
- [Visit Ocean City](https://expedia.ca/Ocean-City.dx9151)
- [Visit Chesapeake City](https://expedia.ca/Chesapeake-City.dx177517)
- [Visit Annapolis](https://expedia.ca/Annapolis.dx6034082)
- [Visit Havre De Grace](https://expedia.ca/Havre-De-Grace.dx55750)

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