Title: Leonardtown Vacation Rentals from $190: Search Short-Term Rentals | Expedia.com

[Leonardtown Travel Guide](https://expedia.com/Leonardtown.dx6063192)[Hotels in Leonardtown](https://expedia.com/Leonardtown-Hotels.d6063192.Travel-Guide-Hotels)[Flights to Leonardtown](https://expedia.com/Cheap-Flights-To-Leonardtown.d6063192.Travel-Guide-Flights)[Car Rentals in Leonardtown](https://expedia.com/Car-Rentals-In-Leonardtown.d6063192.Car-Rental-Guide)[Leonardtown Vacation Packages](https://expedia.com/Leonardtown.d6063192.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6063192&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=6063192&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=6063192&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=6063192&startDate=2026-06-26&endDate=2026-06-28&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

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92060000/92057500/92057415/fa04098d.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)

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

[](https://www.expedia.com/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.

$384 nightly

$424 total

Mar 9 - Mar 10

Total with taxes and fees

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

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/112000000/111800000/111790900/111790864/e37005cf.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)

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

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

Leonardtown

9.4/10

Exceptional

(6 reviews)

"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."

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

Lauren A.

$517 nightly

$547 total

Mar 10 - Mar 11

Total with taxes and fees

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

![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)

![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)

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

[](https://www.expedia.com/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.

$175 nightly

$190 total

Mar 4 - Mar 5

Total with taxes and fees

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

![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)

![Dining](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/7204ef41.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)

### Soul Oasis - home on the Chesapeake Bay

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

Lusby

10/10

Exceptional

(41 reviews)

"House was very nice and tidy and exactly as described. The host had a small binder full of helpful info including local restaurants and attractions. There was so much to do and everything was close bye. "

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

Mindy V.

$264 nightly

$280 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/109000000/108500000/108497200/108497136/cbaf6502.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/109000000/108500000/108497200/108497136/7ae4e16a.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.com/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.

$282 nightly

$314 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Miscellaneous](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/3150e656.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)

![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)

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

[](https://www.expedia.com/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.

$239 nightly

$264 total

Mar 4 - Mar 5

Total with taxes and fees

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

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/5ebbe8b5.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)

![Exterior](https://images.trvl-media.com/lodging/113000000/112360000/112353400/112353391/63e9fddc.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.com/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.

$287 nightly

$317 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355590/9c0cb518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355590/54d626d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355590/a76c5c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105360000/105355600/105355590/cd4ed0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sail Away

[](https://www.expedia.com/Colonial-Beach-Hotels-Sail-Away.h105355590.Hotel-Information)

Colonial Beach

9.8/10

Exceptional

(9 reviews)

"Stay was wonderful!"

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

Karen H.

$286 nightly

$290 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Colonial-Beach-Hotels-Sail-Away.h105355590.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)

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

![Exterior](https://images.trvl-media.com/lodging/100000000/99380000/99374100/99374012/e1191a4b.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)

### Easthaven: Game-Theme Waterfront+Boats+Fireplace

[](https://www.expedia.com/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.

$430 nightly

$468 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91380000/91373700/91373606/8817b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91380000/91373700/91373606/34885335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91380000/91373700/91373606/2c15b3f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91380000/91373700/91373606/b750d3c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury Modern Waterfront Retreat

[](https://www.expedia.com/Montross-Hotels-Luxury-Modern-Waterfront-Retreat.h91373606.Hotel-Information)

Montross

9.6/10

Exceptional

(14 reviews)

"Very nice inside, love all the windows"

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

Elizabeth S.

$392 nightly

$426 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Montross-Hotels-Luxury-Modern-Waterfront-Retreat.h91373606.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)

![Interior](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/f7c493ce.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)

![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)

### Cottage Located on the Patuxent River!

[](https://www.expedia.com/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.

$300 nightly

$317 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Living area](https://images.trvl-media.com/lodging/125000000/124410000/124404600/124404503/d71c55e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124410000/124404600/124404503/ae9d0cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124410000/124404600/124404503/c3b2d902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/125000000/124410000/124404600/124404503/2b27f797.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Back Creek Villa Open Deck Solomons Island Maryland

[](https://www.expedia.com/Solomons-Hotels-Back-Creek-Villa-Open-Deck-Solomons-Island-Maryland.h124404503.Hotel-Information)

Solomons

10/10

Exceptional

(1 review)

[](https://www.expedia.com/Solomons-Hotels-Back-Creek-Villa-Open-Deck-Solomons-Island-Maryland.h124404503.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)

![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)

![Cottage, 2 Bedrooms, Kitchen | Living area](https://images.trvl-media.com/lodging/125000000/124400000/124392300/124392247/2b53dcf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coles Point Marina

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

Hague

$344 nightly

$375 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/6943beb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/41477298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/587fc9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/3a239b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

[](https://www.expedia.com/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.

$360 nightly

$362 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Lexington-Park-Hotels-High-River-Bank-With-1M-View.h113762622.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.com/Colonial-Beach-Hotels-River-Refresh-Waterfront-With-Spa-On-Placid-Bay.h99482468.Hotel-Information)

Colonial Beach

10/10

Exceptional

(20 reviews)

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

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

Aaron M.

$479 nightly

$521 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086287/d51d5455.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)

![Dining](https://images.trvl-media.com/lodging/97000000/96090000/96086300/96086287/334acae6.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.com/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.

$424 nightly

$462 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/123000000/122300000/122290200/122290127/w1284h823x0y96-e1b9187f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122300000/122290200/122290127/w1284h802x0y6-ea2002cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122300000/122290200/122290127/debe6720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122300000/122290200/122290127/w1284h783x0y27-15123da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

[](https://www.expedia.com/King-George-Hotels-Enjoyable-3-Bedroom-House-In-King-George-5-Mins-To-Dahlgren-Naval-Base.h122290127.Hotel-Information)

King George

[](https://www.expedia.com/King-George-Hotels-Enjoyable-3-Bedroom-House-In-King-George-5-Mins-To-Dahlgren-Naval-Base.h122290127.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)

![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.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)

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

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

Prince Frederick

9.6/10

Exceptional

(5 reviews)

"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "

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

Carrie K.

$378 nightly

$401 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/113000000/112340000/112333300/112333269/70a01bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112340000/112333300/112333269/0ed83b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112340000/112333300/112333269/4acbea97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112340000/112333300/112333269/90f7dfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

[](https://www.expedia.com/Colonial-Beach-Hotels-Charming-4-Bedroom.h112333269.Hotel-Information)

Colonial Beach

9.8/10

Exceptional

(15 reviews)

"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."

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

Anonymous traveler

$353 nightly

$393 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Colonial-Beach-Hotels-Charming-4-Bedroom.h112333269.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)

![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)

![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)

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

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

Prince Frederick

10/10

Exceptional

(8 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.

$421 nightly

$446 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Prince-Frederick-Hotels-2-Blocks-From-Dares-Beach-On-The-Chesapeake-Bay-Beach-And-Boat-Access.h103638094.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.com/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&regionId=6063192&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6063192)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Leonardtown%2C+Maryland%2C+United+States+of+America&regionId=6063192&latLong=38.291237%2C-76.635796&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=HOUSE_BOAT)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in

](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FLeonardtown-Vacation-Rentals.d6063192.Travel-Guide-VacationRentals)[

Sign up, it's free

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## Top Leonardtown Hotel Reviews

![River Edge Inn](https://images.trvl-media.com/lodging/93000000/92900000/92897800/92897781/3c933502_y.jpg)

### River Edge Inn

10/10 Excellent

"Muy bueno selos recomiendo "

[](https://expedia.com/Colonial-Beach-Hotels-River-Edge-Inn.h92897781.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

2/10 Terrible

"There was a terrible cigarette smell. We ended having to leave in middle of night because we could no longer stand it."

[](https://expedia.com/Lexington-Park-Hotels-Comfort-Inn-Suites.h5098394.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

"Great stay and staff. "

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

![My Place Hotel - Dahlgren/King George, VA](https://images.trvl-media.com/lodging/50000000/49170000/49169500/49169451/590fa95c_y.jpg)

### My Place Hotel - Dahlgren/King George, VA

10/10 Excellent

"Nice room. "

[](https://expedia.com/King-George-Hotels-My-Place-Hotel-Dahlgren-King-George.h49169451.Hotel-Information)

![Hampton Inn Dahlgren](https://images.trvl-media.com/lodging/6000000/5100000/5094800/5094710/79297c4d_y.jpg)

### Hampton Inn Dahlgren

10/10 Excellent

"Everything was perfect this is the only place I stay at when I’m in the area really love it here "

[](https://expedia.com/King-George-Hotels-Hampton-Inn-Dahlgren.h5094710.Hotel-Information)

![Holiday Inn Express & Suites Lexington Park-California by IHG](https://images.trvl-media.com/lodging/10000000/9750000/9742000/9741955/ff412f6a_y.jpg)

### Holiday Inn Express & Suites Lexington Park-California by IHG

10/10 Excellent

"Every thing was excellent!!!"

[](https://expedia.com/California-Hotels-Holiday-Inn-Express-Suites-Lexington-Park-California.h9741955.Hotel-Information)

![Hilton Garden Inn Solomons](https://images.trvl-media.com/lodging/2000000/1650000/1644700/1644617/0b056987_y.jpg)

### Hilton Garden Inn Solomons

10/10 Excellent

"Very clean. Nice staff."

[](https://expedia.com/Solomons-Hotels-Hilton-Garden-Inn-Solomons.h1644617.Hotel-Information)

![The Inn at Leonardtown, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2670000/2668800/2668771/5478a544_y.jpg)

### The Inn at Leonardtown, an Ascend Collection Hotel

10/10 Excellent

"The staff was very friendly and accommodating. "

[](https://expedia.com/Leonardtown-Hotels-The-Inn-At-Leonardtown.h2668771.Hotel-Information)

![Quality Inn Warsaw near Rappahannock River](https://images.trvl-media.com/lodging/1000000/80000/79500/79500/67e2a60b_y.jpg)

### Quality Inn Warsaw near Rappahannock River

10/10 Excellent

"Yes. Everything was fine "

[](https://expedia.com/Warsaw-Hotels-Quality-Inn-Warsaw-Near-Rappahannock-River.h79500.Hotel-Information)

## Find out more about Leonardtown

**Everything you need to know about Leonardtown vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Leonardtown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Leonardtown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Leonardtown vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Leonardtown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Leonardtown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $190 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Leonardtown rentals**

At Expedia, we put the best Leonardtown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Leonardtown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Leonardtown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Leonardtown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

### How many vacation rentals will I find in Leonardtown?

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

### What’s a vacation rental in Leonardtown like?

### Expedia's Latest Trends

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- [Luxury Hotels in Ocean City](https://expedia.com/Ocean-City-Hotels-Luxury-Hotel.0-0-d9151-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Gaithersburg](https://expedia.com/Gaithersburg-Hotels.d7427.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Ocean City](https://expedia.com/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)

Cars

- [Car rentals in Rockville](https://expedia.com/Car-Rentals-In-Rockville.d6353.Car-Rental-Guide)
- [Car rentals in Silver Spring](https://expedia.com/Car-Rentals-In-Silver-Spring.d6891.Car-Rental-Guide)
- [Car rentals in Frederick](https://expedia.com/Car-Rentals-In-Frederick.d6057476.Car-Rental-Guide)

Activities

- [Things to do in Annapolis](https://expedia.com/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
- [Things to do in Ocean City](https://expedia.com/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)

Packages

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

Vacation Rentals

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

General

- [Visit Ocean City](https://expedia.com/Ocean-City.dx9151)
- [Visit Chesapeake City](https://expedia.com/Chesapeake-City.dx177517)

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