Title: St. Leonard Vacation Rentals from $269: Search Short-Term Rentals | Expedia.com

[St. Leonard Travel Guide](https://expedia.com/St-Leonard.dx6340492)[Hotels in St. Leonard](https://expedia.com/St-Leonard-Hotels.d6340492.Travel-Guide-Hotels)[Flights to St. Leonard](https://expedia.com/Cheap-Flights-To-St-Leonard.d6340492.Travel-Guide-Flights)[Car Rentals in St. Leonard](https://expedia.com/Car-Rentals-In-St-Leonard.d6340492.Car-Rental-Guide)[St. Leonard Vacation Packages](https://expedia.com/St-Leonard.d6340492.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=6340492&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6340492&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 three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6340492&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6340492&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for St. Leonard vacation rentals

![Exterior](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/w1014h683x5y0-3c9c9ed6.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)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/65528bfe.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.com/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.Hotel-Information)

Lusby

10/10

Exceptional

(41 reviews)

"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."

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

Samuel W.

$254 nightly

$269 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)

![Beach nearby](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/3f3bd4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/42bbbfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/28005d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/bf60932b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to Beach! King Bed & Free Beach Passes

[](https://www.expedia.com/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information)

North Beach

10/10

Exceptional

(18 reviews)

"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"

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

Jennifer B.

$281 nightly

$310 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.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)

![Interior](https://images.trvl-media.com/lodging/97000000/96640000/96637800/96637704/d31a8fd6.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.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)

"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "

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

Berenice N.

$271 nightly

$299 total

Feb 16 - Feb 17

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/5ae97cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/4d65add6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/e7ff4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/57a1dbf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Waterfront Retreat in Cambridge!

[](https://www.expedia.com/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information)

Cambridge

10/10

Exceptional

(50 reviews)

"The house was completely spotless - the location was perfect! And the host included a s'mores kit, and baited crab traps and had them waiting with crabs in them when we arrived! This was an excellent weekend - we would recommend Hudson House to anyone!"

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

Elizabeth G.

$455 nightly

$482 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.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)

![Exterior](https://images.trvl-media.com/lodging/38000000/37270000/37269100/37269068/w2046h1366x0y0-bfbcfcf3.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)

![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

Feb 16 - Feb 17

Total with taxes and fees

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

![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)

![Marina](https://images.trvl-media.com/lodging/125000000/124400000/124392300/124392247/ba6d1348.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)

### Coles Point Marina

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

Hague

$344 nightly

$375 total

Feb 16 - Feb 17

Total with taxes and fees

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

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

![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108480000/108474800/108474729/e53dda4a.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)

### 4-BR Waterfront Turret Home

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

$705 nightly

$779 total

Feb 16 - Feb 17

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/121000000/120600000/120598600/120598593/b05707c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120600000/120598600/120598593/a765e991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120600000/120598600/120598593/6f7d514d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120600000/120598600/120598593/d9cab551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Retreat | Sunset Views + Outdoor Lounge

[](https://www.expedia.com/HE-Potomac-Vista-Cottage.h120598593.Hotel-Information)

Leonardtown

$376 nightly

$379 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/HE-Potomac-Vista-Cottage.h120598593.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x258y0-d94bdb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w509h683x258y0-2cb187b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w506h683x259y0-9b301d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w904h683x60y0-e98964a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Getaway with Dock

[](https://www.expedia.com/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information)

Woolford

10/10

Exceptional

(52 reviews)

"Great place, will stay again"

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

Matt S.

$263 nightly

$279 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.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)

![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)

![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)

### 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)

"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "

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

Julie I.

$433 nightly

$472 total

Feb 18 - Feb 19

Total with taxes and fees

[](https://www.expedia.com/Montross-Hotels-Modern-Waterfront-Home-With-Kayak.h96086287.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/ed18b7e6.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/121000000/120840000/120836100/120836005/2f8e6449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Lusby

$473 nightly

$525 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Lusby-Hotels-Hot-Tub-Beach-Access-Lakefront-Getaway-In-Lusby.h120836005.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/112000000/111800000/111790900/111790864/27ed1b6e.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.

$513 nightly

$543 total

Mar 10 - Mar 11

Total with taxes and fees

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

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

![Interior](https://images.trvl-media.com/lodging/125000000/124570000/124560700/124560669/a65aa0c6.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)

### 2 Bedroom Cottage at Coles Point Marina

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

Hague

$273 nightly

$297 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/f894c631.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)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/587fc9a1.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.

$357 nightly

$359 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)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/3f6b4c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/960e2739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/fcc4baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d811e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### WATERFRONT!! \*\*HOT TUB\*\* 3 bedroom Oasis on 2+ acres - Sleeps 8

[](https://www.expedia.com/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information)

Cambridge

10/10

Exceptional

(14 reviews)

"Amazing news out of the back.Great for kayaking.We brought our own kayaksAnd also use yoursThere were four of usWe also took a nice trip over to Saint Michael’s"

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

Sandy S.

$499 nightly

$529 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information)

![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/116000000/115670000/115667000/115666971/3438ca7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115670000/115667000/115666971/a1905eef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/116000000/115670000/115667000/115666971/ef47a932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115670000/115667000/115666971/c98eaa10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

[](https://www.expedia.com/Lusby-Hotels-Waterfront-Home-On-Mill-Creek-5BR-Hot-Tub-Kayaks.h115666971.Hotel-Information)

Lusby

10/10

Exceptional

(1 review)

"We loved our stay! Lovely home, beautiful view"

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

Sarah R.

$868 nightly

$874 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Lusby-Hotels-Waterfront-Home-On-Mill-Creek-5BR-Hot-Tub-Kayaks.h115666971.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/986120f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/be9b6a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/a99751d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/62000000/61630000/61620200/61620102/12b83ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Come relax yourself a while

[](https://www.expedia.com/Mechanicsville-Hotels-Come-Relax-Yourself-A-While.h61620102.Hotel-Information)

Mechanicsville

$532 nightly

$587 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Mechanicsville-Hotels-Come-Relax-Yourself-A-While.h61620102.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)

![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.

$421 nightly

$465 total

Feb 16 - Feb 17

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119326200/119326164/983ed907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119330000/119326200/119326164/dba59a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119330000/119326200/119326164/ba1f7453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/120000000/119330000/119326200/119326164/a2b12a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Waterfront 3-bedroom house in Piney Point

[](https://www.expedia.com/Piney-Point-Hotels-Charming-Waterfront-3-Bedroom-House-In-Piney-Point.h119326164.Hotel-Information)

Piney Point

10/10

Exceptional

(1 review)

"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "

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

Kit C.

$519 nightly

$573 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Piney-Point-Hotels-Charming-Waterfront-3-Bedroom-House-In-Piney-Point.h119326164.Hotel-Information)

![Smart TV, fireplace, computer monitors, printers](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/e5e72f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/w1024h679x0y0-883313d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/672659cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96850000/96845700/96845663/w1024h680x0y3-d4aa18cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Modern Farmhouse

[](https://www.expedia.com/Waldorf-Hotels-Tranquil-Modern-Farmhouse.h96845663.Hotel-Information)

Waldorf

9.2/10

Wonderful

(7 reviews)

"This property was super gorgeous and spacious so we were able to relax. Guests had more than enough space and didn’t feel like they were on top of each other sleeping wise! We were able to just have dinner and feel safe! The owner answered any questions we had within 15 minutes, which was super helpful! "

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

khaddija j.

$555 nightly

$612 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Waldorf-Hotels-Tranquil-Modern-Farmhouse.h96845663.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=2026-03-01&endDate=2026-03-02&regionId=6340492&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

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[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6340492)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=St.+Leonard%2C+Maryland%2C+United+States+of+America&regionId=6340492&latLong=38.474285%2C-76.506344&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=St.+Leonard%2C+Maryland%2C+United+States+of+America&regionId=6340492&latLong=38.474285%2C-76.506344&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=St.+Leonard%2C+Maryland%2C+United+States+of+America&regionId=6340492&latLong=38.474285%2C-76.506344&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=St.+Leonard%2C+Maryland%2C+United+States+of+America&regionId=6340492&latLong=38.474285%2C-76.506344&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=St.+Leonard%2C+Maryland%2C+United+States+of+America&regionId=6340492&latLong=38.474285%2C-76.506344&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CABIN)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=St.+Leonard%2C+Maryland%2C+United+States+of+America&regionId=6340492&latLong=38.474285%2C-76.506344&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=HOUSE_BOAT)

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## Top St. Leonard Hotel Reviews

![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

"Very clean room. Staff is so friendly."

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

![Rod 'N' Reel Resort](https://images.trvl-media.com/lodging/2000000/1060000/1050500/1050433/4803b1f5_y.jpg)

### Rod 'N' Reel Resort

10/10 Excellent

"Newly remodeled rooms. Very clean. Staff was so friendly and courteous! I love the fact there are two restaurants on site. "

[](https://expedia.com/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.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

"Very nice place Very nice people!"

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

![Quality Inn Solomons - Beacon Marina](https://images.trvl-media.com/lodging/1000000/30000/22800/22769/e6e80a26_y.jpg)

### Quality Inn Solomons - Beacon Marina

10/10 Excellent

"Helpful staff "

[](https://expedia.com/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.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

"Very clean "

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

![Solomons Inn Resort & Marina](https://images.trvl-media.com/lodging/1000000/30000/24900/24812/d9855215_y.jpg)

### Solomons Inn Resort & Marina

10/10 Excellent

"Everything was great just need better outlets and b8gger fridge "

[](https://expedia.com/Solomons-Hotels-Solomons-Inn-Resort-Marina.h24812.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

"Had no breakfast"

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

![Springhill Suites by Marriott Prince Frederick](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661950/39882431_y.jpg)

### Springhill Suites by Marriott Prince Frederick

10/10 Excellent

"This is a great hotel to visit. The staff is super friendly, the rooms are very clean and the parking is free with plenty of spaces available. It’s conveniently located to all the shops, restaurants and entertainment. I’m definitely visiting again soon!"

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

![SureStay by Best Western Prince Frederick](https://images.trvl-media.com/lodging/102000000/101340000/101332200/101332130/f3d25a76_y.jpg)

### SureStay by Best Western Prince Frederick

10/10 Excellent

"For being a cheap hotel, this place was great. My only complaint is that there's no elevator. No big deal if you're on the first floor, but it's annoying if you're on the second floor. "

[](https://expedia.com/Prince-Frederick-Hotels-Prince-Frederick.h101332130.Hotel-Information)

## Find out more about St. Leonard

**Everything you need to know about St. Leonard 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 St. Leonard 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 St. Leonard vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**St. Leonard vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in St. Leonard. 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 St. Leonard 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 $269 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 St. Leonard rentals**

At Expedia, we put the best St. Leonard 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 St. Leonard 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 St. Leonard 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 St. Leonard. 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

- Trending destinations on Expedia.com
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- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in St. Leonard ](https://expedia.com/St-Leonard-Private-Vacation-Homes.d6340492-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in St. Leonard ](https://expedia.com/St-Leonard-Cottages.d6340492-aaCottages.Travel-Guide-Accommodation)
- [Apartments in St. Leonard ](https://expedia.com/St-Leonard-Apartments.d6340492-aaApartments.Travel-Guide-Accommodation)
- [Farmstay in St. Leonard ](https://expedia.com/St-Leonard-Agritourism.d6340492-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in St. Leonard ](https://expedia.com/St-Leonard-Cabins.d6340492-aaCabins.Travel-Guide-Accommodation)
- [B&B in St. Leonard ](https://expedia.com/St-Leonard-Bed-And-Breakfast.d6340492-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in St. Leonard ](https://expedia.com/St-Leonard-Motels.d6340492-aaMotels.Travel-Guide-Accommodation)
- [Inns in St. Leonard ](https://expedia.com/St-Leonard-Inns.d6340492-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in St. Leonard ](https://expedia.com/St-Leonard-Guest-Houses.d6340492-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in St. Leonard ](https://expedia.com/St-Leonard-Condos.d6340492-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in St. Leonard?

### What's the top vacation rental that St. Leonard has to offer?

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### What’s there to see and do in St. Leonard?

### What’s a vacation rental in St. Leonard like?

### Expedia's Latest Trends

Hotels

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Flights

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

Vacation Rentals

- [Ocean City Short Term 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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