Title: Chesapeake Ranch Estates-Drum Point Vacation Rentals from $274: Search Short-Term Rentals | Expedia.com

[Hotels in Chesapeake Ranch Estates-Drum Point](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Hotels.d553248634999154745.Travel-Guide-Hotels)[Car Rentals in Chesapeake Ranch Estates-Drum Point](https://expedia.com/Car-Rentals-In-Chesapeake-Ranch-Estates-Drum-Point.d553248634999154745.Car-Rental-Guide)[Chesapeake Ranch Estates-Drum Point Vacation Packages](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point.d553248634999154745.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248634999154745&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248634999154745&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=553248634999154745&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 four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=553248634999154745&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)

## Our top choices for Chesapeake Ranch Estates-Drum Point 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)

![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)

![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)

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

$258 nightly

$274 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Lusby-Hotels-Soul-Oasis-Home-On-The-Chesapeake-Bay.h93249890.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/121000000/120840000/120836100/120836005/3e37b615.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)

### 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

$627 nightly

$696 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208664/bba4693c.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.com/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.

[](https://www.expedia.com/Scotland-Hotels-Kentigern-Shed-At-Scotland-Yards.h19208664.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.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.

$241 nightly

$266 total

Mar 2 - Mar 3

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)

![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)

![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)

### 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

9.6/10

Exceptional

(11 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 2 - Mar 3

Total with taxes and fees

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

Mar 2 - Mar 3

Total with taxes and fees

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

![Pool](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/w952h953x0y0-b52c439e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/b3688b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/081bdf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/ae401628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Beach House: Spacious Deck, Grill & Views

[](https://www.expedia.com/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information)

Chesapeak beach

9.0/10

Wonderful

(6 reviews)

"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."

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

Bryan P.

$417 nightly

$439 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208612/b94ea7f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208612/fb6b4c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208612/a7989ebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19210000/19208700/19208612/bc072282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seascair at Scotland Yards

[](https://www.expedia.com/Scotland-Hotels-Seascair-At-Scotland-Yards.h19208612.Hotel-Information)

Point Lookout

9.6/10

Exceptional

(105 reviews)

"This bungalow is so cute & the private beach is wonderful! The owners were so great to communicate with. We had one of the best vacations ever! We cannot wait to come back, we enjoyed our stat so much!"

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

Jennifer G.

[](https://www.expedia.com/Scotland-Hotels-Seascair-At-Scotland-Yards.h19208612.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)

![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)

![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

Mar 2 - Mar 3

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)

![Dining](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/3a239b36.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)

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

$361 nightly

$363 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)

![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/c3b2d902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124410000/124404600/124404503/f8ead6aa.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

$247 nightly

$262 total

Mar 15 - Mar 16

Total with taxes and fees

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

![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)

![Dining](https://images.trvl-media.com/lodging/93000000/92060000/92057500/92057415/973a50f1.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)

### 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.

$370 nightly

$408 total

Mar 2 - Mar 3

Total with taxes and fees

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

$412 nightly

$437 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)

![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)

![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)

![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)

### 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 2 - Mar 3

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w508h683x258y0-7ad5c2e6.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)

![Interior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w506h683x259y0-9b301d23.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

(53 reviews)

"Great place, will stay again"

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

Matt S.

$257 nightly

$272 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/112000000/111800000/111790900/111790864/27ed1b6e.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)

![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.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.

$527 nightly

$557 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/74000000/73420000/73411600/73411578/w1920h1073x0y0-ebcbf92d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/dfa4248f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/c4394564.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/74000000/73420000/73411600/73411578/f231bc88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riverside Lodge Bed & Breakfast on the Honga River UNIT C

[](https://www.expedia.com/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-C.h73411578.Hotel-Information)

Fishing Creek

10/10

Exceptional

(11 reviews)

"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."

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

Thomas S.

$309 nightly

$328 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Fishing-Creek-Hotels-Riverside-Lodge-Bed-Breakfast-On-The-Honga-River-UNIT-C.h73411578.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)

![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)

![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

$272 nightly

$296 total

Mar 2 - Mar 3

Total with taxes and fees

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

$690 nightly

$763 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Beach](https://images.trvl-media.com/lodging/126000000/125980000/125974800/125974753/c1e1dcdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125980000/125974800/125974753/w1134h1707x1y5-cae1f7c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125980000/125974800/125974753/3b77d08f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/126000000/125980000/125974800/125974753/44eae0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Beach Retreat - 3 bedrooms with 3 queen size beds. Sleeps 6

[](https://www.expedia.com/St-Leonard-Hotels-Long-Beach-Bay-View-3-Bedroom-House-With-Three-Queen-Beds-One-Full-Bath.h125974753.Hotel-Information)

Saint Leonard

$400 nightly

$424 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/St-Leonard-Hotels-Long-Beach-Bay-View-3-Bedroom-House-With-Three-Queen-Beds-One-Full-Bath.h125974753.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=2026-03-15&endDate=2026-03-16&regionId=553248634999154745&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Ranch+Estates-Drum+Point%2C+Maryland%2C+United+States+of+America&regionId=553248634999154745&latLong=38.34528%2C-76.415813&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Ranch+Estates-Drum+Point%2C+Maryland%2C+United+States+of+America&regionId=553248634999154745&latLong=38.34528%2C-76.415813&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Ranch+Estates-Drum+Point%2C+Maryland%2C+United+States+of+America&regionId=553248634999154745&latLong=38.34528%2C-76.415813&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Ranch+Estates-Drum+Point%2C+Maryland%2C+United+States+of+America&regionId=553248634999154745&latLong=38.34528%2C-76.415813&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=APARTMENT)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chesapeake+Ranch+Estates-Drum+Point%2C+Maryland%2C+United+States+of+America&regionId=553248634999154745&latLong=38.34528%2C-76.415813&adults=2&startDate=2026-05-30&d1=2026-05-30&endDate=2026-06-02&d2=2026-06-02&lodging=HOUSE_BOAT)

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## Top Chesapeake Ranch Estates-Drum Point Hotel Reviews

![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"

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

"Everything was great! We will stay there again."

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

"Hotel had been nicely updated. Great room and very clean. "

[](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

"Friendly staff. Responded when needed and service was exceptional "

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

![avid Hotels California Lexington Park by IHG](https://images.trvl-media.com/lodging/119000000/118640000/118639700/118639639/91979b08_y.jpg)

### avid Hotels California Lexington Park by IHG

10/10 Excellent

"The room was very clean, comfortable, well lit. "

[](https://expedia.com/California-Hotels-Avid-Hotels-California-Lexington-Park-By-Ihg.h118639639.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

"Very nice and helpful staff."

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

"Yes we love it there. The only issue was the tub kept running out of hot water. Everything else was great! "

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

![Soul Oasis - home on the Chesapeake Bay](https://images.trvl-media.com/lodging/94000000/93250000/93249900/93249890/0974d8c9_y.jpg)

### Soul Oasis - home on the Chesapeake Bay

10/10 Excellent

"Gorgeous. Host is very welcoming and available. Clear instructions, which are super helpful. Peaceful and stunning location. Thank you, Teresa!"

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

## Find out more about Chesapeake Ranch Estates-Drum Point

**Everything you need to know about Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chesapeake Ranch Estates-Drum Point vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chesapeake Ranch Estates-Drum Point. 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 Chesapeake Ranch Estates-Drum Point 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 $274 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 Chesapeake Ranch Estates-Drum Point rentals**

At Expedia, we put the best Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point 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 Chesapeake Ranch Estates-Drum Point. 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 Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Private-Vacation-Homes.d553248634999154745-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Cottages.d553248634999154745-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Apartments.d553248634999154745-aaApartments.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Cabins.d553248634999154745-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Agritourism.d553248634999154745-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Bed-And-Breakfast.d553248634999154745-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Houseboats in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Houseboats.d553248634999154745-aaHouseboats.Travel-Guide-Accommodation)
- [Motels in Chesapeake Ranch Estates-Drum Point ](https://expedia.com/Chesapeake-Ranch-Estates-Drum-Point-Motels.d553248634999154745-aaMotels.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Chesapeake Ranch Estates-Drum Point?

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