Title: Dorchester County Vacation Home Rentals from CA $251: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Blackwater National Wildlife Refuge](https://images.trvl-media.com/place/6340491/b776fe73-cb05-40aa-bcb2-f329182b796f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Dorchester County Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&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)

## Top Cities in Dorchester County

![Cambridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253345-Cambridge-Easternshore.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Cambridge

[](https://expedia.ca/Cambridge-Private-Vacation-Homes.d6608-aaPrivateVacationHomes.Travel-Guide-Accommodation)

## Our top choices for Dorchester County vacation homes

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115920000/115915900/115915900/w1290h1714x0y14-f0c33c6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115920000/115915900/115915900/7a22672e_edited_eae3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115920000/115915900/115915900/b47b0948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115920000/115915900/115915900/634c5499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cozy Crab- Your Charming Haven in Lovely North Beach!

[](https://www.expedia.ca/Owings-Hotels-The-Cozy-Crab-Your-Charming-Haven-In-Lovely-North-Beach.h115915900.Hotel-Information)

North Beach

9.8/10

Exceptional

(16)

"Nice place to stay,very close to the beach "

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

James L.

[](https://www.expedia.ca/Owings-Hotels-The-Cozy-Crab-Your-Charming-Haven-In-Lovely-North-Beach.h115915900.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/51cd6ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/9ab957a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/b3c1fc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/1792ceb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information)

Cambridge

9.6/10

Exceptional

(20)

"The place was wonderful beautiful views of harbor, extremely clean and well appointed. Great restaurants we ate at RAR, great beer and food. Christopher’ Corner great dinner food fabulous and cocktails, highly recommend. Blackwater Cafe wonderful breakfast. "

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

deb j.

CA $179

CA $463 total

includes taxes & fees

Jan 7 - Jan 8

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110630000/110624500/110624456/5d4c0868.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/111000000/110630000/110624500/110624456/664d3b8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/111000000/110630000/110624500/110624456/8a3e2d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110630000/110624500/110624456/ecdbd6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

[](https://www.expedia.ca/Greenwood-Hotels-Backroad-Getaway-Newly-Build-3-Bedroom-Retreat-In-Greenwood-With-WiFi.h110624456.Hotel-Information)

Greenwood

9.8/10

Exceptional

(32)

"Gorgeous house with all the amenities that we could need. Would definitely stay here again!"

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

Kate W.

[](https://www.expedia.ca/Greenwood-Hotels-Backroad-Getaway-Newly-Build-3-Bedroom-Retreat-In-Greenwood-With-WiFi.h110624456.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/d6394886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c299076c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c8bcbd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/cdb20515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock

[](https://www.expedia.ca/Cambridge-Hotels-NEW-Gorgeous-Waterfront-Estate-In-Cambridge-Md.h89179147.Hotel-Information)

Cambridge

9.8/10

Exceptional

(7)

"Wow! What an incredible property and house. We were a group of families with small kids, and it was heaven for them playing in the pool, on the dock, on the playground, and in the expansive yard. Lots of beautiful sunsets on the patio for the grown-ups too. We never had to leave. Can't recommend highly enough. "

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

Lea F.

[](https://www.expedia.ca/Cambridge-Hotels-NEW-Gorgeous-Waterfront-Estate-In-Cambridge-Md.h89179147.Hotel-Information)

![Smart TV, books, printers](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/60be688f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/32d5fc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/04b58eb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/de3dd7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

[](https://www.expedia.ca/Woolford-Hotels-The-Blue-Heron-Spacious-Waterfront-Eastern-Shore-Getaway-With-Kayaks.h95854099.Hotel-Information)

Woolford

9.4/10

Exceptional

(25)

"This property is beautiful and perfect for large groups. There is plenty of room and very inviting. We had a great time!"

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

Shannon T.

[](https://www.expedia.ca/Woolford-Hotels-The-Blue-Heron-Spacious-Waterfront-Eastern-Shore-Getaway-With-Kayaks.h95854099.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/b94b1ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/7c62e911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/fb9a7f0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/38fa4ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

[](https://www.expedia.ca/St-Michaels-Hotels-Carpenter-Alley-Newly-Renovated-Cottage-In-Center-Of-Historic-St-Michaels.h48378570.Hotel-Information)

Downtown St. Michaels

9.8/10

Exceptional

(46)

"Conveniently located!"

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

Jennifer E.

[](https://www.expedia.ca/St-Michaels-Hotels-Carpenter-Alley-Newly-Renovated-Cottage-In-Center-Of-Historic-St-Michaels.h48378570.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/60000000/59830000/59829300/59829267/cb8d27bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/60000000/59830000/59829300/59829267/27eaf024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59830000/59829300/59829267/799cb05e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/60000000/59830000/59829300/59829267/w1125h632x0y8-a2eec5d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded, Waterfront Retreat: Fire pit, Private Dock, Game Room, Kayaks!

[](https://www.expedia.ca/Reedville-Hotels-Blue-Crab-Hideaway-A-Waterfront-Retreat.h59829267.Hotel-Information)

Reedville

9.8/10

Exceptional

(63)

"What a wonderful stay!!"

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

Anonymous traveller

[](https://www.expedia.ca/Reedville-Hotels-Blue-Crab-Hideaway-A-Waterfront-Retreat.h59829267.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/624fee99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/9a1b795e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/598c5e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/7a849270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Prince Frederick

10/10

Exceptional

(8)

"Everything was amazing. "

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

Lorie S.

CA $297

CA $561 total

includes taxes & fees

Jan 14 - Jan 15

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103160000/103158300/103158217/0a589999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/104000000/103160000/103158300/103158217/2951460e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103160000/103158300/103158217/c5f809c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103160000/103158300/103158217/4b16f855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shewell's A-Frame on Mill Creek

[](https://www.expedia.ca/Lusby-Hotels-Shewells-A-Frame-On-Mill-Creek.h103158217.Hotel-Information)

Lusby

10/10

Exceptional

(10)

"Very nice with full amenities. Perfect for us and our dog!"

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

Gaynel

[](https://www.expedia.ca/Lusby-Hotels-Shewells-A-Frame-On-Mill-Creek.h103158217.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/30000000/29740000/29730800/29730737/w3264h2376x0y72-cf38edf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/30000000/29740000/29730800/29730737/cf792d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/30000000/29740000/29730800/29730737/ae8bd2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29740000/29730800/29730737/b43b3e2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcome to Mabel Rose - Delightful 3 bedroom home on the Eastern Shore

[](https://www.expedia.ca/Salisbury-Hotels-Welcome-To-Mabel-Rose-Delightful-3-Bedroom-Home-On-The-Eastern-Shore.h29730737.Hotel-Information)

Salisbury

10/10

Exceptional

(104)

"Great place"

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

Frank B.

[](https://www.expedia.ca/Salisbury-Hotels-Welcome-To-Mabel-Rose-Delightful-3-Bedroom-Home-On-The-Eastern-Shore.h29730737.Hotel-Information)

![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/24000000/23590000/23588200/23588163/b86367bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/24000000/23590000/23588200/23588163/7fc0c365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23590000/23588200/23588163/9a79f1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/24000000/23590000/23588200/23588163/aee2f1df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

[](https://www.expedia.ca/Port-Republic-Hotels-Special-Rates.h23588163.Hotel-Information)

Port Republic

10/10

Exceptional

(124)

"Well, what a great time we had at this house the house is exactly as advertised, tidy, clean, comfortable, everything close. The view was beautiful, our vacation was amazing. Alicia was very responsive to any question that we had. We definitely would rent again!"

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

Misael A A.

[](https://www.expedia.ca/Port-Republic-Hotels-Special-Rates.h23588163.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74440000/74431100/74431012/ac555e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74440000/74431100/74431012/8a17db05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74440000/74431100/74431012/bd96cbc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74440000/74431100/74431012/e13a9d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Discover tranquility near Calvert Cliffs 

[](https://www.expedia.ca/St-Leonard-Hotels-Waterfront-House-With-Private-Beach-And-Pier.h74431012.Hotel-Information)

Saint Leonard

9.8/10

Exceptional

(18)

"Comfortable beds, large house with awesome views…had a great experience"

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

Deborah R.

[](https://www.expedia.ca/St-Leonard-Hotels-Waterfront-House-With-Private-Beach-And-Pier.h74431012.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116480000/116479600/116479519/8a93ea05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116480000/116479600/116479519/ad82018a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116480000/116479600/116479519/0d445deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/117000000/116480000/116479600/116479519/4b5fad5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mid-Century Modern Lake House – Gorgeous Fall Views, Fire pit, Sauna, 4BR

[](https://www.expedia.ca/Lusby-Hotels-Midcentury-Modern-Lake-House.h116479519.Hotel-Information)

Lusby

9.6/10

Exceptional

(7)

"Nice lake front view. Spacious living room. "

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

Kijung S.

[](https://www.expedia.ca/Lusby-Hotels-Midcentury-Modern-Lake-House.h116479519.Hotel-Information)

![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)

![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/287cc71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Dining](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522263/a1c3089f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Prince Frederick

9.6/10

Exceptional

(5)

"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.

CA $275

CA $534 total

includes taxes & fees

Jan 12 - Jan 13

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92930000/92922000/92921948/2eb71d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92930000/92922000/92921948/c6dd7833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/93000000/92930000/92922000/92921948/eb53d0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/93000000/92930000/92922000/92921948/59d3c305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heart of Tilghman Island | Pet Friendly | Perfect for Weddings Guests & Families

[](https://www.expedia.ca/Tilghman-Hotels-4-Bedroom-Retreat-Modern.h92921948.Hotel-Information)

Tilghman Island

10/10

Exceptional

(14)

"Absolutely, amazing experience! Would highly recommend this house."

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

Michael H.

[](https://www.expedia.ca/Tilghman-Hotels-4-Bedroom-Retreat-Modern.h92921948.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/8436c5d6_edited_0c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/28007bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/w1080h1440x0y450-bf5cd4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/w1080h1440x0y450-d914a08a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

[](https://www.expedia.ca/Reedville-Hotels-Charming-3-Bedroom-House-With-WiFi.h109194034.Hotel-Information)

Reedville

7.8/10

Good

(8)

"Nice place "

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

Luis A.

CA $103

CA $251 total

includes taxes & fees

Jan 6 - Jan 7

[](https://www.expedia.ca/Reedville-Hotels-Charming-3-Bedroom-House-With-WiFi.h109194034.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100800000/100794400/100794304/3322589a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100800000/100794400/100794304/849df086.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100800000/100794400/100794304/9037a7c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/101000000/100800000/100794400/100794304/w902h683x61y0-ef852e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

[](https://www.expedia.ca/Easton-Hotels-Woodwind-Manor-On-The-Tred-Avon-Minutes-To-St-Michaels-And-Easton.h100794304.Hotel-Information)

Easton

10/10

Exceptional

(11)

"Great property for a family summer vacation and to just relax by the pool, kayak, fish off the dock, and head to town for ice cream or crabs."

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

Anonymous traveller

[](https://www.expedia.ca/Easton-Hotels-Woodwind-Manor-On-The-Tred-Avon-Minutes-To-St-Michaels-And-Easton.h100794304.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/6651f277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/f2dfd0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/8acee54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/b6ac87da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

[](https://www.expedia.ca/Spacious-5-Bedroom-Waterfront-Oasis-With-Private-Dock.h84356021.Hotel-Information)

Tracys Landing

9.8/10

Exceptional

(51)

"Amazing stay! The home was well equipped with everything to make our stay easy and was so clean. "

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

Elena V.

[](https://www.expedia.ca/Spacious-5-Bedroom-Waterfront-Oasis-With-Private-Dock.h84356021.Hotel-Information)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/w1624h1084x0y2-ec718b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/580dc6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/f9c952d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/28ff1584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

###  Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

[](https://www.expedia.ca/Woolford-Hotels-Newer-Luxury-Waterfront-Beach.h33549150.Hotel-Information)

Woolford

9.8/10

Exceptional

(75)

"We enjoyed our stay in Woolford. The day was filled with fishing, swimming and boating. Thank you again for sharing your property with our family."

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

Linda S.

[](https://www.expedia.ca/Woolford-Hotels-Newer-Luxury-Waterfront-Beach.h33549150.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/656bbb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/8dd36ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/4d1548ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/1704487d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

[](https://www.expedia.ca/Drayden-Hotels-Spacious-Waterfront-Home-Secluded-On-60-Ac-With-Beach-And-Boat-Ramp.h65377150.Hotel-Information)

Drayden

9.8/10

Exceptional

(79)

"We had a great time. The property is quiet and beautiful. Rick was extremely nice and very helpful. We will definitely go back. "

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

cindy y.

[](https://www.expedia.ca/Drayden-Hotels-Spacious-Waterfront-Home-Secluded-On-60-Ac-With-Beach-And-Boat-Ramp.h65377150.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-19&endDate=2026-01-20&regionId=553248635976431085&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cottages

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Private vacation homes

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Apartments

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Condos

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Villas

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Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Dorchester+County%2C+Maryland%2C+United+States+of+America&regionId=553248635976431085&latLong=38.571462%2C-76.076318&adults=2&startDate=2026-04-05&d1=2026-04-05&endDate=2026-04-08&d2=2026-04-08&lodging=CABIN)

Houseboats

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## Top Dorchester County 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

"Smooth check in, courteous staff, clean and comfortable room."

[](https://expedia.ca/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

"Everything stood out. The staff was incredibly friendly, the hotel was so clean. The pool and hot tub are AWESOME. I had the suite which had a separate bedroom. There were two TVs in the room, plenty of closet space and space in the other area for relaxing on the couch. The bathroom was great, water pressure ON POINT! This will definitely be my place to stay moving forward!"

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

![Holiday Inn Express Cambridge by IHG](https://images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17_y.jpg)

### Holiday Inn Express Cambridge by IHG

10/10 Excellent

"Very clean room. Quiet. Easy check in. Early breakfast."

[](https://expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.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

"Nice clean room, nice staff, good food. "

[](https://expedia.ca/Chesapeake-Beach-Hotels-Rod-N-Reel-Resort.h1050433.Hotel-Information)

![Microtel Inn & Suites by Wyndham Salisbury](https://images.trvl-media.com/lodging/1000000/800000/795300/795277/3268c191_y.jpg)

### Microtel Inn & Suites by Wyndham Salisbury

10/10 Excellent

"Clean Room, very friendly staff’"

[](https://expedia.ca/Salisbury-Hotels-Microtel-Inn-Suites-By-Wyndham-Salisbury.h795277.Hotel-Information)

![Hampton Inn & Suites Salisbury/Fruitland](https://images.trvl-media.com/lodging/3000000/2220000/2212000/2211931/578c88da_y.jpg)

### Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent

"Clean hotel. Polite employees. Located in an areas with restaurants and shopping."

[](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Suites-Fruitland.h2211931.Hotel-Information)

![Best Western Plus Easton Inn & Suites](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg)

### Best Western Plus Easton Inn & Suites

10/10 Excellent

"Clean room and friendly staff!"

[](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information)

![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/38a42051_y.jpg)

### The Wildset

10/10 Excellent

"Super clean room! Excellent breakfast. Very comfortable bed and linens. Great happy hour downstairs. Love making s'mores by the fire pit. Very lovely staff. Great to see Veronica again!"

[](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information)

![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg)

### Hyatt Regency Chesapeake Bay

10/10 Excellent

"Great rooms, amenities, staff"

[](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information)

## Find out more about Dorchester County

## Dorchester County Vacation Homes information

| Number of reviews | 682                |
| ----------------- | ------------------ |
| Accommodation     | 497 Vacation Homes |
| Lowest Price      | CA $251            |
| Highest Price     | CA $561            |

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- [Flights from Toronto (YYZ) to Cambridge (CGE) ](https://www.expedia.ca/lp/flights/yyz/cge/toronto-to-cambridge)

- [Bill Burton Fishing Pier State Park ](https://www.expedia.ca/Bill-Burton-Fishing-Pier-State-Park-Trappe.d553248633992438879.Vacation-Attraction)
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- [Long Wharf Park ](https://www.expedia.ca/Long-Wharf-Park-Cambridge.d6286116.Vacation-Attraction)

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