Title: Dorchester County Vacation Home Rentals from CA $250: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Awesome restaurant in East new market MD. They have two paddle boats that do dinner and special event cruises ](https://images.trvl-media.com/place/3000440559/e7920e1b-cd27-48f3-a248-1e2775cca9b0.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Bill Whaley

# Dorchester County Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&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 three months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976431085&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)

## 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)

![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)

![Interior](https://images.trvl-media.com/lodging/116000000/115920000/115915900/115915900/b47b0948.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)

### Vacation Home in North Beach

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

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)

![Bar (on property)](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/c7785aa6.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)

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

### Vacation Home in Cambridge

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

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 $192

CA $475 total

includes taxes & fees

Jan 12 - Jan 13, 2026

[](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)

![Exterior](https://images.trvl-media.com/lodging/111000000/110630000/110624500/110624456/ecdbd6ac.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110630000/110624500/110624456/c87acf22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Greenwood

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

9.8/10

Exceptional

(32)

"Relaxing clean property. We love staying here to visit our sons family."

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

Amanda H.

[](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)

![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)

![Interior](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c261da12.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)

### Vacation Home in Cambridge

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

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)

### Vacation Home in Woolford

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

9.6/10

Exceptional

(24)

"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)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48380000/48378600/48378570/7c8f8b76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Downtown St. Michaels

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

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)

### Vacation Home in Reedville

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

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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103640000/103638100/103638094/fcc30818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Prince Frederick

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

10/10

Exceptional

(8)

"Everything was amazing. "

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

Lorie S.

CA $296

CA $559 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](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)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103160000/103158300/103158217/04a0bad0_edited_b5a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Lusby

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

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)

![Interior](https://images.trvl-media.com/lodging/30000000/29740000/29730800/29730737/a14c817a.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)

### Vacation Home in Salisbury

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

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)

![Interior](https://images.trvl-media.com/lodging/24000000/23590000/23588200/23588163/aee2f1df.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)

### Vacation Home in Port Republic

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

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74440000/74431100/74431012/w1342h857x3y0-16c7cbad.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)

### Vacation Home in Saint Leonard

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

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)

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

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/117000000/116480000/116479600/116479519/65ca02de.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)

### Vacation Home in Lusby

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

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)

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

### Vacation Home in Prince Frederick

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

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 $274

CA $533 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](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)

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

![Property grounds](https://images.trvl-media.com/lodging/93000000/92930000/92922000/92921948/651f3001.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)

### Vacation Home in Tilghman Island

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

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)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109200000/109194100/109194034/w1080h1440x0y450-ba4ff309.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)

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

### Vacation Home in Reedville

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

7.8/10

Good

(8)

"Nice place "

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

Luis A.

CA $103

CA $250 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](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)

![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)

![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)

### Vacation Home in Easton

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

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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/743380de.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)

### Vacation Home in Tracys Landing

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

9.8/10

Exceptional

(51)

"Very unique house! Absolutely incredible views and everything was very clean!"

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

Chad F.

[](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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/afb6f363.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)

### Vacation Home in Woolford

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

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)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/f36704f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/39c9a1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/81a65b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34350000/34340300/34340251/3c996507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cambridge

[](https://www.expedia.ca/Cambridge-Hotels-Year-Round-Waterfront-Estate-Family-Reunions-Retreats-Sleeps-28.h34340251.Hotel-Information)

10/10

Exceptional

(81)

"Great for 10 adults and 4 grandchildren!"

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

Phil S.

[](https://www.expedia.ca/Cambridge-Hotels-Year-Round-Waterfront-Estate-Family-Reunions-Retreats-Sleeps-28.h34340251.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=2026-01-14&endDate=2026-01-15&regionId=553248635976431085&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top Dorchester County Hotel Reviews

![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 "

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

![Comfort Inn & Suites Cambridge](https://images.trvl-media.com/lodging/3000000/2010000/2007700/2007686/04865cf6_y.jpg)

### Comfort Inn & Suites Cambridge

10/10 Excellent

"Great place "

[](https://expedia.ca/Cambridge-Hotels-Comfort-Inn-Suites-Cambridge.h2007686.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

"Clean room "

[](https://expedia.ca/Solomons-Hotels-Solomons-Inn-Resort-Marina.h24812.Hotel-Information)

![Tru by Hilton Georgetown](https://images.trvl-media.com/lodging/37000000/36250000/36247600/36247517/43c13260_y.jpg)

### Tru by Hilton Georgetown

10/10 Excellent

"I have stayed here before and the hotel is well kept. Staff are welcoming. Breakfast in the morning is well prepared. Having a indoor pool is great as well. "

[](https://expedia.ca/Rehoboth-Beach-Hotels-Tru-By-Hilton-Georgetown.h36247517.Hotel-Information)

![Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches](https://images.trvl-media.com/lodging/9000000/8750000/8740800/8740727/1c6278af_y.jpg)

### Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

10/10 Excellent

"All the above! Just nothing the shower handle needs a screw in it, so it would work better."

[](https://expedia.ca/Rehoboth-Beach-Hotels-Microtel-Inn-Suites-By-Wyndham-Georgetown-Delaware-Beaches.h8740727.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

"So good!!"

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

![Hampton Inn Salisbury](https://images.trvl-media.com/lodging/1000000/290000/282000/281943/633fd984_y.jpg)

### Hampton Inn Salisbury

10/10 Excellent

"Yes everything was great"

[](https://expedia.ca/Salisbury-Hotels-Hampton-Inn-Salisbury.h281943.Hotel-Information)

![Inn at Perry Cabin](https://images.trvl-media.com/lodging/1000000/20000/14600/14576/38b8c334_y.jpg)

### Inn at Perry Cabin

10/10 Excellent

"Fantastic - loved our stay!"

[](https://expedia.ca/St-Michaels-Hotels-Inn-At-Perry-Cabin.h14576.Hotel-Information)

![Days Inn & Suites by Wyndham Seaford](https://images.trvl-media.com/lodging/2000000/1620000/1610400/1610385/71c71954_y.jpg)

### Days Inn & Suites by Wyndham Seaford

10/10 Excellent

"Easy check in, spotless room quiet comfortable a great place to rest for the evening. Multiple food options near by. Very nice staff!"

[](https://expedia.ca/Seaford-Hotels-Days-Inn-Suites-By-Wyndham-Seaford.h1610385.Hotel-Information)

## Find out more about Dorchester County

## Dorchester County Vacation Homes information

| Number of reviews | 666                |
| ----------------- | ------------------ |
| Accommodation     | 497 Vacation Homes |
| Lowest Price      | CA $250            |
| Highest Price     | CA $559            |

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