Dorchester County Holiday Rentals

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Top Holiday Rentals Destinations in Dorchester County

Resort in Cambridge

4.0 star property
8.8 out of 10, Excellent, (1006)
"Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. "
United States
Daniel
The price is NZ$399
includes taxes & fees
15 Dec - 16 Dec
Hyatt Regency Chesapeake Bay

Comfort Inn & Suites Cambridge

2.5 star property
8.2 out of 10, Very good, (787)
"Great staff and clean hotel"
United States
Jean
The price is NZ$212
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Cambridge

Cambridge Inn

2.0 star property
5.2 out of 10, (547)
"The motel looked to be recently updated, and was clean and neat. Parking was convenient. Staff was friendly and helpful. "
United States
Linda
Cambridge Inn

Days Inn & Suites by Wyndham Cambridge

2.5 star property
6.6 out of 10, (1008)
"Beautifully decorated room. Very clean. Nice and friendly staff."
United States
Barbara
The price is NZ$136
includes taxes & fees
14 Dec - 15 Dec
Days Inn & Suites by Wyndham Cambridge

Holiday Inn Express Cambridge by IHG

2.5 star property
8.8 out of 10, Excellent, (753)
"Check-in was quick and easy. Room is clean, bed is comfy. "
United States
Kimberly
The price is NZ$215
includes taxes & fees
3 Dec - 4 Dec
Holiday Inn Express Cambridge by IHG

Bed & Breakfast in East New Market

4.0 star property
10.0 out of 10, Exceptional, (161)
"Clean & spacious room. Amazing hospitality. Excellent communication!"
United States
Chin
The price is NZ$348
includes taxes & fees
14 Dec - 15 Dec
Marvel's on the Creek

Farmstay in Fishing Creek

10.0 out of 10, Exceptional, (51)
"Very cozy comfortable house. It had everything we needed, great location and views, would definitely rent again!"
United States
sherrie g.
Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Farmstay in Cambridge

10.0 out of 10, Exceptional, (12)
"We had a wonderful time on our family trip at this property. We had a large group and there was space for everyone. You do need to go through some bedrooms to get to others but we were able this work without too much difficulty. We liked being able to split our time between the beach and the pool in the hot weather we had. The location wasn’t too far out of town and very close to a boat ramp which was a positive for us. Overall we had a very nice time. "
United States
Emily M.
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier

Bed & Breakfast in Downtown Cambridge

3.0 star property
8.0 out of 10, Very good, (27)
"We were NOT able to stay at the Phillips Inn because Travelocity screwed up the reservation. Travelocity said the res was confirmed, no need to call the property. I called day before arrival and was told they could not honor the res due to the death of the owner May 22. I made the res May 25. On June 22 Travelocity still had no idea the owner was deceased or what the property was doing. Call Travelocity Customer Service, 2 hour wait to talk to CSR. Used callback option, got call about 3 1/2...
United States
Anonymous traveller
The Albanus Phillips Inn

Bed & Breakfast in Fishing Creek

9.8 out of 10, Exceptional, (6)
"The property was absolutely beautiful. The lodge is perfect for birders and provides close proximity to Blackwater NWR. The staff were awesome and provided for a perfect stay. No complaints! A wonderful atmosphere and great conditions. "
United States
will
The price is NZ$567
includes taxes & fees
2 Dec - 3 Dec
Riverside Lodge Bed & Breakfast on the Honga River UNIT A

Bed & Breakfast in Fishing Creek

10.0 out of 10, Exceptional, (1)
"Beautiful, serene, relaxing stay with delicious food and beautiful claiming atmosphere. Would definitely recommend! "
United States
Laura
The price is NZ$567
includes taxes & fees
2 Dec - 3 Dec
Riverside Lodge Bed & Breakfast on the Honga River UNIT B

Farmstay in Cambridge

Remarkable waterfront property on 270 acres

Lodge in East New Market

10.0 out of 10, Exceptional, (28)
"Beautiful Place would recommend for a relaxing weekend "
United States
ROSEANN F.
A little slice of heaven on the Choptank River Sept 19 to 23 is now open

Farmstay in Cambridge

Historic Farmhouse on the Chesapeake Bay! PANORAMIC Waterfront Sunsets. 🌅
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.

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Top Dorchester County Hotel Reviews

Find out more about Dorchester County

Everything you need to know about Dorchester County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dorchester County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Dorchester County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dorchester County holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dorchester County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dorchester County holiday rentals we have selected for you start as low as NZ$443 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dorchester County rentals

At Expedia, we put the best Dorchester County holiday 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 Dorchester County 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 Dorchester County holiday.

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