A lighthouse on a pier with a red roof and white walls, surrounded by calm water.

Vacation Rentals in Dorchester County

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Top Cities in Dorchester County

A lighthouse on a pier with a boat docked below.
Vacation RentalsVacation Rentals

Cambridge

Cambridge

Our top choices for Dorchester County vacation rentals

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

1. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
$228 nightly
The price is $242
Nov 16 - Nov 17
Total with taxes and fees
Sailwinds Loft at Cambridge Creek
A living room with two grey sofas, a coffee table, and a ceiling fan.

2. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
United States
LOIS
$291 nightly
The price is $323
Nov 14 - Nov 15
Total with taxes and fees
Cambridge Apt in Walkable Neighborhood
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

3. Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Cambridge
9.4 out of 10, Exceptional, (26 reviews)
"Pet friendly!"
United States
Mary Beth S.
$352 nightly
The price is $373
Dec 13 - Dec 14
Total with taxes and fees
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
A marina with boats docked, a water tower, and residential buildings with balconies.

4. Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym

Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"We only stayed one night but wouldn't hesitate to come back and stay for a few days. Beautiful home overlooking the docks."
United States
mike
$414 nightly
The price is $458
Nov 13 - Nov 14
Total with taxes and fees
Marina Views | 3BR Downtown Townhouse, Heated Decks, Pool & Gym
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

5. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (15 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
$350 nightly
The price is $371
Dec 13 - Dec 14
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
A kitchen with white cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink.

6. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (69 reviews)
"Excellent stay! Just as described! Very quiet, private location."
United States
Mills Family A.
$239 nightly
The price is $253
Nov 15 - Nov 16
Total with taxes and fees
Waterfront Getaway with Dock
A living room with two grey sofas, a coffee table, and a ceiling fan.

7. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
Cambridge
8.0 out of 10, Very good, (4 reviews)
"great location."
United States
Anonymous traveler
$282 nightly
The price is $312
Nov 14 - Nov 15
Total with taxes and fees
Cambridge Apt in Walkable Neighborhood
A dining area with a round table, chairs, and a decorative table runner.

8. More, than just a place to sleep - welcome home!

More, than just a place to sleep - welcome home!
Cambridge
$351 nightly
The price is $389
Nov 15 - Nov 16
Total with taxes and fees
More, than just a place to sleep - welcome home!
A wooden interior with a dining area, sofas, and a table.

9. WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Cambridge
9.0 out of 10, Wonderful, (16 reviews)
"Very spacious home. 4 bedrooms and 4 baths. Great basement for watching TV with a large group. Home is about 15 minutes from downtown Cambridge."
United States
Anonymous traveler
$441 nightly
The price is $468
Nov 16 - Nov 17
Total with taxes and fees
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

10. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
$244 nightly
The price is $259
Nov 13 - Nov 14
Total with taxes and fees
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
A spacious living room with a large window, a ceiling fan, and a view of the outdoors.

11. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (17 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
$438 nightly
The price is $464
Nov 16 - Nov 17
Total with taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
A house with a large lawn and a dock extending into a calm lake.

12. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 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
Thomas S.
$299 nightly
The price is $317
Nov 16 - Nov 17
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
A rustic cabin with a sign reading 'A-M-A-L-G-A-M-A-T-E-D' and a small outdoor seating area with two chairs.

13. Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!

Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
Seaford
10.0 out of 10, Exceptional, (1 review)
"This was a clean, comfortable place to stay. We only stayed one night, but would've enjoyed staying longer. Sitting outside with coffee in the morning was special. The number of different birds we heard was amazing. We didn't have time to explore the pond, but it added to a nice, quiet stay."
United States
Whitney H.
$140 nightly
The price is $155
Nov 22 - Nov 23
Total with taxes and fees
Cozy County Autumn Escape at the Millpond Cottage - Pet Friendly!
A house with a large lawn and a dock extending into a calm lake.

14. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
$270 nightly
The price is $286
Nov 16 - Nov 17
Total with taxes and fees
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Living area

15. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
Easton
10.0 out of 10, Exceptional, (1 review)
"Fabulous location in town location! It was much larger than we expected - 2 levels. Nice open layout on the main level with 2 BR/BA and a 3rd BR/BA on 2nd floor. Owners are very responsive before and during the trip. We could not connect to the TV, but owner quickly offered assistance. Bathrooms can use some towel racks and shelves. Beds/pillows were comfy! We were very happy with our stay."
United States
Lynn G.
$379 nightly
The price is $402
Nov 16 - Nov 17
Total with taxes and fees
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
A room with a large bed, multiple windows, and a ceiling fan.

16. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (29 reviews)
"Amazing experience"
United States
Chad
$240 nightly
The price is $258
Nov 13 - Nov 14
Total with taxes and fees
Salisbury Riverfront Lofts
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

17. Relax on Kent Island in 4 Bedroom Home w/Waterview

Relax on Kent Island in 4 Bedroom Home w/Waterview
Stevensville
9.8 out of 10, Exceptional, (57 reviews)
"very clean home, quiet neighborhood in a great location."
United States
Anthony P.
$270 nightly
The price is $291
Nov 15 - Nov 16
Total with taxes and fees
Relax on Kent Island in 4 Bedroom Home w/Waterview
A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

18. Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (68 reviews)
"Nice, clean, and would absolutely stay here again."
United States
Dusty S.
$277 nightly
The price is $294
Nov 17 - Nov 18
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay
An outdoor seating area with tables and chairs, umbrellas, and a view of the water.

19. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
Stevensville
10.0 out of 10, Exceptional, (75 reviews)
"Great stay, exactly as advertised, Donna was great!"
United States
Sam C.
$1,122 nightly
The price is $1,239
Dec 1 - Dec 2
Total with taxes and fees
Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

20. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (9 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
$292 nightly
The price is $309
Nov 17 - Nov 18
Total with taxes and fees
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
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

Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"I truly enjoyed my stay at Rod ’N’ Reel! The front desk staff were nice, but there's a little room for improvement when it comes to customer service. The smiles were a bit lacking, and the warm, welcoming energy wasn't quite what I'm accustomed to as a frequent traveler. However, the experience was much brighter throughout the property! A special shout-out to Brittany, Anthony, April, and the entire security team. They were welcoming, friendly, and brought great energy to the experience. As a travel agent, I would absolutely recommend this property to my clients. Overall, I had an enjoyable stay and would return! Sn: I left something behind and the staff reached out to me. I appreciate that."
Katesha 2-night trip
Posted 6 hours ago
Rod 'N' Reel Resort

Find out more about Dorchester County

Discover your perfect Dorchester County vacation rental with Expedia

How many vacation rentals are available in Dorchester County?


Expedia has plenty of vacation rentals to choose from in and around  Dorchester County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Dorchester County?


The selection of Dorchester County vacation rentals we have selected for you start as low as $291 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Dorchester County?


Vacation rentals in Dorchester County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Dorchester County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Dorchester County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Dorchester County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Dorchester County?


Find vacation rentals in Dorchester County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Dorchester County.  


What amenities are available in a vacation rental in Dorchester County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Dorchester County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Dorchester County?   


Everytime is a great time to head to Dorchester County! Staying in a Dorchester County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Dorchester County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Dorchester County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Dorchester County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Dorchester County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.