Eastern Maryland Holiday Rentals

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Holiday Rentals in Eastern Maryland

Salisbury Riverfront Lofts
3.0 star property
9.2 out of 10, Wonderful, (22)
"Very nice place clean & roomy."
United States
Brian
The price is AU$388
includes taxes & fees
28 Oct - 29 Oct
Salisbury Riverfront Lofts
6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
The price is AU$367
includes taxes & fees
23 Oct - 24 Oct
6 Mi to Salisbury: Forest-view Sanctuary!
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (105)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
United States
Mary
The price is AU$247
includes taxes & fees
28 Oct - 29 Oct
First Floor Studio Apartment in Historic Chestertown
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
3.0 star property
7.4 out of 10, Good, (1292)
"We had a really lovely time and the staff was incredibly helpful with all our needs to the music festival we were in town for."
United States
Dana
The price is AU$140
includes taxes & fees
3 Nov - 4 Nov
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
On Main Street - Apartment C - Berlin, MD
9.4 out of 10, Exceptional, (27)
"Very quaint. Well appointed unit with a nice in town location. Parking was no problem. Would book again."
United States
Clark
The price is AU$350
includes taxes & fees
28 Oct - 29 Oct
On Main Street - Apartment C - Berlin, MD
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
2.0 star property
9.8 out of 10, Exceptional, (6)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is AU$250
includes taxes & fees
23 Oct - 24 Oct
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Guest Suite for up to 2 in a Victorian on the Chester River
9.6 out of 10, Exceptional, (19)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is AU$195
includes taxes & fees
3 Nov - 4 Nov
Guest Suite for up to 2 in a Victorian on the Chester River
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (15)
"Always a nice get away…."
United States
Michael S.
The price is AU$432
includes taxes & fees
23 Oct - 24 Oct
Historic Chesapeake City Stay
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
2.0 star property
9.6 out of 10, Exceptional, (10)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
United States
Lauren V.
The price is AU$568
includes taxes & fees
27 Oct - 28 Oct
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
9.6 out of 10, Exceptional, (14)
"Property was nice and clean"
United States
Luke S.
The price is AU$289
includes taxes & fees
26 Oct - 27 Oct
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Country Get Away 1 Bedroom Apartment
9.8 out of 10, Exceptional, (40)
"Perfect in every way… a great stay"
United States
Robert B.
The price is AU$174
includes taxes & fees
10 Nov - 11 Nov
Country Get Away 1 Bedroom Apartment
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
8.8 out of 10, Excellent, (5)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
United States
Angie R.
The price is AU$449
includes taxes & fees
23 Oct - 24 Oct
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Cottage near the Bay
8.8 out of 10, Excellent, (49)
"great, peaceful "
United States
Behnam
The price is AU$291
includes taxes & fees
23 Oct - 24 Oct
Cottage near the Bay
Inn on Turville Cottage, Sleeps 4, waterfront
2.0 star property
The price is AU$415
includes taxes & fees
30 Oct - 31 Oct
Inn on Turville Cottage, Sleeps 4, waterfront
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
9.8 out of 10, Exceptional, (118)
"We had nice stay at this property. It was clean and the owner was very nice to deal with. "
United States
Stephanie S.
The price is AU$491
includes taxes & fees
26 Oct - 27 Oct
"BEACH PARADISE II" 4-BR/3.5-BA Exquisite Townhouse with POOL & GARAGE
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (16)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is AU$443
includes taxes & fees
23 Oct - 24 Oct
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
10.0 out of 10, Exceptional, (98)
"The property was great. Large kitchen, comfortable beds, and an amazing outdoor area. Laurie was friendly, responsive, and very accommodating. "
United States
max n.
The price is AU$493
includes taxes & fees
23 Oct - 24 Oct
BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen
Private 3 room Queen Suite w/Kitchenette
10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
The price is AU$373
includes taxes & fees
23 Oct - 24 Oct
Private 3 room Queen Suite w/Kitchenette
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
10.0 out of 10, Exceptional, (27)
"Very nice cottage, as advertised"
United States
nick k.
The price is AU$325
includes taxes & fees
28 Oct - 29 Oct
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Comfortable cottage in gated community, 5 mins to OC and Assateague
9.8 out of 10, Exceptional, (42)
"This is a beautiful clean modern home."
United States
Toni R.
The price is AU$474
includes taxes & fees
2 Nov - 3 Nov
Comfortable cottage in gated community, 5 mins to OC and Assateague
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 Eastern Maryland Hotel Reviews

Find out more about Eastern Maryland

Everything you need to know about Eastern Maryland 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 Eastern Maryland 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 Eastern Maryland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Eastern Maryland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Maryland. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Eastern Maryland 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 Eastern Maryland holiday rentals we have selected for you start as low as AU$140 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Eastern Maryland rentals

At Expedia, we put the best Eastern Maryland 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 Eastern Maryland 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 Eastern Maryland 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 Eastern Maryland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.