Eastern Shore Holiday Rentals

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Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
14 Nov - 16 Nov
Next weekend
21 Nov - 23 Nov

Holiday Rentals in Eastern Shore

Private kitchen
Shore Point Cottages

Shore Point Cottages

3.0 star property
Berlin
9.4 out of 10, Exceptional, (298)
"Was a great place to bring kids and dogs! "
United States
AMANDA
Shore Point Cottages
In-room dining
Salisbury Riverfront Lofts

Salisbury Riverfront Lofts

3.0 star property
Salisbury
9.4 out of 10, Exceptional, (23)
"Really cute unit. We loved how it was decorated. "
United States
Marianna
The price is HK$560
HK$1,984 total
includes taxes & fees
30 Nov - 1 Dec
Salisbury Riverfront Lofts
Outdoor pool
Comfortable cottage in gated community, 5 mins to OC and Assateague

Comfortable cottage in gated community, 5 mins to OC and Assateague

Assateague Pointe
9.8 out of 10, Exceptional, (43)
"This is a beautiful clean modern home."
United States
Toni R.
The price is HK$699
HK$2,355 total
includes taxes & fees
16 Nov - 17 Nov
Comfortable cottage in gated community, 5 mins to OC and Assateague
Property grounds
Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment

Elkton
9.8 out of 10, Exceptional, (40)
"The hosts were amazing and enjoyed talking with them. We look forward to coming back soon. Sean and Paula "
United States
Michael B.
The price is HK$544
HK$865 total
includes taxes & fees
1 Dec - 2 Dec
Country Get Away 1 Bedroom Apartment
Front of property
6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!

3.0 star property
Parsonsburg
The price is HK$785
HK$1,858 total
includes taxes & fees
19 Nov - 20 Nov
6 Mi to Salisbury: Forest-view Sanctuary!
Exterior
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, Ascend Collection Hotel

3.0 star property
Midtown Ocean City
7.4 out of 10, Good, (1294)
"Nice view from balcony "
United States
Grant
The price is HK$521
HK$671 total
includes taxes & fees
14 Dec - 15 Dec
Coconut Malorie Resort Ocean City, Ascend Collection Hotel
Iron/ironing board, WiFi, bed sheets
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

2.0 star property
Elkton
9.8 out of 10, Exceptional, (6)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is HK$932
HK$1,252 total
includes taxes & fees
28 Nov - 29 Nov
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Exterior
Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River

Millington
9.6 out of 10, Exceptional, (19)
"It was very clean and cozy! My partner and I loved staying here! "
United States
Tyaunna W.
The price is HK$528
HK$972 total
includes taxes & fees
18 Nov - 19 Nov
Guest Suite for up to 2 in a Victorian on the Chester River
Smart TV
On Main Street - Apartment C - Berlin, MD

On Main Street - Apartment C - Berlin, MD

Downtown Berlin
9.4 out of 10, Exceptional, (28)
"Small but sufficient space for my wife & myself…we could walk to everything we wanted to see in Berlin…we ate at half a dozen different places within quick walking distance of the rooms…never had to worry about directions or parking…will come back in the fall for more!"
United States
JOHN B.
The price is HK$539
HK$1,754 total
includes taxes & fees
24 Nov - 25 Nov
On Main Street - Apartment C - Berlin, MD
TV, fireplace, video games, DVD player
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo

Downtown Ocean City
9.8 out of 10, Exceptional, (58)
"A wonderful stay in close walking distance to mini golf, the beach, restaurants, boardwalk, etc. The place was clean, had great amenities, and the host was easy to reach for any questions. "
United States
Emily D.
The price is HK$381
HK$2,752 total
includes taxes & fees
2 Dec - 3 Dec
Beach Paradise IV-Downtown Waterfront, Top Floor, Luxury Penthouse Condo
Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall
10.0 out of 10, Exceptional, (17)
"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 HK$915
HK$2,204 total
includes taxes & fees
15 Nov - 16 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Smart TV, books
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Port Deposit
10.0 out of 10, Exceptional, (30)
"This was our second time staying at this site. Always very clean, quiet and enjoyable."
United States
Chris S.
The price is HK$1,364
HK$1,627 total
includes taxes & fees
19 Nov - 20 Nov
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Marina
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Stevensville
9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
The price is HK$898
HK$2,368 total
includes taxes & fees
25 Nov - 26 Nov
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Property grounds
Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit
10.0 out of 10, Exceptional, (11)
"Amy has a beautiful home, filled with character and special touches. We absolutely loved our stay and have zero complaints. The location was wonderful and we were extremely comfortable."
United States
Geoff F.
The price is HK$1,035
HK$1,657 total
includes taxes & fees
16 Nov - 17 Nov
Quarry Landing - Center of Town & River View - 3 Bedroom
Marina
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Cambridge
9.6 out of 10, Exceptional, (19)
"Great well-furnished townhouse in a great location and a super responsive host. What’s not to like?!?!"
United States
Lynn
The price is HK$1,049
HK$2,677 total
includes taxes & fees
18 Nov - 19 Nov
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
Downtown Cambridge
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 HK$1,049
HK$2,677 total
includes taxes & fees
17 Nov - 18 Nov
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Exterior
Private 3 room Queen Suite w/Kitchenette

Private 3 room Queen Suite w/Kitchenette

Port Deposit
10.0 out of 10, Exceptional, (29)
"The unit is clean, comfortable, well located and well appointed. Great, restful stay."
United States
D G.
The price is HK$1,088
HK$2,002 total
includes taxes & fees
10 Dec - 11 Dec
Private 3 room Queen Suite w/Kitchenette
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
The price is HK$571
HK$1,997 total
includes taxes & fees
18 Nov - 19 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is HK$769
HK$1,234 total
includes taxes & fees
18 Nov - 19 Nov
First Floor Studio Apartment in Historic Chestertown
Fridge, microwave, oven, stovetop
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!

Downtown Ocean City
10.0 out of 10, Exceptional, (17)
"Very nice property and great location. Very close to beach and multiple restaurants"
United States
Owen G.
The price is HK$381
HK$2,398 total
includes taxes & fees
14 Dec - 15 Dec
Beach Paradise X-NEW, Luxury Townhouse with POOL, Garage !!PRIME BOARDWALK!!
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 Shore Hotel Reviews

Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront

10/10 Excellent
"Front desk agent was so so..Crab cake at the view was awful..But love the hotel and room..3rd time here.."
James 2-night trip
Posted 2 days ago
Cambria Hotel Ocean City - Bayfront

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