Eastern Shore Holiday Rentals

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Holiday Rentals in Eastern Shore

Shore Point Cottages
Fridge, microwave, stovetop, dishwasher

Shore Point Cottages

3.0 star property
9.4 out of 10, Exceptional, (200)
"We had an amazing time we even extended our stay . The management I believe her name was Erin was absolutely amazing , she was friendly and helpful . The property was so clean and so convienent. We will be back great place to stay ."
The price is AU$236
includes taxes & fees
3 Dec - 4 Dec
Shore Point Cottages
Majestic Hotel & Apartments
Basic Apartment, 2 Bedrooms, Non Smoking | Private kitchen

Majestic Hotel & Apartments

3.0 star property
6.6 out of 10, (187)
"Great apartment "
Majestic Hotel & Apartments
Beachfront condo with private balcony & amazing views
TV, DVD player, books

Beachfront condo with private balcony & amazing views

9.4 out of 10, Exceptional, (21)
"Lovely condo, just as pictured. Communication was excellent. The few questions we had were answered immediately. The view of the ocean from inside the condo and on the balcony was awesome. A beautiful sunrise each morning. Thank you for a relaxing time."
Beachfront condo with private balcony & amazing views
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Studio, 1 King Bed, Non Smoking | Balcony

Coconut Malorie Resort Ocean City a Ramada by Wyndham

3.0 star property
7.4 out of 10, Good, (1236)
"A bit dated but still in good shape and decent value, big room. Water came in under the counter during heavy rain. Nevertheless, I'd stay again."
Coconut Malorie Resort Ocean City a Ramada by Wyndham
Near it all OC beaches,Assateague island.Family-friendly white horse park
Property grounds

Near it all OC beaches,Assateague island.Family-friendly white horse park

10.0 out of 10, Exceptional, (26)
"My husband and I spent the weekend and the neighborhood as well as the neighbors were just lovely! John checked in to make sure we were ok and to reach out if we needed anything! We really enjoyed ourselves!"
Near it all OC beaches,Assateague island.Family-friendly white horse park
Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach
Fridge, microwave, oven, stovetop

Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach

8.4 out of 10, Very good, (23)
"The location was definitely nice right next to the beach. Keep in mind you are no where close to the boardwalk. I may not have noticed in the picture that the one queen sized bed was up against a wall. I had to crawl into bed as my spouse was already asleep on the side that you can get in and out easily. Also had to crawl out when I had to get up at night which is not ideal. The living room was great. Love the big couch. TV stations were weird and I couldn’t for the life of me find a...
Dog-friendly 1st-floor end condo with beach entrance view - steps to the beach
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Fridge, microwave, oven, stovetop

DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15

9.8 out of 10, Exceptional, (118)
"We were in Ocean City for our son's wedding. The condo fit our family and was in a great spot. We were able to walk up to the beach and take long walks on the beach. The condo was clean, large and had lots of parking. Convenient to the strip. Thank you!"
DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
TV, DVD player

Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool

7.6 out of 10, Good, (15)
"This condo was very comfortable for our family. The kitchen was equipped. It has 2 full bathrooms. Three beds, one sofa bed. Cable tv. Great location, beautifully decorated. The thermostat being in 72 all the time was an issue for us since the back bdrm was hot. The floor was a bit sandy when we arrived. However, it wasn't a big deal, we're at the beach! The vacasa team was helpful and polite. The condo is a gem. We loved it and we're planning to come back!"
Beautiful 4th-Floor Condo in Oceanfront Complex w/Beach Views & Shared Pool
Fabulous Oceanfront Condo on the Boardwalk w/Private Balcony & Shared Pool
On the beach

Fabulous Oceanfront Condo on the Boardwalk w/Private Balcony & Shared Pool

9.0 out of 10, Wonderful, (52)
"Stayed in this condo for a girls weekend and it was an awesome space! The condo is big and spacious with all the comforts of home! The view off of the balcony were breathtaking! Can’t wait to go back! "
Fabulous Oceanfront Condo on the Boardwalk w/Private Balcony & Shared Pool
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
TV, DVD player

Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC

9.4 out of 10, Exceptional, (24)
"Stayed for Country Calling festival and it was on shuttle drop off line after concert. Lots in walking distance! Condo was nicely decorated and comfortable for two people. We enjoyed the deck area very much!"
Beautiful suite between bay & beach w/ access to pool, private W/D, & central AC
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
Outdoor dining

Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties

9.4 out of 10, Exceptional, (31)
"Our family was celebrating a milestone birthday and since we all love Ocean City, this ocean front property was perfect. The ocean and bay views are spectacular and this penthouse was very roomy for our large family. We may make this an annual event."
Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties
#1 Rated Condo, Oceanfront, with Bay View Too
Interior

#1 Rated Condo, Oceanfront, with Bay View Too

10.0 out of 10, Exceptional, (290)
"I enjoyed my stay, it was quite and relaxing. Great views of the ocean and the bay."
#1 Rated Condo, Oceanfront, with Bay View Too
Newly updated condo - less than a block to the beach
TV

Newly updated condo - less than a block to the beach

9.4 out of 10, Exceptional, (27)
"Probably will rent in may"
Newly updated condo - less than a block to the beach
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (75)
"EasyvPeasy place."
The price is AU$245
includes taxes & fees
5 Dec - 6 Dec
First Floor Studio Apartment in Historic Chestertown
Waterfront allergy-free home with 40-foot fishing dock, canoe, home theater
Fridge, microwave, oven, stovetop

Waterfront allergy-free home with 40-foot fishing dock, canoe, home theater

9.8 out of 10, Exceptional, (22)
"My 3 sisters flew in from around the country and we spent a long weekend in this house in the town of our childhood. Being together made for an amazing weekend but the house added to the enjoyment. It was clean, comfortable, well-stocked, and the neighborhood was quiet. We thoroughly enjoyed reconnecting in this beautiful home. I thought the lack of control of the heating/AC temp was going to be an issue, but a text to the local host and it was quickly resolved. Really appreciated her reaching...
Waterfront allergy-free home with 40-foot fishing dock, canoe, home theater
Oceanfront Getaway w/ Free WiFi, a Private Washer/Dryer, Shared Pool, & Tennis
On the beach

Oceanfront Getaway w/ Free WiFi, a Private Washer/Dryer, Shared Pool, & Tennis

7.8 out of 10, Good, (43)
"The condo needs to address some maintenance issues. Left front stove burner does not work. Dried sprigs stuffed around kitchen sink faucet. We left them there for fear they were blocking water spray. A lot of spots on the carpet. Ad said there was WIFI. We couldn't get it."
Oceanfront Getaway w/ Free WiFi, a Private Washer/Dryer, Shared Pool, & Tennis
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
On the beach

Ocean View Pet-Friendly Condo just steps from the Beach; Central Location

9.0 out of 10, Wonderful, (72)
"No elevator and we were on the 3rd floor. Difficult to move items up and down stairs. Otherwise it was acceptable."
Ocean View Pet-Friendly Condo just steps from the Beach; Central Location
Salisbury Riverfront Lofts
Apartment D: Riverfront Grand | Private kitchen

Salisbury Riverfront Lofts

3.0 star property
9.2 out of 10, Wonderful, (20)
"Great spot and well appointed. Great communicator. HVAC loud and might consider brighter bulbs in lamps. "
The price is AU$407
includes taxes & fees
16 Dec - 17 Dec
Salisbury Riverfront Lofts
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
On the beach

Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer

8.4 out of 10, Very good, (24)
"Great condo overlooking the ocean. Quiet, great location far away from crowds but close enough to all the attractions. Definitely will stay again."
Oceanfront gem with views, pool & tennis on-site, private balcony & washer/dryer
Capri Condo w/ Bay View Balcony, WiFi, AC, W/D & Shared Pool/Gym/Tennis/Sauna
Indoor pool

Capri Condo w/ Bay View Balcony, WiFi, AC, W/D & Shared Pool/Gym/Tennis/Sauna

8.8 out of 10, Excellent, (33)
"Good >views, other guest, cleaning staff, and overall experience Bad > when trouble hit it was not prompt. Tech help over the phone was not as informed as cleaning staff"
Capri Condo w/ Bay View Balcony, WiFi, AC, W/D & Shared Pool/Gym/Tennis/Sauna
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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Other types of properties in Eastern Shore you may be interested in

Grand Hotel Ocean City Oceanfront
Exterior

Grand Hotel Ocean City Oceanfront

3.0 star property
9.0 out of 10, Wonderful, (2451)
"A Grand oceanfront room, comfortable beds, plenty of room to relax and move around in, clean see through sliding glass door windows, and a very friendly accommodating staff. I'll be back!! "
The price is AU$115
includes taxes & fees
3 Dec - 4 Dec
Grand Hotel Ocean City Oceanfront
Fenwick Inn
Standard Room, 2 Queen Beds (No Pets Allowed)

Fenwick Inn

2.0 star property
8.6 out of 10, Excellent, (1816)
"Beautifully decorated for the holidays, front desk was nice, room was clean and my kids loved the pool and got so much use out of the pool hot tub and splash pad. Shocked to find out the pool was open until 11pm! For an off season stay on black friday weekend we got a steal of a deal. "
The price is AU$150
includes taxes & fees
3 Dec - 4 Dec
Fenwick Inn
Holiday Inn & Suites Ocean City, an IHG Hotel
Property amenity

Holiday Inn & Suites Ocean City, an IHG Hotel

3.0 star property
9.6 out of 10, Exceptional, (1080)
"Clean and friendly staff 👌 "
The price is AU$158
includes taxes & fees
4 Dec - 5 Dec
Holiday Inn & Suites Ocean City, an IHG Hotel
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.
Beautiful view of the beach with palm trees

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