Eastern Shore, MD Luxury Vacation Rentals, Condos, & More - 25 Rentals Available

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1 / 22

Cambridge Cottage
3 BR / 2 BA / Sleeps 9 3 9 2 night min stay
Cottage / 3 Bedrooms / Sleeps 9
3 bedrooms 2 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
"Absolutely beautiful placeA lot to do and we didn't even have to leave the property. Fishing, crabbing, canoeing, the pool.everybody was very comfortable to do whatever they felt, adults and the children. The house was a charm"
- Laverne Adams, West Caln, Pa
(6) Excellent (6 reviews)
1 / 26

Ocean City Townhouse
4 BR / 3.5 BA / Sleeps 14 4 14 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 14
4 bedrooms 3.5 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"The townhouse was in a great location for both the beach and for other activities in Ocean City! The house had plenty of room for large groups and I would definitely recommend staying here to a friend, or stay here again myself! Lots of close parking..."
- Lauren Pettengill, Virginia
(26) Excellent (26 reviews)
1 / 21

Ocean City Condo
4 BR / 3 BA / Sleeps 12 4 12 Min stay varies
Condo / 4 Bedrooms / Sleeps 12
4 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"Everything was exactly as noted in Owner's description. No issues at all with property. We had an awesome time, property is in a great central location on the strip."
- Austin Seid, Monroe, NY
(4) Excellent (4 reviews)
1 / 25

Ocean City Condo
3 BR / 3 BA / Sleeps 10 3 10 Min stay varies
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This rental is great. Comfortably sleeps 10. It was like home away from home, very comfortable, nice beds in each room, nice TV's in each room and very spacious overall. Bathrooms are also nice. Nicely finished with a home atmosphere that our family..."
- Adrienne Anderson-Ferrell, Hockessin, DE
(2) Excellent (2 reviews)
1 / 11

St Michaels Home
3 BR / 3.5 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The pictures do not do this house justice. It is a very big, open, airy home. It is advertised as 3 bedrooms, but really there are 4. The decks allow you to see the water no matter where you are on them. The 3 bedrooms each have sliding glass..."
- Kim Triplett Beck, York Haven, PA
(4) Excellent (4 reviews)
1 / 22

Ocean City Condo
3 BR / 2 BA / Sleeps 10 3 10 3 night min stay
Condo / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This is a great three bedroom condo! We had everything we needed and more. Access to so many TVs was awesome since we each had different tastes relative to TV programs. The location was perfect with an outstanding view of the ocean. Only one small..."
- Carole Robertson, Middletown, Delaware USa
(6) Excellent (6 reviews)
1 / 28

Cambridge Home
5 BR / 3.5 BA / Sleeps 18 5 18 Min stay varies
Home / 5 Bedrooms / Sleeps 18
5 bedrooms 3.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"Our extended family of 18 people had a wonderful vacation experience at Spocott. There was something for all ages to do. Our boys (and son- in laws, too) loved the crabbing and the last night of our vacation we had a " crab fest". The owners of Spocott..."
- David Overdorf, Nazareth, PA
(2) Excellent (2 reviews)
1 / 13

Ocean City Apartment
3 BR / 2 BA / Sleeps 10 3 10 Min stay varies
Apartment / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
TV (Antenna) • Microwave • Air Conditioning
"My stay at Ann's place was a WONDERFUL experience! ! It was a very accommodating place and the short walk to the beach was very convenient. I enjoyed every second of my stay. I would definitely book with them again."
- Melissa Garcia, Gaithersburg, MD
(2) Excellent (2 reviews)
1 / 16

Ocean City Home
3 BR / 2 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This is a georgous house that is comfortable and really makes the trip worth while. It's a short walk to the beach and has a great view right on the sound!"
- Mary Suzanne, Baltimore, MD
(16) Excellent (16 reviews)
1 / 35

Cambridge Home
7 BR / 6.5 BA / Sleeps 28 7 28 Min stay varies
Home / 7 Bedrooms / Sleeps 28
7 bedrooms 6.5 bathrooms Sleeps 28
High Speed Internet • Dishwasher • Microwave
"Perfectly lovely. After the sale of a home that was our Thanksgiving Tradition for 40 years we were looking for a new tradition. The home was well appointed, the kitchen perfectly supplied with extra space. The little cousins had a blast in their ..."
- Deirdre Lofft, MD
(9) Excellent (9 reviews)
1 / 19

Ocean City Apartment
3 BR / 2 BA / Sleeps 10 3 10 3 night min stay
Apartment / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • TV (Antenna)
"A few of my friends and I rented this property for our vacation and we loved it. The walk to the beach was a little bit of a hike but the view of the bay at sunset was completely worth it. You have many little stores within walking distance and a bus ..."
- Dan Krak Krakovitz, Drexel Hill, PA
(5) Excellent (5 reviews)
1 / 17

Kent Island Home
4 BR / 2.5 BA / Sleeps 10 4 10 2 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 2.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"The Kent Island Golf House was the perfect answer for lodging during our daughters wedding weekend at Kent Manor Inn. We arrived on Friday, Donna and Bob met us there and gave a complete tour of the home and explained how to use everything. The house..."
- Carol Adkins, Salisbury, Maryland
(4) Excellent (4 reviews)
1 / 35

Kent Island Home
4 BR / 3.5 BA / Sleeps 10 4 10 2 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"We stayed at the condo on Kent Island in late June 2016. The view is spectacular, the condo is spacious and the simple stylish decor is comfortable with abundant seating and space. Ten adults in our party stayed in the condo for 3 nights. Eight adults..."
- Laura Schwarz, Hanover, PA
(13) Excellent (13 reviews)
1 / 21

Ocean City Townhouse
4 BR / 3 BA / Sleeps 12 4 12 Min stay varies
Townhouse / 4 Bedrooms / Sleeps 12
4 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"This condo is amazing! You enter from the balcony and it is breathtaking. If you're lucky enough to be in OCMD when the sun is shining, you may never leave the balcony. The inside is roomy and comfortable. My 10 girlfriends and I had plenty of room ..."
- Kristina Zangwill, Swansboro, NC
(1) Excellent (1 review)
1 / 11

Ocean City Townhouse
3 BR / 2 BA / Sleeps 10 3 10 Min stay varies
Townhouse / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
Dishwasher • Microwave • Air Conditioning
"What a lovely community! Don't have a negative comment to write! We truly enjoyed our stay with beautiful scenery and an awesome/huge property! Definitely will return next summer!"
- Matt Johnson, Nutley, NJ
(15) Excellent (15 reviews)
1 / 16

Ocean City Condo
3 BR / 2 BA / Sleeps 6 3 6 Min stay varies
Condo / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Air Conditioning
"House was very clean, community nice and quiet. Enjoyed the short walk to the beach, the views from the decks and so close to where my husband fishes. Will definitely stay there again."
- Bonnie Long, Annville, PA
(2) Excellent (2 reviews)
1 / 7

Ocean City Condo
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Condo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
Dishwasher • TV (Antenna) • Microwave
"The flagship was an overall good experience for us. It was at the end of the boardwalk but was perfect because was a bus ride away from the main attractions. Will be staying again. Loved the pool and bar that was right next to it!"
- Sarah Jenkins, Washington Pa USA
(1) Excellent (1 review)
1 / 12

Kent Island Home
4 BR / 3 BA / Sleeps 10 4 10 2 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"I rented this property for my sisters and their families during my wedding and it was fantastic. The owners were very easy to work with and the home was every it was advertised to be. My entire family was overwhelmed by the the home and it's beautiful..."
- Grant Weston, Austin, Texas
(4) Excellent (4 reviews)
1 / 25

Ocean City Condo
3 BR / 3 BA / Sleeps 9 3 9 Min stay varies
Condo / 3 Bedrooms / Sleeps 9
3 bedrooms 3 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
"I looked at several places and kept coming back to this one. It was magnificent. I would rent again. The process was seamless. The property was exactly what I needed. The owner was the best to work with!"
- Pamela Hovatter, Maryland
(5) Excellent (5 reviews)
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