Vacation rentals in Eastern Shore

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Popular amenities for Eastern Shore vacation rentals

Other great vacation rentals in Eastern Shore

Top guest favorite
The kitchen countertop features two baking dishes, one glass and one metal, resting on a wooden tray. The surface is smooth with a marble-like finish, and small appliances can be seen in the background, enhancing the cooking area.
Home in Berlin
4.92 out of 5 average rating, 53 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

JasmineRating, 5 stars3 days ago
My husband and our 2 small children had a great time. There was tons of space for them to run around and children’s beach toys for them to enjoy at the beach, just 15 minutes away!
Guest favorite
An inviting backyard features a private pool with a connected hot tub, surrounded by lounge chairs and a large sun umbrella. The two-story home is seen in the background, with a spacious deck accessible from the pool area.
Home in Salisbury
4.9 out of 5 average rating, 61 reviews

Bury Oasis: Pool, Hottub, Movie Theatre, Game Room

TarrahRating, 5 stars6 days ago
We had an awesome experience! The location was perfect, especially with the softball fields in Salisbury being so close by. The house was super clean and comfortable, with tons of space for our three families. The game room and movie room were great, and the backyard was a blast with the in-ground pool, hot tub, grilling station, and fire pit. It was also perfect for the kids! The host was really responsive and helpful. And to top it all off, we brought home the gold! If we come back to Salisbury for another tournament and it's available, we'd definitely stay here again. Highly recommended!
Top guest favorite
A wooden deck is shown with a round table and four black mesh chairs, facing the calm waters of the Wicomico River. Lush greenery surrounds the area, with a dock visible in the background. The sky features soft clouds, enhancing the serene atmosphere.
Cottage in Princess Anne
5 out of 5 average rating, 10 reviews

Waterfront Cottage in Mt. Vernon

JillianRating, 5 stars1 week ago
Had a wonderful stay! The entire family enjoyed the little beach and dock. Our son caught us crabs to eat every day and our daughter was in the water constantly! Very peaceful sitting on the back deck.
Top guest favorite
Two goats are positioned on a small white platform, displaying distinct black and brown fur. The goats stand against a backdrop of green grass and trees, with a wire fence delineating the area. The sky is clear and blue.
Loft in Pocomoke City
4.99 out of 5 average rating, 90 reviews

Cozy Barn Loft: Country Views & Central to Beaches

JoshuaRating, 5 stars4 days ago
The listing perfectly describes this location, and the pictures are spot-on. Beautifully decorated. Kitchen is well-appointed with nice cookware and, miracle of miracles, nice, heat-resistant cooking utensils for that cookware. I liked the Norwex cloths in the kitchen and bathroom, and the provided shampoo was so yummy-smelling. Sarah is a great host, very responsive and helpful. She gives clear communication about check out and general expectations. (Thank you for offering a way to recycle!) Our kids really enjoyed spending a little time with the host's daughter as well. She introduced them to all the animals and was just as hospitable as her mom!
Top guest favorite
An inviting outdoor fire pit area is surrounded by five handcrafted cedar Adirondack chairs. A gravel path leads to the rustic wood-paneled house, framed by lush trees and seasonal decorations. The scene is complemented by vibrant autumn foliage and an array of potted plants.
Home in Lewes
5 out of 5 average rating, 23 reviews

Luxe Lewes Carriage House: Spa Hot Tub/Estate Pool

MaryRating, 5 stars1 week ago
Let's see...if Martha Stewart had a rental cottage, it would look just like Lisa and Jay's carriage house. Everything from the splendid charcuterie board and Prosecco on ice that awaited us upon our arrival to the beautifully designed cottage and wonderful gardens helped create an amazing vacation that we will not forget anytime soon. Jay and Lisa truly paid attention to every detail right down to the perfectly placed English antiques, fresh cut flowers and towels so thick you could drown in them. Nothing was missing and their hospitality made you feel right at home. We had smiles on our face the entire time! This is now my new Happy place. The gold standard by which every rental will be judged....perfect hosts, perfect place..like I said...Martha Stewart. Thank you Lisa and Jay for making our stay a wonderful experience!! We will definitely be back to your Lewes Carriage House whenever possible!
Top guest favorite
A close-up image showcases two freshly made breakfast biscuits. Each biscuit is layered with a fried egg, slices of ham, and a fluffy biscuit base, served on a simple white plate. The warm, golden yolk of the egg is prominently visible.
Farm stay in Westover
5 out of 5 average rating, 85 reviews

Big Cozy Loft Overlooking the Farm and River

MaryRating, 5 stars2 weeks ago
Dana and David went well beyond being super hosts. Both were very friendly and wanted us to have a good time and relax at their property.
The entrance sign for Coventry Square Apartments is prominently displayed, featuring the names 'Aydelotte Commons' and 'Spring Village' in a clean, modern font. The sign is framed by green grass and colorful flowers, with trees providing a natural backdrop.
Home in Salisbury
New place to stay

Home away from home.

TylerRating, 5 stars1 week ago
great place. Great host. looking forward to future stays!
Guest favorite
A rustic wooden bench with a 'Welcome Y'all' sign sits on a grassy area. A small American flag and a potted plant are positioned on the bench, adding a touch of color. A barn is visible in the background, contributing to the farm's atmosphere.
Loft in Pittsville
4.92 out of 5 average rating, 25 reviews

Peaceful country setting near the Beach

TramyRating, 5 stars1 week ago
Linda Jean’s loft was great! The place was clean, quiet, and exactly as described. If you are on the tall side, just be a little careful as the ceiling is short along the walls (my 6’2” husband was constantly banging his head 😅).

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