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Vacation rentals in Claiborne

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Popular amenities for Claiborne vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great vacation rentals in Claiborne

Top guest favorite
A quaint cottage exterior is framed by a green lawn and shrubs. A wooden walkway leads to a welcoming front porch, which features a red rocking chair. Window boxes adorned with plants add charm to the beige siding beneath a gabled roof.
Guesthouse in Stevensville
5 out of 5 average rating, 56 reviews

Chesapeake Cottage

KristenRating, 5 stars1 week ago
We were in town for my son's wedding at Kent Manor Resort and ot sctually was across the street. It was so convenient. Her home was just that, a beautiful, comfortable place with a gorgeoues yard. The owners are on property and they were extremely respectful of our space. They were also very helpful during a medical emergency and sent products promptly that we accidentally left there. We will 100% return because of the home, location, and the owners. Thank you!
Top guest favorite
Home in Grasonville
5 out of 5 average rating, 59 reviews

Bay Breeze - 3BR Waterfront Chester River Retreat

BrianRating, 5 starstoday
Stayed at Katie's place for a long weekend getaway with my family and a couple of friends. We all loved the house, its location, and the beautiful and relaxing waterfront views. The house was pristine and beautiful. We all would love to go back again. Thank you Katie for offering up your lovely home and looking forward to potential future trips there!
Guest favorite
An inviting entrance opens to a spacious living area, featuring hardwood floors. Natural light fills the space, highlighted by the ceiling fan. A console table with decorative plants and a cozy seating area are visible, adding elements of comfort and style.
Home in Shady Side
5 out of 5 average rating, 11 reviews

The Wise Quack 2 - A Taste of the Chesapeake Bay!

ToddRating, 5 stars2 weeks ago
The Wise Quack 2 is a cozy, clean Airbnb steps from the Chesapeake Bay, perfect for a relaxing getaway. Sidco’s warm hospitality, comfy beds, and thoughtful touches like the deep tub and hammock make it a gem. The quiet Shady Side location and quick host responses ensure a delightful stay.
A spacious living area features a comfortable beige sectional sofa adorned with various decorative pillows. A round black coffee table sits in the center, accompanied by a small wooden stool. Light streams through large windows, highlighting the serene waterfront view.
Cabin in Saint Michaels
5 out of 5 average rating, 4 reviews

Serene Waterfront Retreat – Chesapeake Bay Escape

JamesRating, 5 stars1 week ago
Elizabeth's house was perfect for our weekend stay in St. Michael's. The house sits right on the water about a 5 minute drive from the center of town. It was the perfect home base for the Ironman event we were attending in Cambridge. Elizabeth was incredibly responsive and provided thoughtful recommendations for our stay. If we are in the area again we will certainly stay again.
Top guest favorite
Home in Stevensville
5 out of 5 average rating, 37 reviews

Waterfront Chesapeake mansion - Panoramic Bay view

ShadRating, 5 stars3 weeks ago
We stayed in this house for our son's Naval Academy graduation/commissioning. It was absolutely perfect for our group. The drive across the bay bridge took anywhere from 35-45 minutes depending on the traffic. At no time was the traffic as bad as we've experienced it on the DC side of Annapolis. We crossed the bridge 1-2 times a day during our 7 day stay. As soon as you get to the island and head south there is no traffic and it's a beautiful, peaceful drive. The house is perfect for entertaining with two large rooms inside on the main floor. There is a large island in the kitchen room which makes for a great serving area. It rained during about half of our visit so we made good use of the space indoors. Our children used the fishing poles, kayak, soccer nets, ping pong and fooseball table. Negin was very responsive in answering our questions and even worked it out so we could check in early. We would definitely stay there again if we had the chance.
Top guest favorite
A sign for the Chesapeake Bay Maritime Museum is prominently displayed. The circular sign features a depiction of a building surrounded by water, with the text clearly stating the museum's name. Nearby, a stop sign and a wooden post are visible, set against a backdrop of greenery.
Cottage in Wittman
5 out of 5 average rating, 14 reviews

"Imagine Acre" on Maryland's Eastern Shore

ElizabethRating, 5 stars2 weeks ago
Earle’s place was very quaint and cozy!! It had everything you needed and more! The house had a lot of little special touches to it!! The beds were super comfortable. I never sleep that good at home!! The house is on a huge piece of property. My favorite plant in the world Gardenias ,were blooming outside the front door!!! You can walk to the water. We tried everyday to get there by sunset .. St Michael’s is close also. And Earle was very communicative. Would love to stay there again!
Top guest favorite
An open-concept living area features large windows that frame the water views, with sunset colors illuminating the space. A modern dining table is surrounded by white chairs, and a light kitchen is visible in the background. Soft furnishings create a welcoming ambiance.
Home in Leonardtown
4.99 out of 5 average rating, 81 reviews

Water's Edge Cottage | Luxury Retreat

AngelaRating, 5 stars2 weeks ago
We loved our experience here. The home was thoughtfully appointed and extremely clean. The view was stunning and very peaceful.
Guest favorite
A clear swimming pool is surrounded by a paved patio and six lounge chairs positioned for relaxation. Lush greenery borders the space, and a small shed is visible in the distance. Sunlight reflects on the water's surface, creating a welcoming ambiance.
Home in Bozman
4.94 out of 5 average rating, 17 reviews

Grace Creek Cottage

NoushinRating, 5 stars10 months ago
beautiful cottage with an amazing view. quiet, peaceful location. our kids loved the pool and fishing off the dock, and the host was super responsive. Would definitely recommend a stay there.
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