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Holiday houses in Claiborne

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Popular amenities for Claiborne holiday rentals

Kitchen
Wi-Fi
Pool
Free parking on premises
Air conditioning

Other great holiday rentals in Claiborne

Guest favourite
Home in Riva
4.89 out of 5 average rating, 35 reviews

Waterfront Annapolis Getaway!

NicholeRating, 5 stars1 week ago
Beautiful place with a lovely spot on the south river. Loved the views and how the space allowed the views to really shine. Comfortable, clean, would stay again if I come back to the area. Very peaceful and what I was hoping for. (And not far to town/other things either!)
Top Guest favourite
Apartment in Stevensville
5 out of 5 average rating, 49 reviews

Heron Roost

EmilyRating, 5 stars2 weeks ago
This was unanimously our family's favorite AirBnB! Dana and Mike are the dream hosts! Our accommodations prior to our scheduled arrival were cancelled last minute and they immediately jumped in to help. They were extremely considerate of our privacy whilst being right next door but also quick to respond when we reached out to them. We could not of asked for a better mini-vacay in the middle of our travels. The beautiful surroundings, welcoming accommodations and hosts, attention to detail throughout amenities and decor, and impeccable cleanliness were top-notch. We really enjoyed the heated pool too. The kitchen and grill were easy to navigate and stocked with all essential items needed to prepare meals. The Monocle Meat Company and Lovepoint Deli & Wine are great local shopping options. If cooking is not in your plans, Avanti has amazing pizza. Thank you Dana and Mike for going above and beyond to make us feel at home! Heron Roost is now our must stay place when visiting MD.
Guest favourite
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.
Guest favourite
Home in Chester
4.95 out of 5 average rating, 95 reviews

Waterfront Farmhouse Meets Modern Luxury

TrishRating, 5 stars2 weeks ago
The house is beautiful and worked well for our family. The host was very helpful and responded quickly to any questions we had. The grounds are lovely and very peaceful. Pictures don’t do this property justice.
Top Guest favourite
Townhouse in Tilghman Island
5 out of 5 average rating, 44 reviews

Tilghman Island Waterfront Home w/Stunning Sunsets

Maggie Rating, 5 stars2 months ago
We loved it so much we are hoping to return again…hopefully sooner rather than later! It is PERFECT!
Top Guest favourite
Apartment in Chester
4.97 out of 5 average rating, 266 reviews

Cozy Waterfront Apartment Chester, MD

DeidreRating, 5 stars3 weeks ago
Cute and cozy! I felt right at home. Jordan and Danny are very nice folks, the apartment is very well appointed. There is a dock on the property that I should have spent more time on. The bed was a dream to sleep in and I literally overslept my alarm the first day. You will definitely need a car to get around but the apartment is a 3min drive to Safeway, Walgreens, Starbucks, etc. The neighborhood has a homey feel and the apartment has a homey feel which was my jam. My dog had a little accident but I got some carpet cleaner and let Jordan know and she was very understanding. I would definitely stay here again if I am visiting Kent Island.
Top Guest favourite
Home in Stevensville
5 out of 5 average rating, 36 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.
Guest favourite
Home in Saint Michaels
4.95 out of 5 average rating, 56 reviews

Private&Cozy/3br+2ba/1mi to town

CarrieRating, 5 stars4 days ago
Fantastic spot!! Close to St.Michael’s and restaurants, etc. The house was in a peaceful, quiet location right outside of town. Had all the amenities you could need. We would definitely return!! Thank you
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  2. United States
  3. Maryland
  4. Talbot County
  5. Claiborne