
Holiday rentals in Claiborne
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Top-rated holiday rentals in Claiborne
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Claiborne
Guest favourite

Guest house in Grasonville
4.9 out of 5 average rating, 230 reviewsEastern Shore Charm on Winchester Creek
CharlieRating, 5 stars6 days ago
Great host! Friendly and made us feel at home. Had tons of complimentary snacks and drinks, and gave us free muffins that were amazing.
Top guest favourite

Flat in Stevensville
5 out of 5 average rating, 49 reviewsHeron 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.
Top guest favourite

Townhouse in Tilghman Island
5 out of 5 average rating, 44 reviewsTilghman 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

Home in Stevensville
5 out of 5 average rating, 36 reviewsWaterfront 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 favourite

Cottage in Wittman
5 out of 5 average rating, 14 reviews"Imagine Acre" on Maryland's Eastern Shore
ElizabethRating, 5 stars1 week 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 favourite

Home in Leonardtown
4.99 out of 5 average rating, 81 reviewsWater's Edge Cottage | Luxury Retreat
AngelaRating, 5 stars1 week ago
We loved our experience here. The home was thoughtfully appointed and extremely clean. The view was stunning and very peaceful.
Top guest favourite

Home in Stevensville
5 out of 5 average rating, 57 reviewsBayview Bungalow - Water view, EV charging station
JackRating, 5 stars1 month ago
There were many more amenities than what was listed. It was much better than most 5 star hotels! The area was really nice and peaceful, all the neighbors just wave hello to each other, large property with BBQ, hammock, shed, table and chairs to just relax outdoors, a tub for an intimate time with a narrow cross table to set down your champagne, etc etc. The kitchen / dining room / family room was a large open area with so many utensils and items of convenience. It is pet friendly and there were items for the pets as well, a first aid kit, etc. It is a beautiful house on one level, very comfortable, extremely quiet and peaceful. Vicky was in communication throughout and gave clear and concise instructions, which made things very easy for us. Upon checking in, there is a booklet with all the guidance and instructions, information on sites to see and things to do, local restaurants, etc. She has really though of many things to make one's stay as comfortable and as easy as possible
Guest favourite

Cottage in Stevensville
5 out of 5 average rating, 6 reviewsDue East Bay Cottage
Dr BruceRating, 5 stars14 months ago
My stay at Amanda's place was nothing short of magical, a true haven for anyone looking to immerse themselves in serenity while embarking on creative endeavors. From the moment I stepped through the door, I was enveloped in an atmosphere of tranquility through the ebb and flow of the tides, which made it the perfect backdrop for concentration and creativity. The space is bathed in natural light and beautiful backdrops from the moon and stars over the water at night, as well as stunning sunrises over the bay in the mornings. This natural art will allow you to channel anywhere in the world that your mind is creative enough to imagine. The property's surroundings contributed immensely to the serene experience. Nestled in a quiet, picturesque location, it offered stunning views that were a constant source of inspiration. The gentle sounds of nature, including rabbits, deer, squirrels, an eagle's nest in sight, and birds, greeted me every morning; this stay was completely magical.
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- Nationals Park
- The White House
- Betterton Beach
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Sandy Point State Park
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- National Harbor
- Smithsonian American Art Museum
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club
- Quiet Waters Park
- Crystal Beach Manor, Earleville, MD