Holiday houses in Queen Anne's County

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Popular amenities for Queen Anne's County holiday rentals

Other great holiday rentals in Queen Anne's County

Guest favourite
Barn in Queenstown
4.98 out of 5 average rating, 64 reviews

Waterfront Modern Guest Barn

ThinhRating, 5 stars2 weeks ago
What an incredible property. One of the most beautiful places I’ve stayed. My friends and I enjoyed every minute of our stay. The water views and the ability to walk down to the water for fishing and kayaking was amazing. We spent so much time in the great room just chatting and enjoying the space. The kitchen was a chef’s dream with ease of use and everything where it needed to be. We would definitely stay again in the future.
Guest favourite
Home in Stevensville
4.97 out of 5 average rating, 34 reviews

Spacious4BR home with waterviews

GaryRating, 5 stars1 month ago
5 adults, 2 children under age 6 stayed at Courtney's home, which was just as described and pictured on the airbnb web page. Great location for our stay for wedding weekend; very comfortable furniture (sofas, chairs, beds; many amenities provided for guests; terrific well-stocked kitchen; very large screened-in porch w/ nice view of Chesapeake Bay and surroundings; spacious bedrooms; 4 full bathrooms; very clean when we arrived. I could go on .... Courtney is a very good communicator, and responded quickly to the few questions we really had. She is a great host and the house was terrific for our needs.
Superhost
Cabin in Queenstown
4.91 out of 5 average rating, 22 reviews

Cozy Historic Cabin on the Water

KrystalRating, 5 stars4 weeks ago
Staying at Shawna and Keith's cabin was a wonderful experience. Peaceful and serene, it was relaxing just to wake up in this private oasis. Shawna and Keith were very friendly and easy to get in touch with if we had any questions. They even provided items for some of the activities we decided to try while staying there. The cabin was clean, quaint, quiet, well-equipped; and looked exactly as described. We would definitely return for another weekend getaway! Thanks again!
Guest favourite
Home in Chestertown
4.93 out of 5 average rating, 30 reviews

River Cottage, Chestertown

FranklinRating, 5 stars8 months ago
Beautiful location and the bikes, kayaks and fire pit all added fun and relaxation to our stay! Close enough to Chestertown to enjoy the farmers’ market and shopping and far enough out to be a peaceful retreat.
Top Guest favourite
Home in Chester
5 out of 5 average rating, 39 reviews

*Waterfront Sunset Bayview* sleeps 6

KellyRating, 5 stars2 weeks ago
The perfect mom and teen boy getaway! The house is on the water with gorgeous sunsets and super clean! My boys attempted fishing daily even without any luck. Altho we didn't kayak because of the choppy water, its great location (there's a ladder at the private pier or a public launch a few yards away) We cooked and ate in a few nights and also enjoyed a local spot on the water (The Narrows). The neighborhood was quiet, relaxing and peaceful. We enjoyed a visit to the Chesapeake Environmental center (abt a 12 min drive) which was a hidden treasure. The Chesapeake Outdoors (recommended by our host Jeremiah) was a great find for bait and info from the locals. Morning coffee on the patio and evening sunsets on the pier were some of my favorites, along with the spacious open floor plan (yet privacy with bedrooms). Jeremiah was super responsive and kind! We'll be back to kayak, fish more, enjoy the hot tub coming soon, the serenity and gorgeous sunsets! (maybe we'll even bring dad -LOL)
Top Guest favourite
Guesthouse in Chestertown
5 out of 5 average rating, 30 reviews

Owl Cottage - Cozy, Private & Walkable to Town

LauraRating, 5 stars1 week ago
Great location! Comfortable bed and many sweet touches that made for a very nice stay.
Top Guest favourite
Home in Rock Hall
5 out of 5 average rating, 40 reviews

Water Views in Rock Hall

JillRating, 5 stars2 weeks ago
Incredible, serene home with thoughtful design and furnishings. Our family loved the house, which served as a great space to gather over meals, games and stories. The deck on two sides of the house, with great seating, provided a gentle welcome to the nature around with harbor views in the distance. As seasoned Eastern Shore folks, this was an introduction to Rock Hall, which we really enjoyed, especially the refuge. Thanks, Lauren, for your insightful planning and attentive care for the house and your guests.
Guest favourite
Home in Stevensville
4.86 out of 5 average rating, 57 reviews

Kent Island Waterfront Home

DebbieRating, 5 stars5 days ago
Katherine was very responsive when I need help with the electronic lock (my mistake!). We were pleased by the cleanliness of the cottage and the amenities were as described. Unfortunately, we had rainy weather during our entire visit, but the birds (egrets, ducks, etc) were beautiful and the location on the water was very quiet and peaceful. The WiFi was strong enough to support two people working remotely. The house was well stocked with towels and kitchen appliances. Beds were comfortable and the AC worked well in the humid early summer heat. Katherine was also attentive to getting the above ground pool in shape for us! We appreciated that; unfortunately the storms and rain held us back from enjoying it this time. The neighborhood was really quiet and peaceful and the location was 5 minutes from a popular local wedding venue which was super convenient. We enjoyed our stay!

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