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

Home in Saint Michaels
4.99 out of 5 average rating, 170 reviewsGrace Cottage, Saint Michaels Walk to everything!
JeremyRating, 5 stars1 week ago
This property was centrally located to shopping , restaurants and historic sites. It was a perfect location. I’d rent it again!

Home in Cambridge
4.88 out of 5 average rating, 129 reviewsDorothy's Chesapeake Delight
AnitaRating, 5 stars1 day ago
What a great place to stay and relax. Sitting with your feet in the sand , kayaking , crabbing and fishing . We will definitely boom again .
Top guest favourite

Farm stay in Centreville
5 out of 5 average rating, 37 reviewsNo Fees~Historic Lansdowne Manor
AndrewRating, 5 stars1 month ago
I had a wonderful stay at the Manor. Alex was an exceptional host—very responsive and accommodating throughout my visit. The manor is beautiful, featuring a charming vintage appeal perfectly complemented by modern amenities. It felt both timeless and comfortable. Conveniently, grocery stores and restaurants are just a short drive away, which made my stay even more enjoyable. Overall, it was a fantastic experience, and I would love to stay again.
Top guest favourite

Home in Greensboro
4.97 out of 5 average rating, 155 reviewsCozy Riverside Cottage in the Woods
ChuckRating, 5 stars1 month ago
Just a wonderful location. Very private and the property is beautiful. The house was well-equipped; it included a couple of kayaks that we used on the Choptank River, where we saw ospreys, eagles, and even a beaver. The beds were comfortable and the decor and other items in the house were very interesting. We likely will be back some time.
Guest favourite

Flat in Saint Michaels
4.96 out of 5 average rating, 53 reviewsCharming Apt. in St. Michaels
AnnamariaRating, 5 stars5 days ago
We stayed in the other unit a few years back and it was great. This unit did not disappoint either. Clean, comfortable and stocked with whatever we needed. The bed was very comfortable. I wish I had Jill's flare for interior decorating. It's adorable! The location can't be beat. Park it and enjoy. We walked everywhere. I loved sitting on the porch right on the main street. Everyone says "Hi!" when they walk by. Beautiful town!
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.
Guest favourite

Cottage in Wittman
4.89 out of 5 average rating, 165 reviews"Wittman Cottage"
JamesRating, 5 stars3 weeks ago
Wonderful location. Excellent accommodations. Been there a few times and each visit has been most pleasant.
Top guest favourite

Home in Cambridge
4.95 out of 5 average rating, 83 reviewsOsprey's Retreat Waterfront w/ private beach/dock
WarsameRating, 5 stars1 day ago
We had a truly pleasant and relaxing stay. My family and I enjoyed a restful weekend, the space was exactly as described, clean, comfortable, and met all our expectations. The host was kind and helpful throughout, which made everything smooth and stress-free. We would definitely return and highly recommend this stay to others.
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