
Vacation rentals in Church Hill
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Top-rated vacation rentals in Church Hill
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Guest favorite

Home in Chestertown
4.93 out of 5 average rating, 45 reviewsWaterfront Paradise w/ Pier - kayak to Chestertown
MaxRating, 5 stars3 weeks ago
This was my second time staying here with my family and dogs. We absolutely love the property and area! We enjoyed kayaking and are dogs enjoyed swimming and playing along the river. Ina was a great host and was responsive to our needs. It was a great experience and vacation!
Top guest favorite

Home in Joppatowne
5 out of 5 average rating, 32 reviewsTwo bedroom small ranch with beautiful forest view
KatherynRating, 5 stars2 days ago
We had a perfect stay! The house is very clean and neat. Had every amenity we could have needed. We stayed in town for a nearby lacrosse tournament for 3 nights. It was a perfect place to unwind at the end of the day with great AC! Having laundry on site was particularly helpful. Highly recommend!
Guest favorite

Home in Chestertown
4.93 out of 5 average rating, 30 reviewsRiver 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 favorite

Home in Chestertown
5 out of 5 average rating, 13 reviewsHigh Tide & Hound
RickRating, 5 stars1 week ago
One of the cuties places we have stayed. This was a perfect place and set up appropriately for our 3 year old granddaughter and our fur baby. Jessica had also left some snacks which we were so thankful for after the drive. Thanks for a wonderful experience.
Top guest favorite

Home in Chestertown
5 out of 5 average rating, 78 reviewsLovely Home in Chestertown With Free EV Charging
SheridanRating, 5 stars1 week ago
Perfect place for our during a nearby wedding. Teddi was always responsive, pleasant, and helpful.
Guest favorite

Cottage in Centreville
4.93 out of 5 average rating, 42 reviewsCaptain’s Quarters - Unique home on Corsica River!
LoriRating, 5 stars10 months ago
An incredibly peaceful setting, we enjoyed time on the main floor deck watching the wild life and river! A perfect place to reflect with a good cup of coffee in hand!
Guest favorite

Camper/RV in Hartly
4.83 out of 5 average rating, 18 reviewsCozy Camper Escape Near Dover
KhayrRating, 5 stars4 weeks ago
She set a new standard for what I now require in a host. Very detailed, responsive, and kind. The camper was pristine.
Top guest favorite

Home in Kennedyville
4.93 out of 5 average rating, 58 reviewsComfy and Cozy on the Eastern Shore
BrianRating, 5 stars5 months ago
This was our 3rd stay here. It is perfect for what we need. This house is always clean and well stocked. The host is great! I look forward to staying here at least once each year.
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