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Church Hill Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Church Hill vacation rentals

Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (113 reviews)
"Every thing was great"
United States
lesia k.
The price is SAR 372
SAR 596 total
includes taxes & fees
29 Jun - 30 Jun
First Floor Studio Apartment in Historic Chestertown
Exterior

Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.8 out of 10, Exceptional, (23 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is SAR 255
SAR 470 total
includes taxes & fees
29 Jun - 30 Jun
Guest Suite for up to 2 in a Victorian on the Chester River
Interior

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (5 reviews)
The price is SAR 451
SAR 696 total
includes taxes & fees
22 Jul - 23 Jul
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Beach

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (23 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is SAR 466
SAR 1,103 total
includes taxes & fees
29 Jun - 30 Jun
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach nearby

Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach
Worton
10.0 out of 10, Exceptional, (25 reviews)
"Quiet and relaxing spot right on the water"
United States
Jennifer W.
The price is SAR 845
SAR 1,421 total
includes taxes & fees
28 Jun - 29 Jun
Waterfront Retreat with Private Dock and Beach
Smart TV

Bayside Cottage steps from Rock Hall Harbor

Bayside Cottage steps from Rock Hall Harbor
Rock Hall
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, close to everything in town - had a nice visit!"
United States
Adam S.
The price is SAR 717
SAR 1,437 total
includes taxes & fees
14 Jul - 15 Jul
Bayside Cottage steps from Rock Hall Harbor
WiFi, bed sheets

Turtle Cove Room

Turtle Cove Room
Kent County
The price is SAR 527
SAR 654 total
includes taxes & fees
27 Jul - 28 Jul
Turtle Cove Room
Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (56 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is SAR 751
SAR 1,122 total
includes taxes & fees
8 Jul - 9 Jul
BAYSIDE BUNGALOW
Dining

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (14 reviews)
"This was a lovely find and had more amenities than the pictures provided with seating for 8, an air fryer, and a Keurig. There was a full kitchen, so cooking was easy. The king bed was very comfortable. It is near the outlet malls and is in a great location. The owner is very nice and accommodating. "
United States
Robin
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Interior

Serene 4-bedroom house with AC in charming Ridgely

Serene 4-bedroom house with AC in charming Ridgely
Ridgely
The price is SAR 845
SAR 1,023 total
includes taxes & fees
7 Jul - 8 Jul
Serene 4-bedroom house with AC in charming Ridgely
Property grounds

Beachcomber Suite

Beachcomber Suite
Kent County
The price is SAR 547
SAR 680 total
includes taxes & fees
13 Jul - 14 Jul
Beachcomber Suite
Property grounds

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is SAR 1,352
SAR 2,288 total
includes taxes & fees
1 Jul - 2 Jul
Turnbridge Manor
Smart TV, books

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
9.8 out of 10, Exceptional, (29 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveler
The price is SAR 939
SAR 1,446 total
includes taxes & fees
28 Jun - 29 Jun
Newly restored apartment in the heart of Chestertown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Church Hill Hotel Reviews

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Gentleman who checked me in was super-friendly and the room was clean and well maintained. Very good value. Low cost. High quality"
Terell 1-night trip
Posted 7 hours ago
Best Western Kent Narrows Inn

Frequently asked questions

Can I find vacation rentals in Church Hill?

Yes, we give you a choice of vacation rentals near the most popular sights in Church Hill, or you can choose a more remote option if you want a relaxing place to stay. Church Hill is known for its wineries.

What are some of the best vacation home rentals that Church Hill has to offer?

Pool + Hot Tub + Pickleball | Waterfront: This highly rated vacation home rental in Church Hill is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Church Hill?

Explore the area and cultural attractions such as Church Hill Theatre, or visit a family-friendly sight such as Crumpton Auction. Cassinelli Winery and Vineyards and Rolphs Wharf Marina are a couple of places you'll find in the larger area.

What are vacation rentals like in Church Hill?

Vacation rentals are private accommodations you can book for a couple days or more in Church Hill. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for small groups.