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Church Hill Holiday 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 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Church Hill holiday 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 HK$776
HK$1,245 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 HK$533
HK$981 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 HK$941
HK$1,462 total
includes taxes & fees
12 Jul - 13 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 HK$972
HK$2,302 total
includes taxes & fees
30 Jun - 1 Jul
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 HK$1,764
HK$2,968 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 HK$1,497
HK$3,000 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 HK$1,355
HK$1,643 total
includes taxes & fees
23 Jul - 24 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 HK$1,568
HK$2,352 total
includes taxes & fees
28 Jun - 29 Jun
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 HK$1,764
HK$2,136 total
includes taxes & fees
26 Jun - 27 Jun
Serene 4-bedroom house with AC in charming Ridgely
Property grounds

Beachcomber Suite

Beachcomber Suite
Kent County
The price is HK$1,143
HK$1,421 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 HK$2,822
HK$4,778 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 traveller
The price is HK$1,960
HK$3,020 total
includes taxes & fees
9 Jul - 10 Jul
Newly restored apartment in the heart of Chestertown
Smart TV, fireplace

RELAX- Eastern Shore Creek Home - 6 Guests

RELAX- Eastern Shore Creek Home - 6 Guests
Grasonville
10.0 out of 10, Exceptional, (6 reviews)
"We had a real enjoyable and comfortable stay in this beautiful home. The hosts were very responsive and the amenities were much appreciated. The home made this special trip even more memorable."
United States
Sherry N.
RELAX- Eastern Shore Creek Home - 6 Guests
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

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

8/10 Good
"Clean. Be sure to request water view. It's nice that the property is pet friendly."
Tisiphone 3-night trip
Posted 6 hours ago
Hyatt Place Kent Narrows & Marina

Find out more about Church Hill

Search for holiday rentals in Church Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Church Hill using one of the methods below:

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Look no further and take a look at our great range of rental properties in Church Hill!

Frequently asked questions

Can I find holiday rentals in Church Hill?

Yes, there are holiday rentals close to the most popular sights in Church Hill, or you can select a more secluded option if you're looking for a relaxing stay. Church Hill is known for its wineries.

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

Pool + Hot Tub + Pickleball | Waterfront: This highly rated holiday home rental in Church Hill is located on a river, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Church Hill?

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

What are holiday rentals like in Church Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Church Hill. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips.