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Church Hill Holiday Rentals

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Church Hill holiday rentals

Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is HK$729
HK$3,341 total
includes taxes & fees
14 Jun - 15 Jun
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
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, (3 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is HK$768
HK$1,273 total
includes taxes & fees
23 Jun - 24 Jun
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Property grounds

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (112 reviews)
"Every thing was great"
United States
lesia k.
The price is HK$776
HK$1,245 total
includes taxes & fees
15 Jun - 16 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$980 total
includes taxes & fees
25 Jun - 26 Jun
Guest Suite for up to 2 in a Victorian on the Chester River
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, (22 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is HK$923
HK$2,239 total
includes taxes & fees
14 Jun - 15 Jun
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
TV, computer monitors

3 Mi to Dover Motor Speedway: Pet-Friendly Retreat

3 Mi to Dover Motor Speedway: Pet-Friendly Retreat
Dover
9.0 out of 10, Wonderful, (7 reviews)
"Great property in a quiet neighborhood. Owner communicated easily and effectively. "
United States
Patrick C.
The price is HK$650
HK$3,446 total
includes taxes & fees
14 Jun - 15 Jun
3 Mi to Dover Motor Speedway: Pet-Friendly Retreat
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$1,763
HK$2,967 total
includes taxes & fees
15 Jun - 16 Jun
Waterfront Retreat with Private Dock and Beach
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
The price is HK$1,959
HK$3,281 total
includes taxes & fees
15 Jun - 16 Jun
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Property grounds

Beachcomber Suite

Beachcomber Suite
Kent County
The price is HK$1,143
HK$1,411 total
includes taxes & fees
15 Jun - 16 Jun
Beachcomber Suite
WiFi, bed sheets

Turtle Cove Room

Turtle Cove Room
Kent County
The price is HK$1,100
HK$1,365 total
includes taxes & fees
6 Jul - 7 Jul
Turtle Cove Room
Exterior detail

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (55 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is HK$1,567
HK$2,376 total
includes taxes & fees
16 Jun - 17 Jun
BAYSIDE BUNGALOW
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$1,403
HK$2,891 total
includes taxes & fees
29 Jun - 30 Jun
Bayside Cottage steps from Rock Hall Harbor
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$2,821
HK$4,776 total
includes taxes & fees
16 Jun - 17 Jun
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$1,959
HK$3,018 total
includes taxes & fees
14 Jun - 15 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

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent
"Beautiful location right on the water. Nice space to sit outside and enjoy the view."
Mark 1-night trip
Posted 2 days ago
Holiday Inn Express Annapolis East-Kent Island by IHG

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:

  • View our selection of featured holiday rentals in Church Hill
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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?

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!: This holiday home rental outside of Church Hill is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.