Church Hill Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Church Hill holiday rentals

Exterior

Apartment in Millington

Guest Suite for up to 2 in a Victorian on the Chester River
9.6 out of 10, Exceptional, (19 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$530
HK$975 total
includes taxes & fees
4 Feb - 5 Feb
Guest Suite for up to 2 in a Victorian on the Chester River
Property grounds

Apartment in Chestertown

First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
The price is HK$772
HK$1,238 total
includes taxes & fees
27 Jan - 28 Jan
First Floor Studio Apartment in Historic Chestertown
Exterior detail

Holiday Home in Rock Hall

BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (52 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is HK$1,559
HK$2,339 total
includes taxes & fees
27 Jan - 28 Jan
BAYSIDE BUNGALOW
Beach

Apartment in Rock Hall

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (17 reviews)
"Close to Main Street. Very nice and spacious accommodations."
United States
Michael D.
The price is HK$918
HK$2,211 total
includes taxes & fees
27 Jan - 28 Jan
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Dining

Cottage in Betterton

Grandma’s Cottage will wrap around you like a warm hug
The price is HK$1,754
HK$3,273 total
includes taxes & fees
27 Jan - 28 Jan
Grandma’s Cottage will wrap around you like a warm hug
Terrace/patio

Holiday Home in Kent County

High Tide Haven Suite
The price is HK$1,351
HK$1,557 total
includes taxes & fees
27 Jan - 28 Jan
High Tide Haven Suite
Beach

Apartment in Worton

Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (25 reviews)
"The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation. "
United States
Debbie S.
The price is HK$1,364
HK$2,436 total
includes taxes & fees
27 Jan - 28 Jan
Waterfront Retreat with Private Dock and Beach
Property grounds

Holiday Home in Denton

Turnbridge Manor
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$2,807
HK$4,752 total
includes taxes & fees
27 Jan - 28 Jan
Turnbridge Manor
Pool

Apartment in Chestertown

Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay. Property was updated, clean and in a nice part of town walkable to everything. We would definitely stay here again and are looking forward to it."
United States
Jason
The price is HK$2,175
HK$3,521 total
includes taxes & fees
21 Feb - 22 Feb
Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access
Dining

Holiday Home in Grasonville

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is HK$1,949
HK$3,273 total
includes taxes & fees
27 Jan - 28 Jan
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
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

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

10/10 Excellent
"staff is nice and place is good. proce wise is excellent"
Janelle 1-night trip
Posted 3 days ago
Comfort Inn & Suites Chestertown

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?

BAYSIDE BUNGALOW: This holiday home rental outside of Church Hill is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

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 Hazel Miner Monument. Cassinelli Winery and Vineyards and Chestertown Historic District 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.