Church Hill Holiday Rentals

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Holiday Rentals in Church Hill

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

Millington
9.6 out of 10, Exceptional, (19)
"It was very clean and cozy! My partner and I loved staying here! "
United States
Tyaunna W.
The price is NZ$220
includes taxes & fees
18 Nov - 19 Nov
Guest Suite for up to 2 in a Victorian on the Chester River

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is NZ$280
includes taxes & fees
17 Nov - 18 Nov
First Floor Studio Apartment in Historic Chestertown

Grandma’s Cottage will wrap around you like a warm hug

Betterton
The price is NZ$737
includes taxes & fees
17 Nov - 18 Nov
Grandma’s Cottage will wrap around you like a warm hug

HGTV quality, private guest suite, country getaway with hot tub & fire pit

Centreville
10.0 out of 10, Exceptional, (7)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is NZ$788
includes taxes & fees
17 Nov - 18 Nov
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Turnbridge Manor

Denton
9.8 out of 10, Exceptional, (12)
"We rented this wonderful home for Christmas and had the most relaxing time. The house is just as advertised and the owner a delight to work with. We especially loved the proximity to the square and how walkable it was to everything. I can’t wait to rent it again during warm weather to enjoy all the wonderful porches and the outdoor area."
United States
Katie K.
The price is NZ$1,060
includes taxes & fees
24 Nov - 25 Nov
Turnbridge Manor

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

Rock Hall
10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is NZ$502
includes taxes & fees
16 Nov - 17 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

High Tide Haven Suite

Kent County
The price is NZ$351
includes taxes & fees
16 Nov - 17 Nov
High Tide Haven Suite

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"Loved sitting on the dock, peaceful, quiet; house has everything you need"
United States
jackie r.
The price is NZ$548
includes taxes & fees
16 Nov - 17 Nov
Waterfront Retreat with Private Dock and Beach

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (1)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
The price is NZ$479
includes taxes & fees
24 Nov - 25 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants

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

Grasonville
9.6 out of 10, Exceptional, (12)
"I was impressed with how spacious and clean the house was."
United States
Susan M.
The price is NZ$737
includes taxes & fees
17 Nov - 18 Nov
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Chesapeake Bay Retreat W/Breathtaking Views

Rock Hall
10.0 out of 10, Exceptional, (1)
"Beautiful home situated right on the water with everything we could need. Would not hesitate to return! "
United States
josh b.
The price is NZ$1,410
includes taxes & fees
1 Dec - 2 Dec
Chesapeake Bay Retreat W/Breathtaking Views
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

Find out more about Church Hill

Everything you need to know about Church Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Church Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Church Hill holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Church Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Church Hill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Church Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Church Hill holiday rentals we have selected for you start as low as NZ$280 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Church Hill rentals

At Expedia, we put the best Church Hill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Church Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Church Hill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Church Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Chesapeake Bay Harbor View in a central location to events/restaurants: This holiday home rental outside of Church Hill is located in a rural location, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

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 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.