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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

Compare 14 Apartments in Church Hill with updated reviews, rates, and availability.

Newly restored apartment in the heart of Chestertown
Fridge, microwave, oven, stovetop

Newly restored apartment in the heart of Chestertown

9.8 out of 10, Exceptional, (20)
"Nice downtown location."
Newly restored apartment in the heart of Chestertown
Historic Downtown Garden Oasis with Private Patio
Property grounds

Historic Downtown Garden Oasis with Private Patio

10.0 out of 10, Exceptional, (25)
"This is the second time I stayed here and will be back. I was able to work from here and enjoyed breakfast and lunch on the covered porch with a sweet companion (the owners' totally chill dog). Walking distance to everything. Check out the new wetland preserve at the end of the street. "
Historic Downtown Garden Oasis with Private Patio
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (79)
"This property is located in a excellent neighborhood overlooking a golf course and a short distance to the Chester river. The room was immaculate and ideal for all ages, especially Senior citizens. We booked this room for our 67th wedding anniversary in the first week in February with unfavorable weather, but the room was very cozy. We will defiently return later this year."
The price is AED 404
AED 628 total
includes taxes & fees
3 Apr - 4 Apr
First Floor Studio Apartment in Historic Chestertown
Carriage House Hideaway in Middle of Chestertown
Iron/ironing board, travel crib, free WiFi, bed sheets

Carriage House Hideaway in Middle of Chestertown

10.0 out of 10, Exceptional, (86)
"Very sweet studio with everything you need for your stay. Extremely quiet and walking distance to great restaurants and shops. Hosts were very gracious and available if needed. We definitely will book again. Thank you!"
Carriage House Hideaway in Middle of Chestertown
Relaxation Haven on the Shore near Choptank River
Fridge, microwave, oven, stovetop

Relaxation Haven on the Shore near Choptank River

10.0 out of 10, Exceptional, (3)
"We were attending a wedding in Easton, MD. This was the perfect place to use as a base while attending wedding and get togethers "
Relaxation Haven on the Shore near Choptank River
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10.0 out of 10, Exceptional, (34)
"Great location, wonderful place and fantastic owner. Recommendations on restaurants and things to do were perfect. We had a great time and Betty Ann was very kind and responsive in communications. Will definitely visit again!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Waterfront Retreat with Private Dock and Beach
Miscellaneous

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (17)
"This property was exactly what we needed! The apartment was very clean and well maintained making it such a pleasant experience. Even though the property is shared with the owners, they weren’t constantly around or hovering over us allowing us to enjoy our time together. We loved having the dock and availability of the kayaks so we didn’t have to bring us along for the long trip there. We found some small shops and cute little towns along with a wonderful winery all within a short drive from...
The price is AED 643
AED 1,156 total
includes taxes & fees
2 Apr - 3 Apr
Waterfront Retreat with Private Dock and Beach
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

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

10.0 out of 10, Exceptional, (9)
"Totally enjoyed our stay. The room was clean and very cozy. Highly recommend "
The price is AED 250
AED 459 total
includes taxes & fees
29 Apr - 30 Apr
Guest Suite for up to 2 in a Victorian on the Chester River
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Miscellaneous

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

10.0 out of 10, Exceptional, (4)
"A great place to chill out and enjoy what Rock Hall has to offer. It’s always great to come back to my childhood town. Rick is a great host and takes really good care of the property! We will be back."
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
1 bedroom, bed sheets

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.6 out of 10, Exceptional, (5)
"Thank you Lynn for having us. It was a short trip but worth it, especially being able to stay at the She Shed - clean, conveniently located, and quiet. We’ll definitely be back!"
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Knot's Landing, spacious Apt. downtown Rock Hall
Property grounds

Knot's Landing, spacious Apt. downtown Rock Hall

10.0 out of 10, Exceptional, (2)
"Just spent the weekend at Knot’s Landing and highly recommend it! The location is incredible with walk-ability to all of Main St and still close to the marina and the beach. The place was very clean and incredibly spacious. Check in and out was perfectly smooth and the host was responsive and helpful with the one question we had. 10/10 absolutely recommend!"
Knot's Landing, spacious Apt. downtown Rock Hall
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Outdoor dining

Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm

9.8 out of 10, Exceptional, (50)
"This place is absolutely beautiful. So relaxing and management well let’s just say that they are the best people to be around. Looking forward to returning one day. Hated to leave"
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm
Cute waterfront apartment -- 8 min from the beach!
Outdoor dining

Cute waterfront apartment -- 8 min from the beach!

10.0 out of 10, Exceptional, (6)
"We enjoyed our stay so much. It was so private and quiet. It was also nice to be able to bike ride where ever we needed to go. It was perfect!! We plan on going back soon!!"
Cute waterfront apartment -- 8 min from the beach!
Relax on the Eastern Shore of Kent Narrows in a King Bed
Smart TV, fireplace, DVD player, books

Relax on the Eastern Shore of Kent Narrows in a King Bed

10.0 out of 10, Exceptional, (12)
"This lovely apartment was spacious, clean and oh so comfy! Jackie is the perfect host and an amazing person! The special gifts that she left for us that made the stay even more special. The fresh eggs from her chickens were the best!! My only comment would be that the post on VRBO did not make it clear that this apartment was part of a larger home where the hosts live. Was a bit confusing to us upon arrival. Otherwise, would go back there in a heartbeat! Thanks, Jackie!"
Relax on the Eastern Shore of Kent Narrows in a King Bed
Belle Blu of Kent Narrows Grasonville, Maryland
3 bedrooms, desk, iron/ironing board, travel crib

Belle Blu of Kent Narrows Grasonville, Maryland

10.0 out of 10, Exceptional, (3)
"Well worth your efforts to stay with Jackie in Grasonville. It is an awesome spot with everything you need. Have never experienced a host so welcoming and the rental is brand new, clean, and spacious. Excellent option when wanting to stay close to Annapolis. Thank you Jackie!"
Belle Blu of Kent Narrows Grasonville, Maryland
Cozy Waterfront Apartment Chester, MD
Terrace/patio

Cozy Waterfront Apartment Chester, MD

Cozy Waterfront Apartment Chester, MD
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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Other property types in Church Hill

240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (180)
"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Cass-N-Reel Luxury Houseboat
Smart TV

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (23)
"The perfect little get away!"
The price is AED 367
AED 985 total
includes taxes & fees
3 Apr - 4 Apr
Cass-N-Reel Luxury Houseboat
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Interior

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (33)
"The property is just stunning. We went in February, and i can only imagine how beautiful it is in the summer. The host had great communication. My family of 20 takes a trip every year. This is the best stocked house we have ever been to. The 3 kitchen spaces with a huge selection of pots and pans made meal prep a dream. The coffe station with sugar and creamers and Keurig pods was awesome. I cant say enough about this place. The layout is a little weird, one of the bedrooms is only accessable...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
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.

Frequently asked questions

What's it like to stay at an apartment in Church Hill?
You might not have many choices within the heart of Church Hill, but Expedia can help you search for lodging accommodations within the larger area with similar amenities to an apartment. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can even filter by similar property types like vacation homes, condos, or cabins.
Are you thinking about an apartment for your stay?
An apartment is often more spacious than a traditional hotel room and comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home but also for couples who want to stay away from the tourist areas.
What's the top apartment for a stay in Church Hill?
Here are some of the top apartments in the area: First Floor Studio Apartment in Historic Chestertown: Located in Chestertown, 6 mi/9.7 km from the heart of Church Hill. Includes a private pool, laundry facilities, and free WiFi. A fitness center and an outdoor pool are on site. Newly restored apartment in the heart of Chestertown: Located 6.3 mi/10.1 km away in Chestertown. Amenities include free WiFi. Historic Downtown Garden Oasis with Private Patio: It’s situated in Chestertown, 6.5 mi/10.5 km away. Includes free WiFi, outdoor space, and separate dining areas. WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD: 20.7 mi/33.3 km away in Earleville. Free WiFi and Smart TVs are included. Carriage House Hideaway in Middle of Chestertown: It’s located in Chestertown, 6.5 mi/10.5 km from Church Hill. Includes free WiFi, fireplaces, and Smart TVs.
What will the weather be like during my trip to Church Hill?
Though weather is just one factor, it can really affect your travel plans, especially when you’re planning an extended stay in Church Hill. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Church Hill is 48 inches.
What should I see and do in Church Hill?
Explore the area and family-friendly sights such as Hazel Miner Monument, or get out into nature at a spot like Ferry Park. While here, Church Hill Theatre and Cassinelli Winery and Vineyards are other places worth a visit.
What's the best way to get to and around Church Hill?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 23.2 mi (37.3 km) away from the heart of the city. Otherwise, look for flights into Baltimore, MD (MTN-Martin State), which is 26.7 mi (43 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.