Church Hill Holiday Rentals, Maryland: Private House Rentals

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Our top choices for Church Hill hotels

Desk, laptop workspace, blackout curtains, iron/ironing board

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

฿3,569

฿3,961 total

includes taxes & fees

7 Oct - 8 Oct

2. Red Roof Inn & Suites Chestertown

Chestertown

Linda

฿2,397

฿2,660 total

includes taxes & fees

23 Sept - 24 Sept

Room | Desk, soundproofing, free WiFi, bed sheets

3. Driftwood Inn

Chestertown

Kathy

฿2,114

฿2,347 total

includes taxes & fees

17 Sept - 18 Sept

Woods Cottage | Living area | Flat-screen TV, fireplace

4. Inn at Huntingfield Creek

Rock Hall

Christine

฿5,992

฿6,652 total

includes taxes & fees

20 Sept - 21 Sept

5. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

฿5,060

฿5,617 total

includes taxes & fees

4 Oct - 5 Oct

Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board

6. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

jayne

฿3,928

฿4,360 total

includes taxes & fees

20 Sept - 21 Sept

In-room safe, iron/ironing board, free cots/infant beds, rollaway beds

7. Best Western Denton Inn

Denton

Courtney

฿3,953

฿4,388 total

includes taxes & fees

4 Oct - 5 Oct

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets

8. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

฿3,329

฿3,695 total

includes taxes & fees

6 Oct - 7 Oct

Private beach nearby, sun-loungers, beach volleyball

9. The Lodge at Great Oak Landing

Chestertown

Irma

฿3,587

฿4,101 total

includes taxes & fees

20 Sept - 21 Sept

Bungalow | Living area | 50-inch Smart TV with cable channels

Wye Cottage | Living area | 50-inch Smart TV with cable channels

10. Queenstown Harbor Golf Resort

Queenstown

฿15,440

฿17,602 total

includes taxes & fees

20 Sept - 21 Sept

11. Hilton Garden Inn Kent Island Marina

Grasonville

roney

฿4,162

฿4,620 total

includes taxes & fees

13 Oct - 14 Oct

Blackout curtains, soundproofing, iron/ironing board (on request)

12. Haven Point Inn and Gallery

Rock Hall

Mary

฿4,170

฿4,628 total

includes taxes & fees

6 Oct - 7 Oct

13. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

฿6,367

฿7,914 total

includes taxes & fees

28 Sept - 29 Sept

Standard Single Room, 1 King Bed | Iron/ironing board (on request), free WiFi, individually decorated

14. Kent Island Resort

Stevensville

Bethany

฿5,096

฿6,783 total

includes taxes & fees

12 Oct - 13 Oct

Standard Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | In-room safe, desk, laptop workspace, iron/ironing board

15. Best Western Kent Narrows Inn

Grasonville

Joshua

฿3,863

฿4,288 total

includes taxes & fees

28 Sept - 29 Sept

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Stay near popular Church Hill attractions

Cassinelli Winery and Vineyards

You can enjoy a tasting or tour at Cassinelli Winery and Vineyards during your travels to Church Hill. Take in the festivals while you're in the area.

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Church Hill Theatre

You can make plans for a show at Church Hill Theatre on your trip to Church Hill.

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Top Church Hill Hotel Reviews

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"Add hot tub to pool area."

Best Western Kent Narrows Inn

10/10 Excellent

"Place was perfect."

The Lodge at Great Oak Landing

8/10 Good

"I stayed on the 2nd fl but had to na"

Haven Point Inn and Gallery

8/10 Good

"It was very nice they offered a homecooked breakfast with tea and coffee. However I prefer access to coffee in my room when I want it. No microwave in room, you have to go downstairs to the art gallery to use one. None of the rooms had a long mirror, Parking is a issue, especially if you have a guest come over or stop bye. Or come with more then 1 vehicle. Also would have been nice to have had soda and snack machine since the entire town shuts down early. Overall it was clean, owner was very nice, and id probably stay again."

Best Western Denton Inn

10/10 Excellent

"My stay was 10 days. Extremely professional and friendly staff. All worked hard. Clean rooms. Pool was nice. Washer-dryer worked out great. Breakfast was fresh everyday. Very good management team running this Hotel."

Inn at Huntingfield Creek

10/10 Excellent

"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"

Inn at Haven Harbour

10/10 Excellent

"Friendly staff at check in. This lady was helpful thru entire stay. Her name is Sharon. The Harbor had a Luau on Saturday which we attended since our son is a slip holder. Great weekend. "

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

฿2,397

฿2,660 total

23 Sept - 24 Sept

includes taxes & fees

7.2/10 Good! (493 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

฿3,329

฿3,695 total

6 Oct - 7 Oct

includes taxes & fees

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

฿3,569

฿3,961 total

7 Oct - 8 Oct

includes taxes & fees

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

฿3,863

฿4,288 total

28 Sept - 29 Sept

includes taxes & fees

8/10 Very good! (1,001 reviews)

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD

฿3,928

฿4,360 total

20 Sept - 21 Sept

includes taxes & fees

Best Western Denton Inn

521 Fleetwood Rd Denton MD

฿3,953

฿4,388 total

4 Oct - 5 Oct

includes taxes & fees

8.6/10 Excellent! (627 reviews)

Frequently asked questions

Where is the best place to stay in Church Hill?

Located 18.2 mi (29.3 km) from the heart of Church Hill, Best Western Kent Narrows Inn is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Red Roof Inn & Suites Chestertown and Hilton Garden Inn Kent Island Marina. See all available top hotels, or vacation rentals in Church Hill.

If I need to cancel my hotel reservation in Church Hill, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Church Hill.

How is it to stay in Church Hill?

Visitors can enjoy all that Church Hill has to offer, including its wineries. There are 263 hotels and other accommodation options in the surrounding area. Find out more about Church Hill.

What are the top places to visit in Church Hill?

A couple of favourite places to visit are Church Hill Theatre and Cassinelli Winery and Vineyards. You'll also find Rolphs Wharf Marina and Chestertown Historic District in the area. Take a look at what more there is to see and do in Expedia's Church Hill guide.

What's the weather like in Church Hill?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Church Hill is 1223 mm.

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Find hotels in Church Hill, MD from ฿2,347

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Church Hill

Check prices for these dates

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Our top choices for Church Hill hotels

1. Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

3. Driftwood Inn

4. Inn at Huntingfield Creek

5. Hyatt Place Kent Narrows & Marina

6. Holiday Inn Express Annapolis East-Kent Island by IHG

7. Best Western Denton Inn

8. Quality Inn Grasonville near Kent Island

9. The Lodge at Great Oak Landing

10. Queenstown Harbor Golf Resort

11. Hilton Garden Inn Kent Island Marina

12. Haven Point Inn and Gallery

13. The Inn at Chesapeake Bay Beach Club

14. Kent Island Resort

15. Best Western Kent Narrows Inn

Stay near popular Church Hill attractions

Cassinelli Winery and Vineyards

Church Hill Theatre

Top Church Hill Hotel Reviews

Hyatt Place Kent Narrows & Marina

Best Western Kent Narrows Inn

The Lodge at Great Oak Landing

Haven Point Inn and Gallery

Best Western Denton Inn

Inn at Huntingfield Creek

Inn at Haven Harbour

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Chestertown

Best Western Kent Narrows Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Denton Inn

Frequently asked questions

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