Church Hill Vacation Rentals

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Vacation Rentals in Church Hill

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

Rock Hall MD

Located in Rock Hall, this vacation home is on the waterfront, within a 15-minute walk of Waterman’s Museum and Rock Hall Harbor.

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

stevensville MD

Located in Stevensville, this vacation home is on the waterfront, within a 5-minute drive of Love Point State Park and Chesapeake Bay.

Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Rock Hall MD

Located in Rock Hall, this vacation home is on the waterfront, within a 10-minute drive of The Mainstay and Waterman’s Museum.

Entire Townhouse in Rock Hall

Rock Hall MD

Located in Rock Hall, this vacation home is on the waterfront, within a 15-minute walk of Rock Hall Harbor and The Mainstay.

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown MD

With a stay at this vacation home in Chestertown, you'll be within a 10-minute walk of River Arts Chestertown and Garfield Center for the Arts at the Prince Theater.

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown MD

A stay at this vacation home places you in the heart of Chestertown, steps from Historical Society of Kent County Maryland and Chestertown Historic District.

Where luxury meets laughter by the bay. Welcome to Bamboo Sands Villa & Captain’s Quarters.

Worton MD

With a stay at this vacation home in Worton, you'll be on the waterfront, just steps from Still Pond Station Park and a 5-minute drive from Chesapeake Bay.

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Greensboro MD

Located in Greensboro, this vacation home is by the sea, within a 10-minute drive of Olive Branch Lodge Park and Martinak State Park.

4BR House Winchester Creek Estate

Grasonville MD

Located in Grasonville, this vacation home is on the waterfront, within a 10-minute drive of Queenstown Premium Outlets and Chesapeake Exploration Center.

Spacious & charming 3-bedroom rancher in Ferry Park section of Rock Hall

Rock Hall MD

With a stay at this vacation home in Rock Hall, you'll be within a 10-minute walk of Ferry Park and Chesapeake Bay.

Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

Queenstown MD

With a stay at this vacation home in Queenstown, you'll be next to a golf course, and 7 mi (11.2 km) from Queenstown Premium Outlets and 7.1 mi (11.4 km) from Rufus M and Loraine Hall Todd Performing Arts Center.

Waterfront Sunset Bayview: sleeps 6

Chester MD

Located in Chester, this vacation home is on the waterfront, within a 15-minute drive of Chesapeake Exploration Center and Island Dog Park.

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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.