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Compare 87 Vacation Homes in Crumpton with updated reviews, rates, and availability.

Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
Waterfront w/upper sundeck and private pier located near Rock Hall, sleeps 18.
10.0 out of 10, Exceptional, (53)

Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
10.0 out of 10, Exceptional, (47)

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
9.8 out of 10, Exceptional, (13)

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.
9.8 out of 10, Exceptional, (17)

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
10.0 out of 10, Exceptional, (10)

Newly renovated single family home with attached guest suite
Newly renovated single family home with attached guest suite

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
A waterfront gem with dock, kayaks great water views. Sleeps up to 12.
10.0 out of 10, Exceptional, (25)

Waterfront family resort Lodge with private pier, game room and bar
Waterfront family resort Lodge with private pier, game room and bar
9.8 out of 10, Exceptional, (25)
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 Crumpton

BAYSIDE BUNGALOW
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (35)
The price is AED 643
AED 997 total
includes taxes & fees
11 May - 12 May

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (47)

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
9.8 out of 10, Exceptional, (13)
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.
Recent reviews of Crumpton hotels
Recent reviews of Crumpton hotels

Holiday Inn Express And Suites Middletown by IHG
5/5 Excellent
"I liked the hotel as it was new and clean however our first night it was so noisy we got very little sleep. I spoke to the desk manager but being I booked through Expedia I could get no compensation at all. The second night was just fine as the manager said she spoke to the workers responsible for the noise the first night. It seems they were laborers who were drinking in the parking lot all night long. How a hotel would allow this is beyond me but it happened."
A verified traveler stayed at Holiday Inn Express And Suites Middletown by IHG
Posted 3 days ago