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Guest Houses in Chesapeake

Our top choices for Chesapeake guest houses

Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Property grounds

Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees

10.0 out of 10, Exceptional, (9)
"My friends and I had a great time. The location was perfect. Even though we weren’t in the barn long, it was a nice little place to stay. The owner was great with communication. Overall I would definitely recommend this as a place to stay."
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Steps to Beach | Studio | Beach Gear
Property grounds

Steps to Beach | Studio | Beach Gear

8.0 out of 10, Very Good, (1)
"It is a studio size, private house. 200 sf, but with all the things you need. Very quiet neighborhood and 3 easy blocks to a very beautiful and not crowded beach. Only downside, no bed for 2. Just a large comfy daybed with a trundle underneath. Perfect for rest spot as you do the outdoor things. "
Steps to Beach | Studio | Beach Gear
Dog Friendly | >5 min walk to beach
Exterior

Dog Friendly | >5 min walk to beach

Dog Friendly | >5 min walk to beach
Wiseacre
Family dining

Wiseacre

4.0 star property
Wiseacre
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 Chesapeake Hotel Reviews