Book Guest Houses in Chesapeake, VA

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Top Guest Houses in Chesapeake

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

Chesapeake VA

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This guesthouse features a garden, laundry facilities, and barbecue grills.

Pet friendly

Free WiFi

Pet-Friendly Guesthouse, Walk to Beach

Hampton VA

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This guesthouse features a water park, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Pet friendly

Free WiFi

Steps to Beach | Studio | Beach Gear

Virginia Beach VA

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This guesthouse includes a garden and barbecue grills.

Free WiFi

Air conditioning

Wiseacre

4259 Heutte Dr Norfolk VA

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This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and express check-in are also on offer.

Pet friendly

Parking included

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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.

Top hotels in Chesapeake

Hilton Virginia Beach Oceanfront

3001 Atlantic Ave Virginia Beach VA

$283 nightly

$331 total

Aug 18 - Aug 19

Total with taxes and fees

8.6/10 Excellent! (1,238 reviews)

Chesapeake Guest Houses essential information

Accommodation	4 Guest Houses
Lowest Price	$76
Highest Price	$331
Popular accommodation	Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees , Pet-Friendly Guesthouse, Walk to Beach, Steps to Beach \| Studio \| Beach Gear, Wiseacre