Compare Chesapeake Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Chesapeake

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

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

Chesapeake VA
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Pet friendly
Free WiFi
Steps to Beach | Studio | Beach Gear

Steps to Beach | Studio | Beach Gear

Virginia Beach VA
Guests staying at this guesthouse have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Pet-Friendly Guesthouse, Walk to Beach

Pet-Friendly Guesthouse, Walk to Beach

Hampton VA
Guests of this guesthouse enjoy access to a water park, laundry facilities, and a garden. This smoke-free guesthouse also has barbecue grills.
Pet friendly
Free WiFi
Wiseacre

Wiseacre

4 out of 5
4259 Heutte Dr Norfolk VA
Guests of Wiseacre enjoy access to free WiFi in public areas, microwave in a common area, and refrigerator in a common area. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-in, a terrace, and laundry facilities.
Pet friendly
Parking included
Don't see what you're looking for?
See all available properties in Chesapeake
View all properties
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.

Hotel Options in Chesapeake

    STUDIOS & SUITES 4 LESS CHESAPEAKE

    STUDIOS & SUITES 4 LESS CHESAPEAKE

    2222 S Military Hwy Chesapeake VA
    $63 nightly
    The price is $74 total per night from Jul 15 to Jul 16
    $74 total
    Jul 15 - Jul 16
    Total with taxes and fees
    7.2/10 Good! (887 reviews)
    Hyatt Studios Chesapeake

    Hyatt Studios Chesapeake

    101 Volvo Parkway Chesapeake VA
    $175 nightly
    The price is $203 total per night from Jul 20 to Jul 21
    $203 total
    Jul 20 - Jul 21
    Total with taxes and fees
    8/10 Very Good! (30 reviews)
    YourSpace Hotels Chesapeake

    YourSpace Hotels Chesapeake

    2137 Starmount Parkway Chesapeake VA
    $117 nightly
    The price is $136 total per night from Aug 2 to Aug 3
    $136 total
    Aug 2 - Aug 3
    Total with taxes and fees
    9.6/10 Exceptional! (132 reviews)

Chesapeake Guest Houses essential information

Accommodation
4 Guest Houses
Lowest Price
$74
Highest Price
$203
Popular accommodation
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees , Steps to Beach | Studio | Beach Gear, Pet-Friendly Guesthouse, Walk to Beach, Wiseacre

More to Explore