Book Guest Houses in Chesapeake
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Featured Guest Houses in Chesapeake
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Chesapeake VA
Book a stay at this family-friendly guesthouse in Chesapeake. Enjoy free WiFi, a garden, and laundry facilities. Popular attraction Currituck County Welcome Center is located nearby.
Pet-friendly
Free WiFi
Dog Friendly | >5 min walk to beach
Hampton VA
Stay at this guesthouse in Hampton. Enjoy free WiFi, a beach locale, and a water park. Popular attractions Hampton Coliseum and Buckroe Beach and Park are located nearby.
Pet-friendly
Free WiFi
Steps to Beach | Studio | Beach Gear
Virginia Beach VA
Stay at this guesthouse in Virginia Beach. Enjoy free WiFi, a garden, and patios. Popular attractions Virginia Beach Boardwalk and Cavalier Park are located nearby.
Free WiFi
Air conditioning
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 trending hotels in Chesapeake
Fairfield Inn and Suites By Marriott Chesapeake
1560 Crossways Blvd Chesapeake VA
The price is CA $129 per night from Jan 4 to Jan 5
CA $129
CA $151 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Chesapeake Guest Houses essential information
Accommodation | 4 Guest Houses |
|---|---|
Lowest Price | CA $100 |
Highest Price | CA $151 |
Popular accommodation | Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees , Dog Friendly | >5 min walk to beach, Steps to Beach | Studio | Beach Gear, Wiseacre |