Search Guest Houses in Chesapeake

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 4 Guest Houses in Chesapeake with updated reviews, rates, and availability.

Great location. Linens included!
Beach nearby, sun loungers, beach towels

Great location. Linens included!

10.0 out of 10, Exceptional, (54)
"A cute and cozy property to call home for the holidays! Heather is a wonderful host."
Great location. Linens included!
Country Escape Next DOOR Rental - Sleeps 6 - Stay upstairs in the trees
Outdoor dining

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

10.0 out of 10, Exceptional, (7)
"Excellent stay! Great communication from them, clean & well equipped property. My husband didn't read well, but they did a great job giving us all the information we needed. Would absolutely stay again, hope to come back next year."
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

Steps to Beach | Studio | Beach Gear
Wiseacre
Interior detail

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.
Don't see what you're looking for?
See all available properties in Chesapeake
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chesapeake

The Ocean Key Virginia Beach Resort
Indoor pool

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1318)
"Very nice hotel on the beach "
The price is AED 384
AED 661 total
includes taxes & fees
5 May - 6 May
The Ocean Key Virginia Beach Resort
The Atrium Resort, Virginia Beach by Vacatia
Beach nearby

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very Good, (1325)
"Location is great close to beach nice places to eat nearby."
The price is AED 349
AED 620 total
includes taxes & fees
5 May - 6 May
The Atrium Resort, Virginia Beach by Vacatia
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Exterior

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.0 out of 10, Very Good, (1049)
"Location was great. Staff were friendly. Furniture was a little dated but all and all we would definitely return. "
The price is AED 379
AED 654 total
includes taxes & fees
6 May - 7 May
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
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.