Search the Best Cabins in Chesapeake

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Cabin Rentals in Chesapeake

Cabin in the Woods, Pet Friendly
Relax in a traditional bedroom with a large bed, dresser, and ceiling fan.

Cabin in the Woods, Pet Friendly

8.6 out of 10, Excellent, (17)
"This was our 2nd stay in the cabin. It’s close to our granddaughter. We love how quiet it is. "
$251 nightly
The price is $282
Aug 7 - Aug 8
Total includes taxes and fees
Cabin in the Woods, Pet Friendly
Fisherman's Cabin - Water front and Pet Friendly by RedAwning
Outdoor dining

Fisherman's Cabin - Water front and Pet Friendly by RedAwning

8.4 out of 10, Very Good, (14)
"Had a good stay"
Fisherman's Cabin - Water front and Pet Friendly by RedAwning
Fisherman's Cabin on the Bay
Enjoy a serene view of the garden from the comfort of your room, with large windows offering a clear view of the lush outdoor space.

Fisherman's Cabin on the Bay

8.8 out of 10, Excellent, (25)
Fisherman's Cabin on the Bay
Charming Waterfront 3 Bedroom Cabin by RedAwning
Kitchen with a window, wooden cabinetry, and a stainless steel microwave.

Charming Waterfront 3 Bedroom Cabin by RedAwning

3.0 star property
Charming Waterfront 3 Bedroom Cabin by RedAwning
Office Private Oasis
1 bedroom, iron/ironing board, bed sheets

Office Private Oasis

$144 nightly
The price is $147
Sep 2 - Sep 3
Total includes taxes and fees
Office Private Oasis
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Hotel Reviews

Hyatt Place Virginia Beach Town Center

Hyatt Place Virginia Beach Town Center

10/10 Excellent
"Very clean and neat."
Yitayal 1-night trip
Posted 17 hours ago
Hyatt Place Virginia Beach Town Center