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Cottages in Chesapeake

Property grounds
Comfortable & Private 2 Bedrm Cottage w/ King bed.

Cottage in Portsmouth

10.0 out of 10, Exceptional, (15)
"It was a great stay. Was there for work. Close for work and close to the beach. "
United States
Clayton M.
$281 nightly
The price is $326
Nov 30 - Dec 1
Total with taxes and fees
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Cottage, 3 Bedrooms | Balcony
Manor And Mutts #2 3 Bedroom Cottage by RedAwning

Cottage in Willoughby Spit

3.5 star property
$358 nightly
The price is $415
Nov 25 - Nov 26
Total with taxes and fees
Manor And Mutts #2 3 Bedroom Cottage by RedAwning
Exterior
Norfolk Beach Cottage Rental

Cottage in East Ocean View

9.0 out of 10, Wonderful, (276)
"Great for our very busy boys--right across the street from the beach, 3 min walk to a very clean, fun park. Quick drive to stores. Easy to get in/out of the house, plently of comfy beds and amenities. "
United States
Kaila S.
$345 nightly
The price is $400
Nov 25 - Nov 26
Total with taxes and fees
Norfolk Beach Cottage Rental
Property grounds
2B Luxury Suite | Rooftop Pool with Modern Kitchen

Cottage in Willoughby Spit

2.0 star property
$806 nightly
The price is $920
Nov 30 - Dec 1
Total with taxes and fees
2B Luxury Suite | Rooftop Pool with Modern Kitchen
Terrace/patio
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning

Cottage in Willoughby Spit

9.0 out of 10, Wonderful, (6)
"Would return again!"
United States
Parker L.
$363 nightly
The price is $394
Nov 25 - Nov 26
Total with taxes and fees
Manor and Mutts #2 (3-Bedroom Cottage) - Pets Allowed by RedAwning
Property grounds
Modern 2BR Suite w/ Private Terrace & Pool

Vacation Home in Willoughby Spit

2.0 star property
$703 nightly
The price is $802
Nov 30 - Dec 1
Total with taxes and fees
Modern 2BR Suite w/ Private Terrace & Pool
Exterior
Cozy Bay Cottage private backyard blocks from beach!

Cottage in Bayview

9.0 out of 10, Wonderful, (43)
"Beautiful home! Spacious and very clean! Short walk to the beach! And very close to Virginia Beach board walk! Highly recommend for all!"
United States
Elizabeth B.
$337 nightly
The price is $391
Dec 22 - Dec 23
Total with taxes and fees
Cozy Bay Cottage private backyard blocks from beach!
Property grounds
Oceanfront Haven | 2BR Suite + Heated Pool

Vacation Home in Willoughby Spit

2.0 star property
$810 nightly
The price is $925
Nov 30 - Dec 1
Total with taxes and fees
Oceanfront Haven | 2BR Suite + Heated Pool
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.
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Top Chesapeake Hotel Reviews

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

10/10 Excellent
"Clean room, polite staff, great view."
Roberta 2-night trip
Posted 5 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Find out more about Chesapeake

Chesapeake Cottages information

Number of reviews
338
Accommodation
152 Cottages
Lowest Price
$326
Highest Price
$925

Frequently asked questions

Why book your cottage in Chesapeake with Expedia?
We think that vacays should be a piece of cake, so if you're in search of cottages in Chesapeake at a competitive rate, Expedia has got you covered. Keep costs down and opt for a cheap option far from the hustle and bustle, or splurge on an upmarket cottage to spoil the ones you love most.
How can I find cheap cottages in Chesapeake?
With Expedia's handy filter tool, locating cheap cottages in Chesapeake couldn't be easier. To discover properties that'll make your hip pocket happy, refine your search by star rating, amenities and budget.
What is there to do in Chesapeake near my cottage?
Chesapeake has enough activities and sights to keep you amused for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other well-known attractions. If you have time to spare, Greenbrier Mall and Chesapeake Veterans' Memorial are nice finishing touches to your itinerary.

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