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Chesapeake Beach, Virginia Beach, Virginia, United States of America

Chesapeake Beach vacation rentals

We found 1,427 vacation rentals — enter your dates for availability

Discover a selection of 1,500 vacation rentals in Chesapeake Beach that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $442 per night, and houses and condos are popular options for a stay in Chesapeake Beach. Either way, you'll find a rental for everyone's needs.
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Find spaces that suit your style

Houses

View 626 Houses

Condos/Apartments

View 598 Condos/Apartments

Cottages

View 74 Cottages

Bungalows

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Cabins

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Townhouses

View 87 Townhouses

Resorts

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Studios

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Hotels

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Find the best place to stay — Chesapeake Beach

ON THE BEACH! Stunning Beachfront Property!

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$693 avg/night
(2)

Modern 4bdr Oceanfront home

4 Bedrooms · 4 Bathrooms
$649 avg/night
(5)

Gorgeous Beach Views, 30 second walk to beach! Sleeps up to 12!

Sleeps 12 · 3 Bedrooms · 3 Bathrooms
$590 avg/night
(8)

Get a Truly Memorable Experience While Vacationing in this beautiful property...

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$445 avg/night
(33)

Find Sea Renity in Central Chic's Beach Location - Only Seconds to Beach! ☀

Sleeps 10 · 3 Bedrooms · 3 Bathrooms
$497 avg/night
(6)

Get a Truly Memorable Experience While Vacationing

Sleeps 10 · 3 Bedrooms · 2 Bathrooms
$442 avg/night
(63)

Search 1,427 vacation rentals

Top rated rentals — Chesapeake Beach
Stayed Mar 2023

Quiet and quick drive to beach

Two families of fun for a quick overnight getaway to the beach. It is an easy, short drive to the beach and a very quiet neighborhood. The owner was a pleasure to work with and responded with any questions promptly. We had 8 kids and 4 adults and ple...

Melynda M.
Melynda M.
Stayed Mar 2023

Superb beach stay

Great location, very clean, excellent host, bonus garage with beach cart/wagon. Love this place. Floors are squeaky so you hear people above you but, don’t let that stop you from staying. Just put on some background noise. They provide so much, even ...

Vickie S.
Vickie S.
Stayed Feb 2023

Old Marine, bad back and neck

The location and layout of the house was great. The location was both a bit hidden and quiet, while having easy access to many areas. I was in town for a National Marine Corps League Conference. So, days spent on hard chairs at a convention center d...

MIchael C.
MIchael C.
Stayed Feb 2023

Everything was perfect!

We stayed for a long weekend during the offseason. We could not have asked for better location - it's a quiet residential neighborhood. Both the property and area were very dog friendly. House was impressively clean and stocked with everything we nee...

Kaitlin F.
Kaitlin F.
Stayed Jan 2023

Nice place, great location

We stayed 13 days. The property was exactly as described. Directly across the street from the path to the beach. About 25 minutes from downtown Norfolk, and 20 minutes from most everything else. We stayed in January/February so it was very quiet. We ...

Lisa B.
Lisa B.
Stayed Dec 2022

Clean, Modern, Enjoyed Our Stay

Property was clean and stocked with basic needs. Furniture was nice. We liked the bathroom, but if you run both shower heads at the same time, you'll run out of hot water pretty quickly. The pet fee is steep. Overall, we really enjoyed our stay, thou...

Aislynn C.
Aislynn C.
Stayed Oct 2022

Enjoyed my time

This unit was on the first floor. The pics on the listing showed a balcony so I assumed it would not be on the first floor. It was nice to open the door and be right on the boardwalk. All we had to do was open the curtains or door to see the beautifu...

Jennifer H.
Jennifer H.
Stayed Sep 2022

A lot of fun despite some terrible weather

My friends and I came from Maryland to enjoy a beach getaway, three-day weekend. We happened to come at the exact weekend that some very stormy weather was going on in the area. Even though we spent one of our vacation days completely indoors, the co...

Holly B.
Holly B.
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How many vacation rentals are available around Chesapeake Beach?

Our 2023 property listings offer a large selection of 1,427 vacation rentals around Chesapeake Beach. From 626 house rentals to 598 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.