Chesapeake Beach Vacation Rentals

2,566 rentals

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Chesapeake Beach, VA

Book a vacation rental in Chesapeake Beach that has the highest visitor rating. Here are 6 of the best vacation rentals in Chesapeake Beach.
Classic Chesapeake Beachside Cottage w/ Porch!
10

Excellent

·
House
·
2 br
·
Sleeps 4
·
Kitchen · Beach · Outdoor Space ·
From
$85/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Beach
Wifi
Air Conditioning
Microwave
Waterfront
Dishwasher
Tv
Ceiling Fan
Other spaces
Kitchen, Garden
Updated Hampton Home w/ Grill: Walk to Beach!
10

Excellent

·
House
·
2 br
·
Sleeps 6
·
Outdoor Space · Dishwasher · Microwave ·
From
$90/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Dishwasher
Microwave
Wifi
Assigned Parking
Air Conditioning
On Site Laundry
Free Parking
Oven
Other spaces
Garden, Workspace, Kitchen
Portsmouth Waterfront Vacation Rental w/ Deck
10

Excellent

·
House
·
3 br
·
Sleeps 8
·
Waterfront · Central Heat · Toiletries ·
From
$250/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Waterfront
Central Heat
Toiletries
Wifi
Free Parking
Air Conditioning
Dishwasher
Cable
Other spaces
Kitchen, Garden
Clev’s collage place
10

Excellent

·
Apartment
·
1 br
·
Sleeps 2
·
Smoking Allowed · Outdoor Space · Kitchen ·
From
$62/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Smoking Allowed
Fitness Center
Furnished
Oven
Assigned Parking
Wifi
Air Conditioning
Other spaces
Outdoor Space, Kitchen, Workspace
Chic’s Beach Beauty S
10

Excellent

·
House
·
2 br
·
Sleeps 4
·
Dishwasher · Air Conditioning · In Unit Laundry ·
From
$69/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Dishwasher
Air Conditioning
In Unit Laundry
Assigned Parking
Wifi
On Site Laundry
Oven
Furnished
Other spaces
Balcony, Kitchen
Affordable Home Close to Casino, Hospital, PNSY
10

Excellent

·
House
·
3 br
·
Sleeps 6
·
In Unit Laundry · Air Conditioning · Outdoor Space ·
From
$81/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
In Unit Laundry
Air Conditioning
Furnished
Garage Parking
Other spaces
Outdoor Space

Our Recommended Vacation Rentals in Chesapeake Beach, VA

We analyzed vacation rentals in Chesapeake Beach from many property providers including but not limited to VRBO, Booking.com, Evolve, Blueground and more. We're providing our top recommended offers on the best vacation rentals in Chesapeake Beach to help you find a deal for your next trip.
Cozy Portsmouth Studio ~ 3 Mi to Old Towne

No rating

·
Apartment
·
1 br
·
Sleeps 3
·
Tv · Outdoor Space · Free Parking ·
From
$50/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Tv
Free Parking
Wifi
Air Conditioning
Oven
Toiletries
Microwave
Assigned Parking
Other spaces
Outdoor Space, Kitchen
Charming Tiny Home w/ Deck - 1 Block to Beach

No rating

·
House
·
1 br
·
Sleeps 4
·
Kitchen · Toiletries · Tv ·
From
$71/night
Check availability
Property
House · 1 Bed · 1 bath
Amenities
Toiletries
Tv
Microwave
Air Conditioning
Central Heat
Dishwasher
Wifi
Ceiling Fan
Other spaces
Kitchen, Workspace, Garden, Walk In Closets
Virginia Beach Studio w/ Direct Beach Access!
9.1

Excellent

·
Condo
·
1 br
·
Sleeps 3
·
Assigned Parking · Ceiling Fan · Toiletries ·
From
$89/night
Check availability
Property
Condo · 1 Bed · 1 bath
Amenities
Assigned Parking
Ceiling Fan
Toiletries
Oven
Cable
Air Conditioning
Free Parking
Waterfront
Other spaces
Garden, Kitchen
Colorful Virginia Beach Studio - Steps to Beach!
9.4

Excellent

·
Apartment
·
1 br
·
Sleeps 4
·
Tv · Kitchen · Pool ·
From
$95/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Tv
Pool
Cable
Oven
On Site Laundry
Swimming Pool
Free Parking
Dishwasher
Other spaces
Kitchen, Garden
Hampton Vacation Rental: Central Location, Patio

No rating

·
House
·
2 br
·
Sleeps 4
·
Tv · Air Conditioning · Workspace ·
From
$55/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Tv
Air Conditioning
Oven
Toiletries
Assigned Parking
Microwave
Cable
Free Parking
Other spaces
Workspace, Outdoor Space, Kitchen
Portsmouth Vacation Rental: Near Parks & Golf

No rating

·
House
·
3 br
·
Sleeps 6
·
Outdoor Space · Dishwasher · Wifi ·
From
$85/night
Check availability
Property
House · 3 Beds · 2 baths
Amenities
Dishwasher
Wifi
Tv
Assigned Parking
Free Parking
Air Conditioning
Ceiling Fan
Microwave
Other spaces
Workspace, Kitchen, Garden

Budget-Friendly Vacation Rentals in Chesapeake Beach, VA

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Chesapeake Beach starting at $32. Use the price filter at the top of the page to search for more specific prices.
Cozy Mother-in-Law Suite
8.9

Very good

·
Apartment
·
1 br
·
Sleeps 2
·
Assigned Parking · Wifi · Air Conditioning ·
From
$32/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Assigned Parking
Wifi
Air Conditioning
Furnished
Beach
On Site Laundry
Free Parking
Other spaces
Outdoor Space
Travelodge by Wyndham Virginia Beach
4.9

Good

·
Hotel
·
1 br
·
Sleeps 4
·
Free Parking · On Site Laundry · Furnished ·
From
$34/night
Check availability
Property
Hotel · 1 Bed
Amenities
Free Parking
On Site Laundry
Furnished
Pool
Wifi
Swimming Pool
Air Conditioning
Econo Lodge Inn & Suites I-64 & US 13
3.1

Poor

·
Hotel
·
1 br
·
Sleeps 10
·
Business Center · Carpet · Elevator ·
From
$36/night
Check availability
Property
Hotel · 1 Bed
Amenities
Business Center
Carpet
Elevator
Wifi
Assigned Parking
Wheelchair Accessible
Air Conditioning
Hardwood Floor
Other spaces
Workspace
InTown Suites Extended Stay Chesapeake VA - Battlefield Blvd
4.5

Good

·
Hotel
·
1 br
·
Sleeps 4
·
Furnished · Wifi · Wheelchair Accessible ·
From
$36/night
Check availability
Property
Hotel · 1 Bed
Amenities
Furnished
Wifi
Wheelchair Accessible
Assigned Parking
Free Parking
Air Conditioning
On Site Laundry
Other spaces
Kitchen
Home Away from Home - One bedroom + personal living room and bathroom

No rating

·
Apartment
·
1 br
·
Sleeps 1
·
Garage Parking · Swimming Pool · Carpet ·
From
$38/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Garage Parking
Swimming Pool
Carpet
Oven
In Unit Laundry
Air Conditioning
Wifi
Fitness Center
Other spaces
Workspace, Kitchen, Outdoor Space
Econo Lodge at Military Circle
5

Good

·
Hotel
·
1 br
·
Sleeps 4
·
Hardwood Floor · Storage · Air Conditioning ·
From
$38/night
Check availability
Property
Hotel · 1 Bed
Amenities
Hardwood Floor
Storage
Air Conditioning
Furnished
Smoking Allowed
Assigned Parking
Wifi
On Site Laundry
Other spaces
Workspace
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Updated: March 28, 2024
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