Colorful sunset over riverside resort in Cambridge Maryland USA

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Our top choices for Chesapeake vacation homes

3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (47 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is AED 786
AED 1,346 total
includes taxes & fees
29 Jun - 30 Jun
3-bedroom home away from home in fabulous Chesapeake, Virginia.

Knot Three- Balcony View of ICW- Dog Friendly!

Knot Three- Balcony View of ICW- Dog Friendly!
Coinjock
8.4 out of 10, Very Good, (6 reviews)
"The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!"
United States
Pam P.
The price is AED 569
AED 1,113 total
includes taxes & fees
16 Jun - 17 Jun
Knot Three- Balcony View of ICW- Dog Friendly!

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is AED 294
AED 974 total
includes taxes & fees
16 Jun - 17 Jun
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (28 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is AED 371
AED 1,067 total
includes taxes & fees
15 Jun - 16 Jun
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

bedroom house in charming E City perfect for relaxing

bedroom house in charming E City perfect for relaxing
Elizabeth City
The price is AED 337
AED 589 total
includes taxes & fees
6 Jul - 7 Jul
bedroom house in charming E City perfect for relaxing

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
9.4 out of 10, Exceptional, (6 reviews)
"It’s was great staying "
United States
Shalena K.
The price is AED 551
AED 911 total
includes taxes & fees
14 Jun - 15 Jun
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (47 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
The price is AED 643
AED 1,451 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Beach Home in Oceanview

Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
10.0 out of 10, Exceptional, (1 review)
"This was a great location, very relaxing and spacious. We even enjoyed the river behind the house. The only thing was there were limited cookware and no blinds in the living room but besides that everything was great.We’d definitely stay here."
United States
Zakia J.
The price is AED 615
AED 2,007 total
includes taxes & fees
16 Jun - 17 Jun
Unique Luxurious Waterfront in Hampton

Perfect Beach Getaway for 5! Steps to the Sand!

Perfect Beach Getaway for 5! Steps to the Sand!
Buckroe Beach
9.6 out of 10, Exceptional, (27 reviews)
"We had a very nice stay."
United States
Rod S.
The price is AED 694
AED 1,634 total
includes taxes & fees
10 Jul - 11 Jul
Perfect Beach Getaway for 5! Steps to the Sand!

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Bayview
The price is AED 800
AED 1,691 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay,host was very hospital.love to enjoy it again in December "
United States
earnest d.
The price is AED 579
AED 1,479 total
includes taxes & fees
21 Jun - 22 Jun
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.8 out of 10, Exceptional, (17 reviews)
"This was a beautiful property. Plenty of room for Family Fun and very close to the beach. The host was very helpful and communicated with us about the property. I would definitely stay here again. "
United States
Tamika H.
The price is AED 774
AED 1,928 total
includes taxes & fees
15 Jun - 16 Jun
Beach Bungalow King Bed 1 Floor Living

Large 2 bedroom | Queen beds | Safe Area

Large 2 bedroom | Queen beds | Safe Area
Wythe
7.8 out of 10, Good, (10 reviews)
"Clean, convenient and comfortable, would stay again."
United States
Riley
The price is AED 456
AED 1,065 total
includes taxes & fees
15 Jun - 16 Jun
Large 2 bedroom | Queen beds | Safe Area

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
8.6 out of 10, Excellent, (22 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is AED 767
AED 1,747 total
includes taxes & fees
14 Jun - 15 Jun
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!

Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!
Coliseum Central
9.6 out of 10, Exceptional, (42 reviews)
"Another amazing stay at Jackie's place!"
United States
Sherri J.
The price is AED 1,008
AED 2,037 total
includes taxes & fees
15 Jun - 16 Jun
Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!

4 Bedroom Cottage - 5 Minutes from both beaches

4 Bedroom Cottage - 5 Minutes from both beaches
Hampton
9.4 out of 10, Exceptional, (30 reviews)
"Easy check-in. Excellent communication from the host. Beautiful little getaway spot. "
United States
Katrina S.
The price is AED 1,004
AED 2,184 total
includes taxes & fees
14 Jun - 15 Jun
4 Bedroom Cottage - 5 Minutes from both beaches

Carrick Bend -Balcony View of ICW- Dog Friendly!

Carrick Bend -Balcony View of ICW- Dog Friendly!
Coinjock
8.0 out of 10, Very Good, (1 review)
The price is AED 750
AED 1,736 total
includes taxes & fees
12 Jun - 13 Jun
Carrick Bend -Balcony View of ICW- Dog Friendly!

Hot Tub | 9 beds | Fenced Yard

Hot Tub | 9 beds | Fenced Yard
Downtown Hampton
5.2 out of 10, (7 reviews)
"The house served its purpose for a weekend stay. Quite a few quirks to the property. Close to downtown Hampton. "
United States
Regina P.
The price is AED 789
AED 2,169 total
includes taxes & fees
14 Jun - 15 Jun
Hot Tub | 9 beds | Fenced Yard

Family friendly 5 bedroom home within Walking distance To CNU

Family friendly 5 bedroom home within Walking distance To CNU
Central Newport News
10.0 out of 10, Exceptional, (54 reviews)
"Was an absolute great stay! "
United States
Melanie E.
The price is AED 2,865
AED 4,155 total
includes taxes & fees
22 Jun - 23 Jun
Family friendly 5 bedroom home within Walking distance To CNU

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Newport News
9.8 out of 10, Exceptional, (11 reviews)
"Everything was very clean good coffee options plenty of hot water :)"
United States
Allen C.
The price is AED 1,466
AED 2,221 total
includes taxes & fees
30 Jun - 1 Jul
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
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