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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.
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
9.6 out of 10, Exceptional, (5 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 524
AED 1,055 total
includes taxes & fees
13 Jun - 14 Jun
Knot Three- Balcony View of ICW- Dog Friendly!

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 1,443 total
includes taxes & fees
10 Jun - 11 Jun
Cozy Beach Home in Oceanview

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

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 1,653 total
includes taxes & fees
10 Jun - 11 Jun
Carrick Bend -Balcony View of ICW- Dog Friendly!

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 367
AED 1,059 total
includes taxes & fees
15 Jun - 16 Jun
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

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 923 total
includes taxes & fees
16 Jun - 17 Jun
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

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.
Beach Bungalow King Bed 1 Floor Living

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
14 Jun - 15 Jun
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
9.2 out of 10, Wonderful, (17 reviews)
"George was a very responsive host. Great beachfront location. Very comfortable relaxing setting. Will definitely be back!!! "
United States
Carter S.
The price is AED 744
AED 1,323 total
includes taxes & fees
11 Jun - 12 Jun
Beachfront Bungalow w/ BEST Location in Ocean View!

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

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 790
AED 1,676 total
includes taxes & fees
11 Jun - 12 Jun
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

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 2,894
AED 4,193 total
includes taxes & fees
21 Jun - 22 Jun
Family friendly 5 bedroom home within Walking distance To CNU

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 800
AED 1,928 total
includes taxes & fees
11 Jun - 12 Jun
4 Bedroom Cottage - 5 Minutes from both beaches

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Willoughby Spit
8.8 out of 10, Excellent, (76 reviews)
"Clean, cozy, well prepared.Location!!!"
United States
Caleb J.
The price is AED 823
AED 1,426 total
includes taxes & fees
15 Jun - 16 Jun
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Willoughby Spit
8.8 out of 10, Excellent, (74 reviews)
"We love this little quiet beach house "
United States
Annie N.
The price is AED 731
AED 1,291 total
includes taxes & fees
10 Jun - 11 Jun
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

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

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
8.8 out of 10, Excellent, (21 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is AED 640
AED 1,586 total
includes taxes & fees
14 Jun - 15 Jun
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

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
Large 2 bedroom | Queen beds | Safe Area

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 1,074
AED 2,126 total
includes taxes & fees
16 Jun - 17 Jun
Fabulous 5 Bedroom 3 Bathroom Holiday House Near Beaches. WE SANITIZE!

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
10 Jun - 11 Jun
Hot Tub | 9 beds | Fenced Yard
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