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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, (46 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is AED 628
AED 1,156 total
includes taxes & fees
5 May - 6 May
3-bedroom home away from home in fabulous Chesapeake, Virginia.

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 966 total
includes taxes & fees
4 May - 5 May
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (34 reviews)
"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "
United States
Daniel P.
The price is AED 356
AED 1,411 total
includes taxes & fees
29 Apr - 30 Apr
Sojourn | Coastal Cottage | 3 BR

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, (26 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 1,050 total
includes taxes & fees
29 Apr - 30 Apr
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

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 526
AED 1,879 total
includes taxes & fees
29 Apr - 30 Apr
Unique Luxurious Waterfront in Hampton

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

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
9.0 out of 10, Wonderful, (20 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is AED 347
AED 1,212 total
includes taxes & fees
29 Apr - 30 Apr
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

Welcoming 2-bedroom house in charming Elizabeth City perfect for relaxing

Welcoming 2-bedroom house in charming Elizabeth City perfect for relaxing
Elizabeth City
The price is AED 291
AED 536 total
includes taxes & fees
4 May - 5 May
Welcoming 2-bedroom house in charming Elizabeth City perfect for relaxing

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 379
AED 871 total
includes taxes & fees
29 Apr - 30 Apr
Knot Three- Balcony View of ICW- Dog Friendly!

Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach

Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach
Corolla
9.8 out of 10, Exceptional, (19 reviews)
"Private stay/ clean house with plenty of beds to sleep in"
United States
Charlie B.
The price is AED 496
AED 3,243 total
includes taxes & fees
30 Apr - 1 May
Octopus Oasis, HORSES/ Sea Turtles 4x4 a must Pets OK. Jacuzzi. Carova Beach

Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (46 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 478
AED 1,223 total
includes taxes & fees
29 Apr - 30 Apr
Cozy Beach Home in Oceanview

Comfort near the water and University

Comfort near the water and University
Elizabeth city
7.8 out of 10, Good, (6 reviews)
"The host was welcoming, very clean, and quiet area. Ty"
United States
Hector S.
The price is AED 294
AED 1,079 total
includes taxes & fees
4 May - 5 May
Comfort near the water and University

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 982
AED 1,994 total
includes taxes & fees
29 Apr - 30 Apr
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, (29 reviews)
"Clean house. Very easy check in and out process. "
United States
Ryan P.
The price is AED 800
AED 1,975 total
includes taxes & fees
29 Apr - 30 Apr
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, (75 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
The price is AED 460
AED 920 total
includes taxes & fees
29 Apr - 30 Apr
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Wooded Wonderland

Wooded Wonderland
Portsmouth
9.8 out of 10, Exceptional, (12 reviews)
"Easy check in. House very clean and well equipped. Comfortable stay"
United States
Nona C.
The price is AED 1,240
AED 2,573 total
includes taxes & fees
3 May - 4 May
Wooded Wonderland

Cozy 2-bedroom house in tranquil Elizabeth City with AC. Kick back with us.

Cozy 2-bedroom house in tranquil Elizabeth City with AC. Kick back with us.
Elizabeth City
The price is AED 350
AED 562 total
includes taxes & fees
1 May - 2 May
Cozy 2-bedroom house in tranquil Elizabeth City with AC. Kick back with us.

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
9.0 out of 10, Wonderful, (11 reviews)
"Great view and close to "
United States
Julian M.
The price is AED 493
AED 996 total
includes taxes & fees
29 Apr - 30 Apr
Beachfront Bungalow w/ BEST Location in Ocean View!

Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.8 out of 10, Exceptional, (15 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 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"It’s was great staying "
United States
Shalena K.
The price is AED 514
AED 869 total
includes taxes & fees
17 May - 18 May
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

5 Min Walk to the Beach • Spacious 3BR/2.5BA Home

5 Min Walk to the Beach • Spacious 3BR/2.5BA Home
East Ocean View
The price is AED 487
AED 1,446 total
includes taxes & fees
30 Apr - 1 May
5 Min Walk to the Beach • Spacious 3BR/2.5BA Home
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