Vacation Rentals in Chesapeake City County

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Our top choices for Chesapeake City County vacation rentals

Indoor pool

Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
10.0 out of 10, Exceptional, (3 reviews)
"Impressed with the whole experience. "
United States
Patricia M.
The price is ￥18,222
￥24,584 total
includes taxes & fees
Mar 15 - Mar 16
Great Studio | Pool & Hot Tub. Your Next Vacation
Terrace/patio

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, (43 reviews)
"This was a wonderful place that was perfect for girls trip! I would definitely recommend and stay again!!"
United States
Tabitha P.
The price is ￥27,769
￥48,580 total
includes taxes & fees
Mar 31 - Apr 1
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Indoor pool

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
9.0 out of 10, Wonderful, (2 reviews)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
The price is ￥19,896
￥26,510 total
includes taxes & fees
Mar 15 - Mar 16
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Indoor pool

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
The price is ￥19,243
￥25,758 total
includes taxes & fees
Mar 15 - Mar 16
1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Indoor pool

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
The price is ￥21,931
￥28,977 total
includes taxes & fees
Mar 15 - Mar 16
Studio | Free Breakfast. Indoor Pool & Hot Tub
Pool

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
The price is ￥24,636
￥31,960 total
includes taxes & fees
Mar 15 - Mar 16
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Indoor pool

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
8.0 out of 10, Very Good, (4 reviews)
"Perfect for what we needed for one day layover before outer Banks"
Canada
Michael L.
The price is ￥22,596
￥29,614 total
includes taxes & fees
Mar 15 - Mar 16
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Indoor pool

Studio | Free Breakfast. Indoor Pool & Hot Tub.

Studio | Free Breakfast. Indoor Pool & Hot Tub.
Chesapeake
The price is ￥26,094
￥33,637 total
includes taxes & fees
Apr 5 - Apr 6
Studio | Free Breakfast. Indoor Pool & Hot Tub.
Pool

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
The price is ￥26,823
￥34,475 total
includes taxes & fees
Apr 2 - Apr 3
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
TV

The Art Door Duplex only minutes from beach

The Art Door Duplex only minutes from beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (108 reviews)
"The rooms were very clean and be was comfortable!"
United States
CYMANDYE V.
The price is ￥15,762
￥36,404 total
includes taxes & fees
Mar 12 - Mar 13
The Art Door Duplex only minutes from beach
Outdoor dining

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 ￥16,983
￥37,827 total
includes taxes & fees
Mar 17 - Mar 18
Knot Three- Balcony View of ICW- Dog Friendly!
Fridge, microwave, oven, stovetop

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)
"The place was noce and quiet. "
United States
Tomar B.
The price is ￥15,778
￥44,746 total
includes taxes & fees
Mar 17 - Mar 18
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Dining

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 ￥12,638
￥40,590 total
includes taxes & fees
Mar 21 - Mar 22
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Terrace/patio

Knot One- Balcony View of ICW- Dog Friendly!

Knot One- Balcony View of ICW- Dog Friendly!
Coinjock
9.0 out of 10, Wonderful, (8 reviews)
"Loved watching the yachts in the ICW"
United States
susan
The price is ￥14,860
￥35,076 total
includes taxes & fees
Mar 17 - Mar 18
Knot One- Balcony View of ICW- Dog Friendly!
Property grounds

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
8.6 out of 10, Excellent, (7 reviews)
"Cute little bungalow on the beach. Beautiful sunrises. Location is great. Very clean. Has everything you need!!! The pier is a 2 min walk. "
United States
Virginia T.
The price is ￥15,620
￥35,311 total
includes taxes & fees
Mar 11 - Mar 12
Beachfront Bungalow w/ BEST Location in Ocean View!
Property grounds

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is ￥12,780
￥29,323 total
includes taxes & fees
Mar 15 - Mar 16
Private 1 Bed Apt - Historic Olde Towne Portsmouth
2 bedrooms, iron/ironing board, WiFi, bed sheets

Sojourn's Harborage unit 6

Sojourn's Harborage unit 6
East Ocean View
9.2 out of 10, Wonderful, (5 reviews)
"Very comfortable - beds were soft, sheets were great and water pressure was nice. There was a problem with city drains so the parking lot was flooded a couple nights, which caused a lot of dirt to be tracked into the unit, but this wasn't a problem with the rental. Location was close to everything we needed."
United States
Ronald K.
The price is ￥11,518
￥53,527 total
includes taxes & fees
Mar 24 - Mar 25
Sojourn's Harborage unit 6
Beach

Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk

Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk
Willoughby Spit
10.0 out of 10, Exceptional, (2 reviews)
"very friendly host! very patient with me on day of check in, made sure we had everything we needed & more !"
United States
Shydymond B.
The price is ￥9,467
￥14,989 total
includes taxes & fees
Mar 31 - Apr 1
Cozy 1-bedroom only in shared apartment with AC, WiFi in welcoming Norfolk
On the beach, sun loungers

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, (73 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
The price is ￥15,620
￥34,765 total
includes taxes & fees
Mar 11 - Mar 12
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Apartment | 2 bedrooms

Ice Ice Baby Downtown Newport News

Ice Ice Baby Downtown Newport News
2.0 star property
Downtown Newport News
10.0 out of 10, Exceptional, (2 reviews)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
The price is ￥16,974
￥43,114 total
includes taxes & fees
Mar 11 - Mar 12
Ice Ice Baby Downtown Newport News
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 City County Hotel Reviews

Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

10/10 Excellent
"This hotel is conveniently located and with all the amenities needed. Beachfront with the best view and private balcony. The room, hotel, and common areas were the cleanest I’ve ever seen. I have placed this hotel on my top pick list of places to stay in Virginia Beach. I’m very particular about my room and it was evident that cleanliness and attention to detail is a top priority at Hyatts Place. "
Sharon 1-night trip
Posted 1 hour ago
Hyatt Place Virginia Beach / Oceanfront

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Vacation Apartments in Chesapeake City County

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