Vacation Rentals in Chesapeake City County

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Our top choices for Chesapeake City County vacation rentals

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, (47 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is ￥34,328
￥58,799 total
includes taxes & fees
Jun 29 - Jun 30
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Indoor pool

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub

1 Bedroom | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
The price is ￥29,493
￥38,160 total
includes taxes & fees
Jun 30 - Jul 1
1 Bedroom | 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 ￥36,902
￥48,341 total
includes taxes & fees
Jun 14 - Jun 15
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Apartment, Balcony | Living area

Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
The price is ￥100,179
￥150,945 total
includes taxes & fees
Jun 17 - Jun 18
Nyakio Suite
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 ￥28,343
￥36,656 total
includes taxes & fees
Jun 30 - Jul 1
Great Studio | Pool & Hot Tub. Your Next Vacation
Indoor pool

Studio | Free Breakfast. Indoor Pool & Hot Tub

Studio | Free Breakfast. Indoor Pool & Hot Tub
Chesapeake
The price is ￥30,344
￥39,881 total
includes taxes & fees
Jun 30 - Jul 1
Studio | Free Breakfast. Indoor Pool & Hot Tub
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)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is ￥36,471
￥47,475 total
includes taxes & fees
Jun 29 - Jun 30
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
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 ￥35,273
￥46,466 total
includes taxes & fees
Jun 21 - Jun 22
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Terrace/patio

Comfortable Beach Trailer Home

Comfortable Beach Trailer Home
Sandbridge
9.2 out of 10, Wonderful, (80 reviews)
"The stay was great. We loved walking around the neighborhood at sunset to see the view over the water. We would definitely stay here again. "
United States
Maddi S.
The price is ￥32,082
￥64,421 total
includes taxes & fees
Jun 12 - Jun 13
Comfortable Beach Trailer Home
Dining

Luxurious RV

Luxurious RV
Sandbridge
8.4 out of 10, Very Good, (18 reviews)
"Excellent accommodation close to beach I would stay here again !!! "
United States
Scott E.
The price is ￥32,082
￥64,047 total
includes taxes & fees
Jun 16 - Jun 17
Luxurious RV
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.4 out of 10, Exceptional, (82 reviews)
"Very clean and modern room at a very reasonable price. We will definitely stay there again if we are in that area."
United States
Scott
The price is ￥19,105
￥21,940 total
includes taxes & fees
Jun 29 - Jun 30
stayAPT Suites Suffolk-Chesapeake
Smart TV, DVD player

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.6 out of 10, Exceptional, (22 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
The price is ￥18,784
￥54,025 total
includes taxes & fees
Jun 14 - Jun 15
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Outdoor dining

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 ￥24,856
￥48,662 total
includes taxes & fees
Jun 16 - Jun 17
Knot Three- Balcony View of ICW- Dog Friendly!
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 ￥20,096
￥41,303 total
includes taxes & fees
Jun 14 - Jun 15
Knot One- 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, (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 ￥16,216
￥46,640 total
includes taxes & fees
Jun 15 - Jun 16
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 ￥12,849
￥42,190 total
includes taxes & fees
Jun 18 - Jun 19
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Smart TV, fireplace

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 ￥24,062
￥39,774 total
includes taxes & fees
Jun 14 - Jun 15
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Terrace/patio

Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
9.2 out of 10, Wonderful, (7 reviews)
"Everything was cleaned and very nice."
United States
Tilshon
The price is ￥17,429
￥52,034 total
includes taxes & fees
Jun 30 - Jul 1
Sojourn's Harborage Pet-Friendly
Shower, bidet

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (5 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is ￥12,993
￥29,812 total
includes taxes & fees
Jun 15 - Jun 16
Private 1 Bed Apt - Historic Olde Towne Portsmouth
Beach nearby, sun loungers, beach towels

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 ￥28,072
￥63,202 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Beach Home in Oceanview
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

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

4/10 Poor
"Elevators,"
Roland 2-night trip
Posted 3 hours ago
Hilton Virginia Beach Oceanfront

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Vacation Apartments in Chesapeake City County

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