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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, (49 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
The price is ￥28,162
￥51,365 total
includes taxes & fees
Aug 25 - Aug 26
3-bedroom home away from home in fabulous Chesapeake, Virginia.
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 ￥31,120
￥40,499 total
includes taxes & fees
Aug 9 - Aug 10
Great Studio | Pool & Hot Tub. Your Next Vacation
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 ￥28,008
￥36,920 total
includes taxes & fees
Jul 27 - Jul 28
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
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
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 ￥32,766
￥43,107 total
includes taxes & fees
Jul 27 - Jul 28
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Indoor pool

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
9.4 out of 10, Exceptional, (8 reviews)
"The condo is nice, clean and very roomy. We love the stay and very convenient. The hotel provides breakfast it’s great!!"
United States
Linh T.
The price is ￥51,477
￥66,923 total
includes taxes & fees
Aug 23 - Aug 24
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Terrace/patio

Comfortable Beach Trailer Home

Comfortable Beach Trailer Home
Sandbridge
9.2 out of 10, Wonderful, (86 reviews)
"This simple trailer home, converted to a stationary beach cottage, has an excellent location on the south end of the Sandbridge neighborhood of Virginia Beach. It is a short walk to a section of the beach servicing the local neighborhood, where dolphins are frequently seen a short distance from shore, and next to a good local restaurant and bar for relaxing after the beach. It is a good option for those looking to enjoy the Sandbridge beaches in a simple beach home without the expenses of the...
United States
Jason
The price is ￥32,766
￥65,794 total
includes taxes & fees
Aug 7 - Aug 8
Comfortable Beach Trailer Home
Dining

Luxurious RV

Luxurious RV
Sandbridge
8.4 out of 10, Very Good, (22 reviews)
"Excellent accommodation close to beach I would stay here again !!! "
United States
Scott E.
The price is ￥32,766
￥65,794 total
includes taxes & fees
Jul 30 - Jul 31
Luxurious RV
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, (7 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is ￥13,270
￥30,448 total
includes taxes & fees
Jul 29 - Jul 30
Private 1 Bed Apt - Historic Olde Towne Portsmouth
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (95 reviews)
"Perfect! Will stay again and will look for this brand in my future travels."
United States
Melissa
The price is ￥19,496
￥22,389 total
includes taxes & fees
Aug 13 - Aug 14
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, (24 reviews)
"Quite little cottage. Great for a quick stay."
United States
Debbie M.
The price is ￥19,168
￥54,375 total
includes taxes & fees
Aug 25 - Aug 26
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Coffee/tea maker, fridge, microwave, stovetop

Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (6 reviews)
"The property was clean, quiet and had everything we needed for a few days in town to see our grandbabies and daughter. Easy to find, park and just a few blocks from the highway, many food options and Kroger."
United States
Audrey J.
The price is ￥15,892
￥36,399 total
includes taxes & fees
Jul 27 - Jul 28
Guesthouse in ideal location with private entrance
Coffee/tea maker, fridge, microwave, oven

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, (29 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 ￥20,151
￥50,795 total
includes taxes & fees
Aug 24 - Aug 25
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Terrace/patio

Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
8.4 out of 10, Very Good, (8 reviews)
"Everything was cleaned and very nice."
United States
Tilshon
The price is ￥14,487
￥48,501 total
includes taxes & fees
Aug 25 - Aug 26
Sojourn's Harborage Pet-Friendly
Property grounds

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.0 out of 10, Wonderful, (53 reviews)
"Great place great host"
United States
Fabian B.
The price is ￥20,479
￥45,709 total
includes taxes & fees
Jul 27 - Jul 28
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Terrace/patio

Knot One- Balcony View of ICW- Dog Friendly!

Knot One- Balcony View of ICW- Dog Friendly!
Coinjock
9.2 out of 10, Wonderful, (9 reviews)
"Loved watching the yachts in the ICW"
United States
susan
The price is ￥21,586
￥45,028 total
includes taxes & fees
Aug 24 - Aug 25
Knot One- Balcony View of ICW- Dog Friendly!
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
8.4 out of 10, Very Good, (9 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is ￥24,575
￥41,001 total
includes taxes & fees
Jul 27 - Jul 28
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Smart TV

Close Beach Access - 150 Yards to Fishing Pier!

Close Beach Access - 150 Yards to Fishing Pier!
Buckroe Beach
9.8 out of 10, Exceptional, (10 reviews)
"Great location and perfect amenities for our stay!"
United States
Annette C.
The price is ￥15,179
￥52,450 total
includes taxes & fees
Jul 27 - Jul 28
Close Beach Access - 150 Yards to Fishing Pier!
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 ￥23,205
￥46,482 total
includes taxes & fees
Aug 25 - Aug 26
Knot Three- Balcony View of ICW- Dog 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 City County Hotel Reviews

Aqua Vista Resort Hotel

Aqua Vista Resort Hotel

10/10 Excellent
"Had a great stay! Only downside is need more towels loved the view of the ocean from the balcony would deff stay again we was on the 2nd floor used the stairs elevator was slow 😏 but had a good stay clean rooms nice cold ac 😀"
Heather 2-night trip
Posted less than an hour ago
Aqua Vista Resort Hotel

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Vacation Apartments in Chesapeake City County

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