Chesapeake City County Holiday Rentals

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Featured Chesapeake City County Holiday Rentals

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Relax on the covered porch with a comfortable bean bag chair and a small table for a peaceful retreat.

3-bedroom home away from home in fabulous Chesapeake, Virginia.

2.0 star property
10.0 out of 10, Exceptional, (27)
"The house is very cozy for my husband, furkidz, and I! The furkidz enjoyed being in a fenced in back yard with places to run!"
The price is HK$1,633
HK$2,769 total
includes taxes & fees
12 Aug - 13 Aug
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Knot Three- Balcony View of ICW- Dog Friendly!
Enjoy serene views of the lake from this lakeside property, featuring a single-story house and a dock.

Knot Three- Balcony View of ICW- Dog Friendly!

9.6 out of 10, Exceptional, (4)
"The whole process was very easy and smooth. The property was clean and comfortable. I would definitely stay here again in the future!"
The price is HK$1,502
HK$2,738 total
includes taxes & fees
27 Jul - 28 Jul
Knot Three- Balcony View of ICW- Dog Friendly!
The Art Door only minutes from beach
Relax in a serene backyard oasis with a potted plant and two comfortable chairs.

The Art Door only minutes from beach

9.6 out of 10, Exceptional, (83)
"Loved the stay! Property was very clean, quiet and easy to get to everything Virginia Beach has to offer. The property manager was very quick to respond and helpful. Will stay there again"
The price is HK$871
HK$1,938 total
includes taxes & fees
14 Aug - 15 Aug
The Art Door only minutes from beach
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Cozy dining area with a round table and four comfortable chairs, perfect for family meals.

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

10.0 out of 10, Exceptional, (1)
The price is HK$699
HK$2,100 total
includes taxes & fees
8 Aug - 9 Aug
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Enjoy cooking in this well-equipped kitchen with a dishwasher, oven, and refrigerator.

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

9.2 out of 10, Wonderful, (33)
"Property is as listed. Very clean, comfortable and had everything we needed for our trip. "
The price is HK$1,342
HK$3,183 total
includes taxes & fees
20 Jul - 21 Jul
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and flat-screen TV.

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

8.8 out of 10, Excellent, (12)
"House was clean and welcoming. Communication was great. I would stay again in a heart beat. I’m active duty military and host was very accommodating. "
The price is HK$785
HK$1,694 total
includes taxes & fees
1 Aug - 2 Aug
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Home Near Towncenter | Minutes from Beaches | Central to Hamptonroads
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and sink.

Home Near Towncenter | Minutes from Beaches | Central to Hamptonroads

4.0 star property
7.4 out of 10, Good, (41)
"First want to start off by saying the house is as described actually better then the photos online led us to believe. It's an older house but was clean and decorated beautifully. For the money, description, and space you get staying in this home I would definatley recomend you staying here. It's not a 5 star luxury resort, but I gave 5 stars for the house being it was better then what we expected. Our family enjoyed our stay."
The price is HK$1,735
HK$3,843 total
includes taxes & fees
5 Aug - 6 Aug
Home Near Towncenter | Minutes from Beaches | Central to Hamptonroads
Charming 3bd - Near beaches - Foosball & Backyard
Relax in this spacious living room with a high ceiling, featuring a foosball table, sofa, and large window with curtains.

Charming 3bd - Near beaches - Foosball & Backyard

2.0 star property
9.0 out of 10, Wonderful, (2)
"Cute house that is very nicely renovated and adorable. Great location with lots in the area. "
The price is HK$1,404
HK$3,714 total
includes taxes & fees
23 Jul - 24 Jul
Charming 3bd - Near beaches - Foosball & Backyard
317/A) Perfect for families!
Step out onto the deck and enjoy the serene surroundings.

317/A) Perfect for families!

8.4 out of 10, Very good, (6)
"House looks like the pictures which makes that a hugh plus. Property waa very well maintained. "
The price is HK$1,258
HK$2,621 total
includes taxes & fees
21 Jul - 22 Jul
317/A) Perfect for families!
Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning
Enjoy cooking in this well-equipped kitchen with an oven, coffee maker, and toaster.

Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning

3.0 star property
The price is HK$3,458
HK$6,197 total
includes taxes & fees
23 Jul - 24 Jul
Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning
Sweet home to share with the family
Kitchen features a spacious cabinet with two open shelves for storing a variety of dishes.

Sweet home to share with the family

8.8 out of 10, Excellent, (28)
"I stayed here for my birthday to hang out with friends and we loved it. The host was super sweet and very accommodating. Even let us stay later and check in early."
The price is HK$2,551
HK$4,710 total
includes taxes & fees
13 Aug - 14 Aug
Sweet home to share with the family
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Cozy retreat with a single bed, flat-screen TV, and comfortable seating area.

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

The price is HK$1,060
HK$2,668 total
includes taxes & fees
20 Jul - 21 Jul
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Comfort near the water and University
Kitchen features a stainless steel sink, dishwasher, and dark wood floor.

Comfort near the water and University

7.0 out of 10, Good, (4)
"We had a nice stay. Thank you. "
The price is HK$742
HK$1,282 total
includes taxes & fees
11 Aug - 12 Aug
Comfort near the water and University
Waterfront Hotel Suite with Balcony
Relax on the porch with a view of the serene lake, surrounded by lush greenery and comfortable seating.

Waterfront Hotel Suite with Balcony

The price is HK$1,562
HK$2,003 total
includes taxes & fees
23 Jul - 24 Jul
Waterfront Hotel Suite with Balcony
10min to Ocean View: BBQ - Volleyball - Fire pit
Relax in a cozy seating area surrounded by a rustic fence and a charming barn-like structure.

10min to Ocean View: BBQ - Volleyball - Fire pit

10min to Ocean View: BBQ - Volleyball - Fire pit
Charming 3-bedroom upstairs unit apartment with WiFi and AC in Virginia Beach!!!
Microwave, oven, stovetop, dishwasher

Charming 3-bedroom upstairs unit apartment with WiFi and AC in Virginia Beach!!!

2.0 star property
7.0 out of 10, Good, (4)
"Would do it again "
The price is HK$2,190
HK$3,825 total
includes taxes & fees
31 Jul - 1 Aug
Charming 3-bedroom upstairs unit apartment with WiFi and AC in Virginia Beach!!!
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Guests can enjoy a relaxed beach experience with comfortable seating, umbrellas, and coolers.

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

9.2 out of 10, Wonderful, (17)
"Enjoyed our staycation .Will be back."
The price is HK$1,882
HK$4,032 total
includes taxes & fees
20 Jul - 21 Jul
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Coastal Serenity Retreat
1 bedroom

Coastal Serenity Retreat

9.0 out of 10, Wonderful, (2)
"Nice and quiet, no problem checking in. Would have appreciated a few more towels for the bathroom but other than that we enjoyed our visit."
The price is HK$1,578
HK$1,840 total
includes taxes & fees
10 Aug - 11 Aug
Coastal Serenity Retreat
Charming 4-bedroom house with WiFi and AC in fabulous Norfolk
Relax on the deck with comfortable wicker furniture and enjoy the serene surroundings.

Charming 4-bedroom house with WiFi and AC in fabulous Norfolk

2.0 star property
9.4 out of 10, Exceptional, (3)
"Convenient to beach for one night in town"
The price is HK$1,570
HK$3,634 total
includes taxes & fees
13 Aug - 14 Aug
Charming 4-bedroom house with WiFi and AC in fabulous Norfolk
Sojourn Aviators Dream on Back River
Enjoy the serene view from this deck with a swing set, overlooking a body of water and lush landscape.

Sojourn Aviators Dream on Back River

9.6 out of 10, Exceptional, (23)
"My family enjoyed the experience of staying near the water. The views were lovely! "
The price is HK$1,739
HK$4,048 total
includes taxes & fees
10 Aug - 11 Aug
Sojourn Aviators Dream on Back River
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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