Chesapeake City County Holiday Rentals

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Featured Chesapeake City County Holiday Rentals

The Atrium Resort, Virginia Beach by Vacatia
Stunning coastal views from a scenic pier overlooking a sandy beach and the ocean.

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
8.2 out of 10, Very good, (1389)
"Loved this hotel, the service was great and everyone was so nice, definitely would recommend staying here!"
The Atrium Resort, Virginia Beach by Vacatia
The Ocean Key Virginia Beach Resort
Relax by the pool, surrounded by lounge chairs and a seating area.

The Ocean Key Virginia Beach Resort

3.0 star property
7.8 out of 10, Good, (1390)
"Staff was friendly, nice rooms"
The Ocean Key Virginia Beach Resort
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Relax in this serene outdoor seating area with a sofa and chairs, perfect for taking in the view.

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
8.2 out of 10, Very good, (1095)
"Beach front and balcony were great! "
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
stayAPT Suites Suffolk-Chesapeake
Relax in style around the fire pit, surrounded by a clean and minimalist design.

stayAPT Suites Suffolk-Chesapeake

2.5 star property
9.6 out of 10, Exceptional, (28)
"Great place to stay!"
The price is HK$934
HK$1,073 total
includes taxes & fees
12 Aug - 13 Aug
stayAPT Suites Suffolk-Chesapeake
Angie's Guest Cottage
Traditional home with a charming front porch and a red door, featuring a glass panel.

Angie's Guest Cottage

2.0 star property
8.6 out of 10, Excellent, (214)
"Very Cozy and near the beach, Staff is very courteous and friendly. "
The price is HK$925
HK$1,156 total
includes taxes & fees
27 Jul - 28 Jul
Angie's Guest Cottage
Four Sails Resort
Relax by the serene pool, surrounded by lounge chairs and tables, with expansive city views.

Four Sails Resort

3.5 star property
7.6 out of 10, Good, (36)
"Very nice place"
Four Sails Resort
FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi
Relax in this stylish living room with a sofa, armchair, and coffee table, offering a view of the ocean and beach.

FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi

9.8 out of 10, Exceptional, (175)
"This property is well maintained and is just as promised in the description. Owner is very helpful and responsive."
FamilyMemoryMaker!,8 MASTERS,MovieRoom,OceanViews,Pool,HotTub,Grill,StarlinkWiFi
Loft Space Minutes from Beach
A single-story building with a sloped roof and a small window, situated next to a tree.

Loft Space Minutes from Beach

5.4 out of 10, (3)
"Location was good in terms of what we needed and property provided all necessary household things you would need to clean the place. However, owner was not and still is not responsive. Refrigerator did not work. A/C did not work. Lock on door was loose. Backyard had massive camping trailer through it. Save your money."
The price is HK$1,060
HK$1,930 total
includes taxes & fees
24 Jul - 25 Jul
Loft Space Minutes from Beach
Nautical Dream, redecorated oceanfront home with incredible views and decks
Guests can enjoy access to the sandy beach.

Nautical Dream, redecorated oceanfront home with incredible views and decks

10.0 out of 10, Exceptional, (12)
"Great set up and love the proximity to the beach!"
Nautical Dream, redecorated oceanfront home with incredible views and decks
Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach
Relax in this beachside retreat with a wicker sofa, armchair, and ocean views from large windows.

Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach

9.6 out of 10, Exceptional, (119)
"We stayed at Lightly Salted last week; my family of five [2 adults, 3 kids (11, 5, 1)]and out close friends family of three [2 adults, 1 kid (3)]. "
Lightly Salted OBX, Beach front Luxury, Wild Horses, Pool, Hot Tub, 4x4 Beach
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
Newly Updated Beautiful 4BR Oceanfront Home with Pool & Hot Tub
Horses stroll along the shoreline, where the ocean meets the horizon.

Newly Updated Beautiful 4BR Oceanfront Home with Pool & Hot Tub

9.8 out of 10, Exceptional, (137)
"The house is absolutely incredible and a very nice place to stay. The homeowner is a joy to work with. The horses come right around the house and the ocean never disappoints! Hope to stay again! "
Newly Updated Beautiful 4BR Oceanfront Home with Pool & Hot Tub
Charming Tiny Cottage
Relax in this serene bedroom with a large bed and high ceiling, featuring a sliding door and air conditioning unit.

Charming Tiny Cottage

10.0 out of 10, Exceptional, (33)
"Quiet area, great proximity to beach. Can hear waves and watch sunrise on front deck while sipping coffee. Wild horses walk through yard. "
Charming Tiny Cottage
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.
Experience the charm of this multi-level building with a spacious upper deck and balconies.

4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.

9.8 out of 10, Exceptional, (103)
"Property was perfect for a small family trip to the beach. Just a short walk to a beautiful beach. House was clean and well appointed"
4X4 only! Canal front. Ocean AND sound views! Decks and porches on all levels.
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
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Enjoy cooking in this well-lit kitchen with a refrigerator, stove, microwave, and sink.

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

6.0 out of 10, (2)
"Property is perfect for several college students on a shoe string budget."
The price is HK$1,170
HK$2,055 total
includes taxes & fees
13 Aug - 14 Aug
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Cozy living space with a kitchenette, dining area, and seating area, featuring a microwave, stove, and refrigerator.

Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home

9.4 out of 10, Exceptional, (22)
"As listed close to everything and made our stay very easy. Communication with owner was easy and all questions we had were answered."
The price is HK$2,649
HK$5,039 total
includes taxes & fees
21 Jul - 22 Jul
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
Relax in style with four Adirondack chairs and a small table on this deck.

Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach

9.4 out of 10, Exceptional, (92)
"Great spot with lots of room. Beautiful neighborhood. Easy walk to the beach. Great amenities!"
The price is HK$6,437
HK$11,570 total
includes taxes & fees
24 Jul - 25 Jul
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
Breathtaking Ocean views at Pinch Me! 8bdrm, 6bath, private pool!
Relax by the pool surrounded by a wooden deck and lounge area with comfortable seating.

Breathtaking Ocean views at Pinch Me! 8bdrm, 6bath, private pool!

10.0 out of 10, Exceptional, (150)
"Pinch me was perfecto to accommodate my friends and family. There was plenty of room for everyone to have their space and the teens were easily entertained, playing pool and foosball. The house had a fully equipped kitchen, which made entertaining easy. "
Breathtaking Ocean views at Pinch Me! 8bdrm, 6bath, private pool!
Luxurious RV
Compact kitchen with microwave, stainless steel refrigerator, and modern sink.

Luxurious RV

7.8 out of 10, Good, (8)
"Great location, the rv itself was ok, spacious, does the job for a beach weekend. a little overpriced for what you get. The pull out couches were not comfortable at all and there was not much provided. One roll of toilet paper, one trash bag. It would have been nice to have a sponge to wash dishes and some basic spices. Maybe a couple K cups for coffee. I would rent again."
The price is HK$1,570
HK$3,152 total
includes taxes & fees
31 Jul - 1 Aug
Luxurious RV
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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