Chesapeake City County Holiday Homes
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Holiday Homes in Chesapeake City County

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Our top choices for Chesapeake City County holiday homes

Holiday Home in Willoughby Spit

The Hide Away Beach on the Bay

2.0 star property

The Hide Away Beach on the Bay

Bungalow, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Holiday Home in Cottage Line

Beach Front On The Bay 3 Bedroom Bungalow

3.0 star property

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

"This was excellent for my plans. The location was amazing and the beach access top tier. I would definitely rent this property again!"

Simone

Beach Front On The Bay 3 Bedroom Bungalow

Apartment, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Holiday Home in Cottage Line

Rustic Rooftop Delight - Bay Front 2 Bedroom Apts by RedAwning

3.5 star property

Rustic Rooftop Delight - Bay Front 2 Bedroom Apts by RedAwning

House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker

Holiday Home in Willoughby Spit

Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning

3.0 star property

6.0 out of 10, (1)

6.0/10

(1)

"Great location- right off highway, fishing pier I. Walking distance, straight drive to VA beach and convenient to other parts of Norfolk Great deal - its decor is older but it served my family well. Great communication - local rep responded immediately when we overlooked an email. "

Monique

Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning

House, 1 Bedroom | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Holiday Home in Willoughby Spit

The Boat House - Water Front, Wifi, Pet Friendly 1 Bedroom Home by RedAwning

3.0 star property

The Boat House - Water Front, Wifi, Pet Friendly 1 Bedroom Home by RedAwning

House, 2 Bedrooms | Beach | On the beach

House, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker

Holiday Home in Cottage Line

Luxury Beach Side Home 2 Bedroom Home by RedAwning

3.0 star property

Luxury Beach Side Home 2 Bedroom Home by RedAwning

Private kitchen | Fridge, oven, coffee/tea maker, toaster

Holiday Home in Cottage Line

Beach Front On The Bay In Our Rustic, Pet Friendly Cottage 4 Bedroom Cottage by RedAwning

3.0 star property

Beach Front On The Bay In Our Rustic, Pet Friendly Cottage 4 Bedroom Cottage by RedAwning

Cottage, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Holiday Home in Willoughby Spit

Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning

3.5 star property

Captains Quarters By The Bay 3 Bedroom Cottage by RedAwning

House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

House, 4 Bedrooms | Beach | Beach nearby

Holiday Home in Willoughby Spit

Harbor Delight On The Bay - Private Sandy Beach! 4 Bedroom Home by RedAwning

3.5 star property

4.0 out of 10, (1)

4.0/10

(1)

"La casa es muy grande pero le falta limpieza y pintarla las todas las paredes se miran muy sucias los baños ocupas remodelar "

claudio

Harbor Delight On The Bay - Private Sandy Beach! 4 Bedroom Home by RedAwning

Bungalow, 3 Bedrooms | Beach | On the beach

Holiday Home in Cottage Line

Mermaids & Mutts 3 Bedroom Bungalow by RedAwning

3.0 star property

Mermaids & Mutts 3 Bedroom Bungalow by RedAwning

House, 5 Bedrooms | 5 bedrooms, free WiFi

House, 5 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Holiday Home in Norfolk

Tri - Level Residential Home; Pet Friendly, Wifi, Off Street Parking 4 Bedroom Home by RedAwning

3.0 star property

2.0 out of 10, (1)

2.0/10

(1)

Tri - Level Residential Home; Pet Friendly, Wifi, Off Street Parking 4 Bedroom Home by RedAwning

House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

House, 3 Bedrooms | 3 bedrooms, desk, laptop workspace, free WiFi

Holiday Home in Elizabeth City

Charming Family Retreat With Spacious Yard 3 Bedroom Home

3.0 star property

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

"This place was ideal and I'd stay here over and over again."

Shawn

Charming Family Retreat With Spacious Yard 3 Bedroom Home

Holiday Home in East Ocean View

Ocean View Bay Beach Beauty

2.0 star property

Ocean View Bay Beach Beauty

Holiday Home in Buckroe Beach

Buckroe Getaway- Walk to Beach dog Friendly

2.0 star property

Buckroe Getaway- Walk to Beach dog Friendly

Holiday Home in Cottage Line

Luxury Beach Side Home Ii 2 Bedroom Home by RedAwning

3.0 star property

Luxury Beach Side Home Ii 2 Bedroom Home by RedAwning

Cottage, 4 Bedrooms | 4 bedrooms, free WiFi

Cottage, 4 Bedrooms | Beach | On the beach

Holiday Home in Cottage Line

Beach Front On The Bay In Our Rustic Beach 4 Bedroom Cottage by RedAwning

3.5 star property

8.0 out of 10, Very good, (1)

8.0/10

Very good

(1)

Beach Front On The Bay In Our Rustic Beach 4 Bedroom Cottage by RedAwning

Holiday Home in Norfolk

Nestled in Norfolk in Norfolk

2.0 star property

Nestled in Norfolk in Norfolk

Holiday Home in Willoughby Spit

Bay Oak Beach Cottage

2.0 star property

2.0 out of 10, (1)

2.0/10

(1)

"The property was lovely and as described BUT there were what sounded like raccoons in the attic that kept us awake every night scurrying around and fighting which made the stay unenjoyable. Attempts to reach out to rental company via email and through the app were unsuccessful. Even left a note on the kitchen table and there has been no response."

Michelle

Bay Oak Beach Cottage

Family Townhome | In-room business centre

Family Townhome | Bathroom | Hair dryer, towels, soap, shampoo

Family Townhome | Living area | 75-inch Smart TV with satellite channels, TV, Netflix

Holiday Home in Hampton

Kosmos Rentals

3.5 star property

10.0 out of 10, Exceptional, (1)

10/10

Exceptional

(1)

"The staff was immensely professional; clear and concise communication provided directions and instructions. The property was quiet and peaceful, the interior was immaculately clean, and amenities were laid out thoughtfully and in abundance. The bed was comfortable, and the view was incredible. I felt safe and relaxed. Wish I had more days to enjoy the property. Kosmos is elite, and I recommend for anyone traveling for any reason. "

Terry

Kosmos Rentals

Holiday Home in Willoughby Spit

Water Front Oasis 4 Bedroom Home by RedAwning

3.0 star property

Water Front Oasis 4 Bedroom Home by RedAwning

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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