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Chesapeake Holiday Rentals

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50 rentals in Chesapeake.
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Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lovely Town Home Driving Distance to the Beach

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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* NEW *Virginia Beach Newly remodel home A Perfect Getaway! 3 beds 2.5 baths

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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GRANDMAs QUIET WATERFRONT HOME

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Well Priced VB Home only 15 mins from the Oceanfront!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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*NEW* Comfy Coastal Virginia Beach Family Home 3 Bedroom

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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FREE breakfast in bed+Starbucks coffee+Wifi KING bed master Suite Alexa enabled

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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*2BR/2BA beach-chic townhome, short drive to Beach!*

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Live history, dont just visit!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Virginia Beach Family Home <1Mi to Golf Club

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Townhouse, close to beach and shopping

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxurious 3600SF 6BR 4BA home ideal for large groups.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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Love's Nest is a wonderful townhome in Virginia Beach.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury City Loft Condo - 1BR/1.5BA

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Beach Themed Home with Hard Deck for Relaxing and Grilling

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Welcome Military Welcome Civilians Welcome All

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Hanover House - Welcome Home

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Adorable, detached, carriage guest house that is completely furnished.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Colley Manor - Lee Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Furnished 1BR/1.5BA Luxury Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Love Shack, **6 NIGHT MINIMUM *

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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A Place of Tranquility

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming Historcial Home In Norfolk

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Upstairs Apartment near Ghent Downtown Norfolk

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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For Bus. Travelers 30 days

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Virginia beach newly remodeled Home centrally located Ocean front and Norfolk !!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Old Victoria in Norfolk

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Little Victoria in Norfolk

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Super Nice Townhouse in Virginia Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Affordable Home 15 mins from the Oceanfront!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fairfax Manor Compass Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fairfax Manor Reed Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fairfax Manor Fountain Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Fairfax Manor Pearl Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Colley Manor - Railway Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - Piedmont Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - Washington Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - Cardinal Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Colley Manor - York Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Perfect space by AIRPORT STORES & RESTAURANTS

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Virginia Beach Sea Anchor Hideaway 10mins to Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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⭐️The Great Ghent Experience⭐️ *closes to beaches

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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