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Chesapeake Beach Rentals

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50 rentals in Chesapeake.
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Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!, vacation rental in Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!, vacation rental in Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!, vacation rental in Chesapeake

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

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district, vacation rental in Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district, vacation rental in Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district, vacation rental in Chesapeake

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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King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!, vacation rental in Chesapeake
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!, vacation rental in Chesapeake
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!, vacation rental in Chesapeake

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, vacation rental in Chesapeake
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin, vacation rental in Chesapeake
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin, vacation rental in Chesapeake

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach busin

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist, vacation rental in Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist, vacation rental in Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business dist, vacation rental in Chesapeake

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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Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise, vacation rental in Chesapeake
Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise, vacation rental in Chesapeake
Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise, vacation rental in Chesapeake

Beautiful Waterfront Cottage near Downtown Norfolk- A Peaceful Secluded Paradise

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Lovely Town Home Driving Distance to the Beach, vacation rental in Chesapeake
Lovely Town Home Driving Distance to the Beach, vacation rental in Chesapeake
Lovely Town Home Driving Distance to the Beach, vacation rental in Chesapeake

Lovely Town Home Driving Distance to the Beach

Rental Home
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, vacation rental in Chesapeake
* NEW *Virginia Beach Newly remodel home A Perfect Getaway! 3 beds 2.5 baths, vacation rental in Chesapeake
* NEW *Virginia Beach Newly remodel home A Perfect Getaway! 3 beds 2.5 baths, vacation rental in Chesapeake

* NEW *Virginia Beach Newly remodel home A Perfect Getaway! 3 beds 2.5 baths

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front., vacation rental in Chesapeake
Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front., vacation rental in Chesapeake
Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front., vacation rental in Chesapeake

Spacious Town home Located 20 Minutes from the Virginia Beach Ocean Front.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom, vacation rental in Chesapeake
Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom, vacation rental in Chesapeake
Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom, vacation rental in Chesapeake

Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Well Priced VB Home only 15 mins from the Oceanfront!!, vacation rental in Chesapeake
Well Priced VB Home only 15 mins from the Oceanfront!!, vacation rental in Chesapeake
Well Priced VB Home only 15 mins from the Oceanfront!!, vacation rental in Chesapeake

Well Priced VB Home only 15 mins from the Oceanfront!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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FREE breakfast in bed+Starbucks coffee+Wifi KING bed master Suite Alexa enabled, vacation rental in Chesapeake
FREE breakfast in bed+Starbucks coffee+Wifi KING bed master Suite Alexa enabled, vacation rental in Chesapeake
FREE breakfast in bed+Starbucks coffee+Wifi KING bed master Suite Alexa enabled, vacation rental in Chesapeake

FREE breakfast in bed+Starbucks coffee+Wifi KING bed master Suite Alexa enabled

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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*NEW* Comfy Coastal Virginia Beach Family Home 3 Bedroom, vacation rental in Chesapeake
*NEW* Comfy Coastal Virginia Beach Family Home 3 Bedroom, vacation rental in Chesapeake
*NEW* Comfy Coastal Virginia Beach Family Home 3 Bedroom, vacation rental in Chesapeake

*NEW* Comfy Coastal Virginia Beach Family Home 3 Bedroom

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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*2BR/2BA beach-chic townhome, short drive to Beach!*, vacation rental in Chesapeake
*2BR/2BA beach-chic townhome, short drive to Beach!*, vacation rental in Chesapeake
*2BR/2BA beach-chic townhome, short drive to Beach!*, vacation rental in Chesapeake

*2BR/2BA beach-chic townhome, short drive to Beach!*

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Live history, dont just visit!, vacation rental in Chesapeake
Live history, dont just visit!, vacation rental in Chesapeake
Live history, dont just visit!, vacation rental in Chesapeake

Live history, dont just visit!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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GRANDMAs QUIET WATERFRONT HOME, vacation rental in Chesapeake
GRANDMAs QUIET WATERFRONT HOME, vacation rental in Chesapeake
GRANDMAs QUIET WATERFRONT HOME, vacation rental in Chesapeake

GRANDMAs QUIET WATERFRONT HOME

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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The Love Shack, **6 NIGHT MINIMUM *, vacation rental in Chesapeake
The Love Shack, **6 NIGHT MINIMUM *, vacation rental in Chesapeake
The Love Shack, **6 NIGHT MINIMUM *, vacation rental in Chesapeake

The Love Shack, **6 NIGHT MINIMUM *

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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NEW! Virginia Beach Family  Home <1Mi to Golf Club, vacation rental in Chesapeake
NEW! Virginia Beach Family  Home <1Mi to Golf Club, vacation rental in Chesapeake
NEW! Virginia Beach Family  Home <1Mi to Golf Club, vacation rental in Chesapeake

NEW! Virginia Beach Family Home <1Mi to Golf Club

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Waterfront Townhouse, close to beach and shopping, vacation rental in Chesapeake
Waterfront Townhouse, close to beach and shopping, vacation rental in Chesapeake
Waterfront Townhouse, close to beach and shopping, vacation rental in Chesapeake

Waterfront Townhouse, close to beach and shopping

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Luxurious 3600SF 6BR 4BA home ideal for large groups., vacation rental in Chesapeake
Luxurious 3600SF 6BR 4BA home ideal for large groups., vacation rental in Chesapeake
Luxurious 3600SF 6BR 4BA home ideal for large groups., vacation rental in Chesapeake

Luxurious 3600SF 6BR 4BA home ideal for large groups.

Rental Home
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
More info
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Love's Nest is a wonderful townhome in Virginia Beach., vacation rental in Chesapeake
Love's Nest is a wonderful townhome in Virginia Beach., vacation rental in Chesapeake
Love's Nest is a wonderful townhome in Virginia Beach., vacation rental in Chesapeake

Love's Nest is a wonderful townhome in Virginia Beach.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury City Loft Condo - 1BR/1.5BA, vacation rental in Chesapeake
Luxury City Loft Condo - 1BR/1.5BA, vacation rental in Chesapeake
Luxury City Loft Condo - 1BR/1.5BA, vacation rental in Chesapeake

Luxury City Loft Condo - 1BR/1.5BA

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
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Beach Themed Home with Hard Deck for Relaxing and Grilling, vacation rental in Chesapeake
Beach Themed Home with Hard Deck for Relaxing and Grilling, vacation rental in Chesapeake
Beach Themed Home with Hard Deck for Relaxing and Grilling, vacation rental in Chesapeake

Beach Themed Home with Hard Deck for Relaxing and Grilling

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Welcome Military Welcome Civilians Welcome All, vacation rental in Chesapeake
Welcome Military Welcome Civilians Welcome All, vacation rental in Chesapeake
Welcome Military Welcome Civilians Welcome All, vacation rental in Chesapeake

Welcome Military Welcome Civilians Welcome All

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Hanover House - Welcome Home, vacation rental in Chesapeake
Hanover House - Welcome Home, vacation rental in Chesapeake
Hanover House - Welcome Home, vacation rental in Chesapeake

Hanover House - Welcome Home

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Adorable, detached, carriage guest house that is completely furnished., vacation rental in Chesapeake
Adorable, detached, carriage guest house that is completely furnished., vacation rental in Chesapeake
Adorable, detached, carriage guest house that is completely furnished., vacation rental in Chesapeake

Adorable, detached, carriage guest house that is completely furnished.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Colley Manor - Lee Suite, vacation rental in Chesapeake
Colley Manor - Lee Suite, vacation rental in Chesapeake
Colley Manor - Lee Suite, vacation rental in Chesapeake

Colley Manor - Lee Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Foxwell River Lodge S, vacation rental in Chesapeake
Foxwell River Lodge S, vacation rental in Chesapeake
Foxwell River Lodge S, vacation rental in Chesapeake

Foxwell River Lodge S

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Furnished 1BR/1.5BA Luxury Condo, vacation rental in Chesapeake
Furnished 1BR/1.5BA Luxury Condo, vacation rental in Chesapeake
Furnished 1BR/1.5BA Luxury Condo, vacation rental in Chesapeake

Furnished 1BR/1.5BA Luxury Condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Charming Historcial Home In Norfolk, vacation rental in Chesapeake
Charming Historcial Home In Norfolk, vacation rental in Chesapeake
Charming Historcial Home In Norfolk, vacation rental in Chesapeake

Charming Historcial Home In Norfolk

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Upstairs Apartment near Ghent Downtown Norfolk, vacation rental in Chesapeake
Upstairs Apartment near Ghent Downtown Norfolk, vacation rental in Chesapeake
Upstairs Apartment near Ghent Downtown Norfolk, vacation rental in Chesapeake

Upstairs Apartment near Ghent Downtown Norfolk

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent, vacation rental in Chesapeake
Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent, vacation rental in Chesapeake
Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent, vacation rental in Chesapeake

Spacious 1 Queen Bedroom 1 Bathroom 1 Twin Bed Loft Near NSU, Downtown and Ghent

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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For Bus. Travelers 30 days, vacation rental in Chesapeake
For Bus. Travelers 30 days, vacation rental in Chesapeake
For Bus. Travelers 30 days, vacation rental in Chesapeake

For Bus. Travelers 30 days

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Virginia beach newly remodeled Home centrally located Ocean front and Norfolk !!, vacation rental in Chesapeake
Virginia beach newly remodeled Home centrally located Ocean front and Norfolk !!, vacation rental in Chesapeake
Virginia beach newly remodeled Home centrally located Ocean front and Norfolk !!, vacation rental in Chesapeake

Virginia beach newly remodeled Home centrally located Ocean front and Norfolk !!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Old Victoria in Norfolk, vacation rental in Chesapeake
Old Victoria in Norfolk, vacation rental in Chesapeake
Old Victoria in Norfolk, vacation rental in Chesapeake

Old Victoria in Norfolk

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Little Victoria in Norfolk, vacation rental in Chesapeake
Little Victoria in Norfolk, vacation rental in Chesapeake
Little Victoria in Norfolk, vacation rental in Chesapeake

Little Victoria in Norfolk

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Super Nice Townhouse in Virginia Beach, vacation rental in Chesapeake
Super Nice Townhouse in Virginia Beach, vacation rental in Chesapeake
Super Nice Townhouse in Virginia Beach, vacation rental in Chesapeake

Super Nice Townhouse in Virginia Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Spacious Affordable Home 15 mins from the Oceanfront!!, vacation rental in Chesapeake
Spacious Affordable Home 15 mins from the Oceanfront!!, vacation rental in Chesapeake
Spacious Affordable Home 15 mins from the Oceanfront!!, vacation rental in Chesapeake

Spacious Affordable Home 15 mins from the Oceanfront!!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Fairfax Manor Compass Suite, vacation rental in Chesapeake
Fairfax Manor Compass Suite, vacation rental in Chesapeake
Fairfax Manor Compass Suite, vacation rental in Chesapeake

Fairfax Manor Compass Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Fairfax Manor Reed Suite, vacation rental in Chesapeake
Fairfax Manor Reed Suite, vacation rental in Chesapeake
Fairfax Manor Reed Suite, vacation rental in Chesapeake

Fairfax Manor Reed Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Fairfax Manor Pearl Suite, vacation rental in Chesapeake
Fairfax Manor Pearl Suite, vacation rental in Chesapeake
Fairfax Manor Pearl Suite, vacation rental in Chesapeake

Fairfax Manor Pearl Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Colley Manor - Railway Suite, vacation rental in Chesapeake
Colley Manor - Railway Suite, vacation rental in Chesapeake
Colley Manor - Railway Suite, vacation rental in Chesapeake

Colley Manor - Railway Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Colley Manor - Piedmont Suite, vacation rental in Chesapeake
Colley Manor - Piedmont Suite, vacation rental in Chesapeake
Colley Manor - Piedmont Suite, vacation rental in Chesapeake

Colley Manor - Piedmont Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Colley Manor - Washington Suite, vacation rental in Chesapeake
Colley Manor - Washington Suite, vacation rental in Chesapeake
Colley Manor - Washington Suite, vacation rental in Chesapeake

Colley Manor - Washington Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Colley Manor - Cardinal Suite, vacation rental in Chesapeake
Colley Manor - Cardinal Suite, vacation rental in Chesapeake
Colley Manor - Cardinal Suite, vacation rental in Chesapeake

Colley Manor - Cardinal Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Colley Manor - York Suite, vacation rental in Chesapeake
Colley Manor - York Suite, vacation rental in Chesapeake
Colley Manor - York Suite, vacation rental in Chesapeake

Colley Manor - York Suite

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Perfect space by AIRPORT STORES & RESTAURANTS, vacation rental in Chesapeake
The Perfect space by AIRPORT STORES & RESTAURANTS, vacation rental in Chesapeake
The Perfect space by AIRPORT STORES & RESTAURANTS, vacation rental in Chesapeake

The Perfect space by AIRPORT STORES & RESTAURANTS

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Virginia Beach Sea Anchor Hideaway 10mins to Beach, vacation rental in Chesapeake
Virginia Beach Sea Anchor Hideaway 10mins to Beach, vacation rental in Chesapeake
Virginia Beach Sea Anchor Hideaway 10mins to Beach, vacation rental in Chesapeake

Virginia Beach Sea Anchor Hideaway 10mins to Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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⭐️The Great Ghent Experience⭐️ 

*closes to beaches, vacation rental in Chesapeake
⭐️The Great Ghent Experience⭐️ 

*closes to beaches, vacation rental in Chesapeake
⭐️The Great Ghent Experience⭐️ 

*closes to beaches, vacation rental in Chesapeake

⭐️The Great Ghent Experience⭐️ *closes to beaches

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Fairfax Manor Fountain Suite, vacation rental in Chesapeake
Fairfax Manor Fountain Suite, vacation rental in Chesapeake
Fairfax Manor Fountain Suite, vacation rental in Chesapeake

Fairfax Manor Fountain Suite

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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