168+ Pet Friendly Hotels and Vacation Rentals in Chesapeake |
  1. USA
  2. Virginia
  3. Norfolk - Virginia Beach
  4. Chesapeake

Chesapeake Pet Friendly Vacation Rentals

About Chesapeake Vacation Rentals

There are more than 168 places to stay in Chesapeake and many that are available that welcome pets. These options include dog-friendly hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many pet-friendly places to stay in Chesapeake.

Are you seeking a last-minute pets-allowed hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With PetFriendly Chesapeake, you can quickly compare different options to find the hottest deals with a single click. Looking for pet travel at a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Chesapeake. Places to stay near Chesapeake are 448.85 ft² on average, with prices averaging US $190 a night.

PetFriendly makes it easy to find and compare hotels, resorts, and holiday rentals in Chesapeake with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your pet-friendly place to stay today.

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Top Dog Hotels, Pet-Friendly Vacation Rentals, and Places to Stay in Chesapeake

Type Count
Vacation Homes 59
Holiday Apartments 20
Cottages 2

Use these Quick Filters to Find a Vacation Rental in Chesapeake

★ Pro Tip: PetFriendly™ has the best results when it comes to finding places to stay that accept pets anywhere around the world. Travelers can find and compare over 10 million listings from all over the world. Use the intelligent Filter feature to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, inns, resorts, and more. Enjoy Pet Travel without Hassle in Chesapeake.

Weather in Chesapeake, VA

View the weather forecast for Chesapeake before booking your hotel or rental.

December - February
High 62°F       Low 35°F
March - May
High 76°F       Low 41°F
June - August
High 90°F       Low 69°F
September - November
High 80°F       Low 44°F

Stay Near Chesapeake, VA

PetFriendly finds and compares Pet-Friendly hotels, rentals, and resort listings near many of Chesapeake's attractions.


Greenbrier Mall
Chesapeake Square Mall
Great Dismal Swamp National Wildlife Refuge
Chesapeake Conference Center
Chesapeake Veterans' Memorial
Chesapeake City Park
Chesapeake City Hall
Chesapeake Arboretum
Chesapeake Golf Club
Chesapeake Central Library
Jillian's Billiards
Portlock Galleries at SoNo
Oak Grove Lake Park
Float First
Cahoon Plantation Golf Course
Adventure Kayak Tours Day Tours
Lake Drummond
Chesapeake Regional Medical Center
Virginia Beach Boardwalk
Naval Station Norfolk

Other Places to Stay in Chesapeake, VA


Great Bridge East 535 Properties
Cahoon Plantation Golf Course 170 Properties
Chesapeake City County 166 Properties
Deep Creek South 165 Properties
Portlock Galleries at SoNo 154 Properties
Chesapeake Veterans' Memorial 154 Properties
Great Bridge 137 Properties
Greenbrier West 82 Properties
South Norfolk 79 Properties
Jolliff 45 Properties
Greenbrier East 38 Properties
Western Branch North 29 Properties

Frequently Asked Questions About Chesapeake?

What are the top vacation rentals in Chesapeake?

Find the best options in or near Chesapeake for pet-friendly travel. If you are planning a trip or vacation in Chesapeake, consider a week or two at exciting pets-allowed hotels, resorts, or other suggested properties best known as Top Vacation Rentals and Places to Stay in Chesapeake:

Which vacation homes in Chesapeake are best for families?

Are you looking for a family-friendly and pet-friendly hotel, resort, or vacation home in Chesapeake? Check these highly-rated pet accommodations and places to stay with excellent reviews for families or groups staying in Chesapeake:

How many PetFriendly vacation rentals are available in Chesapeake?

PetFriendly™ updates its properties regularly to bring you a great selection of places to stay with their pet policies clearly spelled out. At present, the total number of active properties listed by PetFriendly in 2025 is over 168 in the Chesapeake area, and still growing every day. When we combine listings from multiple websites and travel providers, PetFriendly can provide you with a huge selection of the best places to stay that welcome pets in Chesapeake.

Nearby Neighborhood (7) 
Neighborhood Property Count
Greenbrier East Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 38
Western Branch North Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 29
Greenbrier West Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 82
Great Bridge Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 137
Deep Creek South Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 165
Churchland Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 73
Great Bridge East Pet Friendly Hotels and Vacation Rentals in Chesapeake, Virginia 535

People Also Ask

There are 168 Chesapeake, VA Vacation Rentals

Recently Booked Pet Friendly Hotels and Vacation Rentals in Chesapeake