
Pet-friendly vacation rentals in Chesapeake Beach
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesapeake Beach
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake Beach pet-friendly home rentals
Pet-friendly house rentals

The "Bison" contemporary retreat (King Bed)+
The place was beautiful inside and out. My family and I felt like we’re at home. I love the outdoor space. Most of the times, my parents and I chilled outside enjoying the weather and chitchatting with each other. My family and I came down from Pennsylvania to visit my sisters who live about 10-15 mins away from the home. My family and I had a great time during our weekend stay. Hopefully one day we’ll come back and stay at this beautiful home again. I highly recommend this beautiful home. Definitely 5 stars :)

3 bedroom private home a block from the beach!
I had a wonderful stay at Kate’s home, it was easily 3 minutes to the beach, she had all the needed cooking utensils and even more! And even had some bathroom essentials that was really appreciated

Home-Sweet-Home
Home was extremely clean and well kept. Extra linens and very comfortable beds! Would definitely stay again!

The Seaglass Cottage
Nancy was super kind and friendly during our stay! She gave a great seafood restaurant recommendation that was both delicious, affordable, and right down the road. The cottage is quaint and a charming place to stay for a young couple. We had plenty of space, and the cottage was accurately represented by the photos available. We would definitely stay here again if we are in the area!

Bamboo Bungalo Duplex Near Busch Gardens
The house was very comfortable and well furnished. it was very conveniently located for our exploration of Yorktown Battlefield and Jamestown Settlement.

Gorgeous Vacation House
The house was super clean when we got there, the temperature of the house was great the entire stay. The pool was certainly clean, but since we went early, June the water was a little bit cold, but it felt really nice and refreshing honestly. There were three beach chairs and a wagon there that were helpful for traveling to the beach. There were available cups plate, utensils, and all the necessities that you would need, they even had shampoo and conditioner bottles there for us. We weren’t aware that there was a code to get into the house so instructions for check-in were a little bit unclear, but all I had to do is message and they responded. Overall, I would recommend staying here because even though the area surrounding isn’t the nicest, I felt safe the entire time at that house!

The Tree House at Old Beach
Really enjoyed the space! The downstairs felt very functional with a spacious kitchen. The upstairs is essentially two hotel suites with the key being two full baths. The spiral staircase is a charming touch and the best part is the front deck. It’s spacious with plenty of seating so you can truly enjoy beach living. The hosts gave clear instructions and it was an easy check-out. The neighborhood is peaceful yet only a short walk to the heart of Virginia Beach’s boardwalk. I highly recommend staying at this home!

Beachfront 2 Dwellings EV charger
This was our second time staying at Gina's place and our time there was amazing as always. This home has everything you could possibly need and the views are absolutely beautiful! We will definitely be back next year.
Pet-friendly home rentals with a pool

Positano Villa
We had an amazing time. The house was perfect for us. We really enjoyed the pool and short walk to the beach. We could hear the ocean from the master suite. The upstairs deck had view of the water. Everything about our stay was perfect. The area was nice and was quiet and peaceful. We will definitely go back and stay longer next year. Thank you!!!

Kingsmill 1bed/1ba on Golf Course 9th Fairway
The stay was perfect for what we needed during our stay in Williamsburg. It was nice to walk to the nearby marina and restaurant in the evenings.

Paint The Beach Pink! Full House | Private Pool
Our stay was amazing and the house fit our needs perfectly. It was super clean and decorated beautifully. The walk to the beach was quick and easy and the location of the house is nice and quiet and away from the crowds and traffic! It's also a quick drive to the convention center and many restaurants and shops. It was also nice not having to pack so much extra beach stuff to bring along (chairs, wagon, etc) because they had it all available to use. My kids loved the pool, playing Jenga on the porch and corn hole outside. My husband and older son took the bikes out for a spin too. We had a few questions before and during the stay and Bradley was very responsive and helpful every time. We will definitely stay here again if we head back to Virginia Beach next year! Thank you for an amazing stay!!!

POOL, Pool House, Hot Tub, Grill, 2 bedroom
Ron was great with communication. And the place was exactly as described.

VA Beach-Town Center Escape
This is my 2nd stay in Krystal’s Air BNB. This was the place I knew where I feel safe and comfortable at. The location is close great restaurants and shopping locations. The neighborhood is very quiet. Krystal is responsive, friendly, and respectful. When I do visit VA again I’ll probably be at this particular Air BNB!

North End Home with pool, beach & state park.
Lovely home in a great location . Very clean, nicely decorated, well appointed and cozy with a beautiful pool area. John-Leon is a great host and was very responsive with any questions I had. Would definitely stay here again.

Perfect Getaway!
We had a great family visit at this house. We really enjoyed the pool and whole house was very comfortable and clean! It was nice to just hang all day by the pool or top for a sanctuary from a long day of events. Sabrina was very attentive and responsive with questions and situations, appreciate her flexibility as a host!

Epic Sunsets | Waterfront Cottage | Pet Friendly
This place was the most charming airbnb I have ever stayed in. Badria and Jay made every detail of our stay perfect with all of their extra touches, including saltwater taffy and a box of croissants, slippers and a lavender mask, and a fully stocked coffee station with syrups. We instantly felt at home and in vacation mode at their place and literally laid out on the dock the entire time. A perfect spot for kayaking, laying out in the sun, and I even brought out my mat and did some yoga on the dock. The views were unreal. The couch was so comfortable I accidentally fell asleep there the whole night and woke up to the gorgeous window views. Amazing hosts and location!
Private, pet-friendly home rentals

The Ladybug - arcade, dog-friendly, firepit, & EV
Fabulous stay at the Ladybug! Host was outstanding with communication and responsiveness. House was exactly as described if not better. Location was not far from places to go yet so secluded and peaceful. Wish we could have had more time there and looking forward to coming back soon. Thank you!!

Beachfront Getaway, Pet Friendly, Mermaid Suite
What an amazing stay! I've never been satisfied with an Airbnb, the photos always are so much nicer than the reality - but Big Blue was actually even better than advertised! Merlyn's communication prior to arrival made things very easy. Accessing the unit was simple, and I felt safe with the self-locking doors. The unit was clean and so comfortable, with many personal touches - I instantly felt at home. I was overjoyed when I arrived and toured the unit. Really exceeded my expectations which was such a different feeling than all the other Airbnb I've rented over the years. The beach access was tidy and pretty, the gym and beach gear a nice touch, and the foot wash station was appreciated after my morning walks with the dog. I really can't say enough great things about my stay here. Hosts were friendly and helpful every step of the way. We mostly spent our time traveling around the area from VA Beach to OBX so I can't speak much about Norfolk/Ocean View. I would def rent Big Blue again.

B Walk to Beach and Sports Center. Dogs Welcome!
The accommodation’s we’re in a nice quiet neighborhood close to the beach. It was clean and well organized. We had rainy weather but we were able to find lots to do. Would stay there again if we visited again.

Entire Apartment - No Cleaning Fees!
Listen, this house is the house you want to stay at instead of a hotel lol me & my 2 year old stayed here & it just felt like home. The house looks exactly like the pictures, and don’t get me started on the bed, I slept like a baby, it was like being on a cloud, I kid you not lol. Jamey was so nice & answered and responded quickly. it’s a quiet neighborhood, everything is close far as food & shopping. I would definitely recommend staying here to anyone.

Upper Deck Beach Bungalow- Steps from the Ocean
Very peaceful!

Family Retreat | Crib | Minutes to Beach & Town
Very communicative host! The house was in a great location and central to everything we had planned for the weekend. Would book her again.

The Booker: Modern Retreat by the Beach
We were in town for our son’s graduation from CNU. This house was a little further away, but had the space we needed looked beautiful in the photos, and had great reviews. We were not disappointed! The place matched the photos, and Davis was an incredibly friendly and responsive host!

ManeStay Island Beach Cottage - Wild Horses Roam
This is our third time staying at Diane’s place and it was wonderful as usual. It’s always refreshing to experience the quiet atmosphere and peaceful surroundings. Great place to relax.
Destinations to explore
- Virginia Beach Vacation rentals
- Williamsburg Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Townhouse rentals Chesapeake Beach
- Apartment rentals Chesapeake Beach
- Beachfront rentals Chesapeake Beach
- Rentals with a patio Chesapeake Beach
- Rentals with outdoor seating Chesapeake Beach
- Kid-friendly rentals Chesapeake Beach
- Rentals with a fireplace Chesapeake Beach
- Rentals with beach access Chesapeake Beach
- House rentals Chesapeake Beach
- Rentals with pools Chesapeake Beach
- Waterfront rentals Chesapeake Beach
- Fitness-friendly rentals Chesapeake Beach
- Family-friendly rentals Chesapeake Beach
- Hotel rentals Chesapeake Beach
- Rentals with a washer and dryer Chesapeake Beach
- Pet-friendly rentals Virginia Beach
- Pet-friendly rentals Virginia
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Chesapeake Bay
- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Buckroe Beach and Park
- Grandview Beach
- Currituck Beach Lighthouse
- Jamestown Settlement
- Sarah Constant Beach Park
- Haven Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Wilkins Beach
- Bonito St. Public Beach Access
- Little Creek Beach
- Kiptopeke Beach