
Pet-friendly vacation rentals in Chesapeake Beach
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Top-rated pet-friendly home rentals in Chesapeake Beach
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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

The Happy Place-Quiet, North End 1 block to ocean!
Our stay was fantastic! The location couldn't be better, just a stone's throw from the beach. The property itself was clean and well-stocked with everything we needed. Mary was prompt and helpful in addressing the one minor issue that came up. We highly recommend this spot for a worry-free beach getaway!

Beach Stay
Fantastic hosts and the place was spotless. The hosts thought of everything to make us feel at home.

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!

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 beach house was so beautiful! The location was amazing. The host was very responsive. The house was extremely clean and well organized. We loved the amazing views of the ocean from all the rooms.
Pet-friendly home rentals with a pool

Corova Beaches 5BR w/Heated Pool & Hot Tub!
Our family had a wonderful time and couldn’t have asked for a nicer property. NorthStar was beautifully furnished, clean as a whistle, very well-stocked and is run by a top-notch management company. Grace was proactive and extremely responsive. We will return next summer when the water is warmer. Thanks Grace and all at Oak Realty for a wonderful weekend of memories and allowing us such a nice home to call ours for Memorial Day Weekend 2025!

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
This place is so amazing from the way its decorated to how clean everything is in every room..it has anything and everything you would need for the beach or in the beach house and a quiet neighborhood i will definitely be staying here again 😊

POOL, Pool House, Hot Tub, Grill, 2 bedroom
This was perfect for my family of four and dog. We stayed two nights and would have loved to been able to stay longer. Ron was an excellent host. This felt like a private spa trip with the massive pool, hot tub, dry sauna, and steam room. We are local to the area and would definitely stay again!

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!

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!!

Family Getaway | 1 Block from Beach | Game Room
Brian’s place had everything we needed to make for a relaxing vacation. It was easily walkable to the bay and within 30 mins to all the things we wanted to explore. Loved the layout of the house and the game room ❤️

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.

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

August Suite | Beach | Balcony | Fire Pit
loved our stay. cozy home with everything you need and FANTASTIC host who meets all yours demands without hesitation.

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.

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.
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- 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
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Wilkins Beach
- Bonito St. Public Beach Access
- Little Creek Beach
- Outlook Beach