Some info has been automatically translated. Show original language

Pet-friendly holiday rentals in Chesapeake

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Chesapeake pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Norfolk
4.92 out of 5 average rating, 138 reviews

3 bedroom private home a block from the beach!

JessicaRating, 5 stars2 weeks ago
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
Guest favourite
Home in Portsmouth
5 out of 5 average rating, 24 reviews

The Bartlett Inn

NatalieRating, 5 stars1 week ago
Stayed here was a family event it was spacious with a well equipped kitchen . The neighborhood was very quiet and safe could walk for miles without seeing a car or busy street .
Guest favourite
Home in Norfolk
5 out of 5 average rating, 47 reviews

Beach Stay

TylerRating, 5 stars1 week ago
Fantastic hosts and the place was spotless. The hosts thought of everything to make us feel at home.
Guest favourite
Home in Norfolk
4.95 out of 5 average rating, 104 reviews

Gorgeous Vacation House

AlexisRating, 5 stars1 week ago
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!
Guest favourite
Home in Norfolk
5 out of 5 average rating, 5 reviews

Backyard Bungalow | Near Beach

SchenikaRating, 5 stars1 week ago
Such a beautiful place. Lisa was very responsive before and during our trip. The backyard is an oasis and an extra space to have fun and laughs with loved ones. The space felt homey and beautifully decorated. The bathrooms were fully stocked with towels and tissue. And the showers in each bathroom were the right temperature and pressure. It was like being in your own spa. We didn't cook, but if we did, the kitchen was fully stocked with spices, utensils and pots and pans. I loved the coffee bar that was fully stocked with sugar, creamer, and coffee. One of the best airbnbs I've stayed in, in awhile. Thanks again Lisa!
Guest favourite
Home in Portsmouth
4.93 out of 5 average rating, 28 reviews

Quiet & Private, Comfy Beds, Fire Pit, & Bikes

DeidraRating, 5 stars2 weeks ago
Had a great girls weekend. It was peaceful and such a cute and quiet neighborhood. We would stay again. It’s located close to everything. The hot water was wonderful. 🤭
Guest favourite
Home in Virginia Beach
4.81 out of 5 average rating, 145 reviews

The Tree House at Old Beach

KyleRating, 5 stars1 week ago
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!
Guest favourite
Home in Newport News
4.91 out of 5 average rating, 131 reviews

Relax! Refreshing 3 bedroom Rancher

DanaRating, 5 stars1 week ago
E’s place was great for our long weekend getaway. The neighborhood is very quiet and is great to walk around. I have a dog so the place was great for her. Overall, a great place.

Pet-friendly home rentals with a pool

Top Guest favourite
Cottage in Norfolk
4.97 out of 5 average rating, 249 reviews

Positano Villa

RhondaRating, 5 stars4 days ago
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!!!
Top Guest favourite
Condo in Williamsburg
4.95 out of 5 average rating, 164 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

AmyRating, 5 stars1 day ago
Crystal's condo was spotless and an easy place to stay. Crystal was very proactive and made us feel welcome. her dinner suggestions were superb too! perfect for a weekend getaway in a resort atmosphere. Thank you so much, we highly recommend!
Superhost
Home in Norfolk
5 out of 5 average rating, 4 reviews

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

AngelaRating, 5 stars2 days ago
Family vacation for almost a week and everyone loved it! We definitely recommend families to come to the Blue Octopus for their next visit to Ocean View-Willoughby Spit. Friendly, clean and with all the amenities for the whole family.
Guest favourite
Apartment in Williamsburg
4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

JordanRating, 5 stars2 months ago
We had a great stay at Eddie's place! Very close to restaurants, Colonial Williamsburg, and Busch Gardens. The unit we stayed in was spotless and had all of the amenities that we needed during our stay. Highly recommended!
Top Guest favourite
Home in Virginia Beach
4.94 out of 5 average rating, 64 reviews

Paint The Beach Pink! Full House | Private Pool

AngelaRating, 5 stars2 weeks ago
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 😊
Guest favourite
Home in Suffolk
4.84 out of 5 average rating, 94 reviews

Perfect Getaway!

JimRating, 5 stars1 week ago
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!
Guest favourite
Condo in Sandbridge
4.87 out of 5 average rating, 237 reviews

Ocean Escape

JamesRating, 5 stars1 day ago
My family really enjoyed our vacation. It was a great location to the beach and a private pool. It was our first vavation w/ an 18month old and 1 on the way. Randy was very quick to respond to any questions. A+
Guest favourite
Cottage in Sandbridge
5 out of 5 average rating, 22 reviews

Epic Sunsets | Waterfront Cottage | Pet Friendly

CateRating, 5 stars4 days ago
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

Superhost
Condo in Norfolk
4.79 out of 5 average rating, 33 reviews

August Suite | Beach | Balcony | Fire Pit

MichaelRating, 5 stars1 week ago
loved our stay. cozy home with everything you need and FANTASTIC host who meets all yours demands without hesitation.
Guest favourite
Apartment in Downtown Norfolk
4.85 out of 5 average rating, 13 reviews

Timeless Norfolk Escape

TjRating, 5 stars3 days ago
Ventura’s place was great, very clean and tidy. Very quiet with a good vibe. Enjoyed being able to walk to several restaurants in the area.
Superhost
Townhouse in Portsmouth
4.74 out of 5 average rating, 81 reviews

3 Bd Townhome near Historic Waterfront Portsmouth

KenyettaRating, 5 stars1 month ago
This was a great property the Host was very responsive and helpful. She ensured that we had a great stay. The house does look like the picture. The neighborhood is an older neighborhood but it is very quiet and peaceful.
Guest favourite
Home in Chesapeake
4.89 out of 5 average rating, 45 reviews

The Bird’s Nest

KlaraRating, 5 stars1 week ago
We loved Peggy’s house. It was in a quiet neighborhood, with a nice driveway, good for larger cars. The house was so clean, comfortable, cozy and well equipped with everything. We would certainly come back. Peggy is an excellent host, very flexible and quick to answer any question. I highly recommend her place.
Superhost
Home in Virginia Beach
4.87 out of 5 average rating, 31 reviews

VA Beach-Town Center Escape

KaylaRating, 5 stars1 week ago
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!
Guest favourite
Home in Norfolk
4.99 out of 5 average rating, 92 reviews

Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!

KathyRating, 5 stars6 days ago
This home stands out among the many air B&B’s I have stayed it. Emily and Abel provided many extras such as cold water and snacks when we arrived, beach towels for our use, dog food bowls for our dog, soft beds with plush throws to use at our leisure. The neighborhood is walkable filled with southern charm. Our family used this home as a gathering place for my son’s wedding. It exceeded my expectations.
Top Guest favourite
Home in Portsmouth
5 out of 5 average rating, 54 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

CarmieRating, 5 stars1 week ago
This place is truly a Hidden Gem. It was perfect for our family. We enjoyed the decks, large backyard, and theater room. The host, Camille is so thoughtful. She really went the extra mile with including items for our grandkids and dog (who ended up not being able to make the trip).
Guest favourite
Apartment in Portsmouth
4.95 out of 5 average rating, 57 reviews

Private studio

ShawnaRating, 5 stars1 month ago
We had a wonderful stay while visiting with family ! It was perfect for me, my fiancé, and our dog. It’s a clean, cozy space with cute decor. The area was quiet and felt secure. The fenced in yard was perfect for our dog. It was close to a variety of restaurants and stores. Check in was super easy with guided instructions, and there were detailed instructions for checkout too. Aryel was friendly and proactive. We would definitely stay again!

Quick stats about holiday rentals that are pet-friendly in Chesapeake

  • Total rentals

    280 properties

  • Total number of reviews

    9.4K reviews

  • Family-friendly rentals

    160 properties are a good fit for families

  • Rentals with a pool

    40 properties have a pool

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    270 properties include access to Wi-Fi

Destinations to explore