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Pet-friendly holiday rentals in Chesapeake Beach

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chesapeake Beach pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Hampton
4.82 out of 5 average rating, 92 reviews

The "Bison" contemporary retreat (King Bed)+

NyjahaRating, 5 stars1 week ago
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 :)
Superhost
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
Superhost
Home in Williamsburg
4.84 out of 5 average rating, 240 reviews

Colonial Retreat

JocelynRating, 5 stars4 weeks ago
We stayed at this AirBnB during the weekend of our son’s graduation. It’s only 10 minutes away from campus but it seemed like a different world as it was almost rural! The house is extremely quiet and has a lovely large backyard. There is ample parking. Every thing is well labeled and the kitchen is well stocked with utensils and crockery.
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.
Top Guest favourite
Home in Norfolk
4.98 out of 5 average rating, 55 reviews

The Seaglass Cottage

BarbaraRating, 5 stars1 day ago
The host was so kind and made sure we had a comfortable stay! The AC ended up not working due to an accidental mishap when she was working on her yard! She was able to get the AC fixed as we arrived to the Air BNB and we had the coolest room ever ( which we love) especially on a hot day! We are thankful for the time she took to get that done ASAP! She also had a wonderful cute cottage with all that you’d need for a short stay! It was equipped with great dishes and all the things you’d need for a perfect stay in a home :) it was extremely clean and decorated nicely for your small family! It also has a beautiful back yard oasis to sit out and relax or go for a swim :) you won’t want to miss this Airbnb!! Located near the beach and a great park and walking paths for you kiddos!! All you need nearby just a short walk away!! It was a great getaway for the weekend with a very kind host who is always there to help if needed :)
Superhost
Home in Virginia Beach
4.94 out of 5 average rating, 141 reviews

Family hideaway

ChloeRating, 5 stars3 weeks ago
Such a wonderful little place for a beach weekend! The front deck and outdoor table was perfect for morning coffee and late night convos with the string lights. Highly recommend!
Guest favourite
Home in Norfolk
5 out of 5 average rating, 7 reviews

Backyard Bungalow | Near Beach

JoshuaRating, 5 stars3 days ago
Awesome hosts, great communication and very nice home
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!

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 stars5 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 stars2 days 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!
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
Guesthouse in Virginia Beach
4.73 out of 5 average rating, 120 reviews

POOL, Pool House, Hot Tub, Grill, 2 bedroom

BryanneRating, 5 stars2 weeks ago
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!
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 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
Cottage in Virginia Beach
5 out of 5 average rating, 23 reviews

Epic Sunsets | Waterfront Cottage | Pet Friendly

CateRating, 5 stars5 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!
Superhost
Home in Virginia Beach
4.86 out of 5 average rating, 134 reviews

Beach Home, Upscale Croatan Resort + Private Pool

DylanRating, 5 stars1 month ago
Such a wonderful place!! Beverly was more than accommodating and was very responsive to all of our questions🙌🏽 we would love to stay here again in the future

Private, pet-friendly home rentals

Top Guest favourite
Cottage in Cape Charles
4.99 out of 5 average rating, 73 reviews

The Ladybug - arcade, dog-friendly, firepit, & EV

ZachRating, 5 stars1 day ago
Dave & Anjeli have truly done a wonderful job with this Airbnb. Airbnbs often don't live up to their marketing but I think this is the first one I've encountered that greatly exceeded even our wildest expectations. There's something for everyone whether you're into gaming, music, cooking, the outdoors, or want easy access to town. The house was spotless, fully outfitted, effortless to check in and out, and Dave was perfectly communicative, always available when needed and on top of anything that came up during our stay but never felt overbearing in any way. This was the best experience I've ever had with an Airbnb and we would be happy to stay here again. A word to the wise- the Ladybug is surrounded by a nature preserve so it was buggy with both natural pollinators but also mosquitos and ticks which should come as no surprise given the timing of our stay. Make sure your pets are up to date on their tick preventatives and don't forget your personal pest preventatives. Thanks again!!
Guest favourite
Apartment in Virginia Beach
4.91 out of 5 average rating, 54 reviews

Shorehaven II: A Mid-Century Beach Bungalow

TheresaRating, 5 stars1 week ago
Great location and nice place for a beach getaway. The description and photos matched perfectly. We would absolutely return the next time we are looking for a place.
Top Guest favourite
Condo in Norfolk
4.99 out of 5 average rating, 91 reviews

Beachfront Getaway, Pet Friendly, Mermaid Suite

SaraRating, 5 stars1 month ago
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.
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.
Top Guest favourite
Apartment in Chesapeake
4.97 out of 5 average rating, 73 reviews

Entire Apartment - No Cleaning Fees!

Brandi Rating, 5 stars1 month ago
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.
Superhost
Guesthouse in Virginia Beach
4.88 out of 5 average rating, 32 reviews

Upper Deck Beach Bungalow- Steps from the Ocean

ChadRating, 5 stars2 weeks ago
Very peaceful!
Superhost
Home in Virginia Beach
4.95 out of 5 average rating, 37 reviews

Family Retreat | Crib | Minutes to Beach & Town

J. D.Rating, 5 stars8 months ago
Very communicative host! The house was in a great location and central to everything we had planned for the weekend. Would book her again.
Superhost
Cottage in Cape Charles
4.78 out of 5 average rating, 113 reviews

Sea Salt Cottage: Tranquil Getaway 5 min to beach

GregRating, 5 stars1 month ago
We stayed here for a little weekend getaway, and it was lovely. The space was comfortable and very quiet. We got great sleep and enjoyed watching the sunsets out back. Would recommend!

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