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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

Top guest favourite
Home in Virginia Beach
4.99 out of 5 average rating, 152 reviews

Quiet family location and close to BEACH!

GinaRating, 5 stars2 weeks ago
I can’t begin to describe our recent visit!! We stayed from Sunday 6-1 to Thursday 6-5. My husband and I had our 10 year old daughter and 3 of her best friends along w our 3 small furry babies. The house is “nestled” on a sweet friendly street. The house lake view SURROUNDS the house along with the outside balcony. It was beautiful to see the ducks and various birds every day. The house was extremely clean! I didn’t have to do any cleaning before we unpacked. The garage had everything!!! Bikes, beach stuff along w anything u can think of. There was plenty of outside sitting areas with a private outside shower. I used it!! Water was nice! The beach was literally a 10 mins walk! We rode the bikes and walked to the beach, a couple of times a day. The boardwalk is very dog friendly so we were able to bring them. The pier from the boardwalk has people fishing. I rode 1 of the bikes around the every day! W have been using Airbnb for years and this was the best experience! Bob is the best ❤️
Guest favourite
Home in Norfolk
4.97 out of 5 average rating, 99 reviews

PETS Welcome! 4Bed Beach View Privately Managed

NatalieRating, 5 stars1 month ago
Matthew’s home was beautiful and comfortable. As a group of 8 we were a little worried about space. But this spot was perfect!! Walkable distance to the beach in a quiet area. And we had plenty of room both inside and out.
Top guest favourite
Home in Norfolk
4.99 out of 5 average rating, 102 reviews

Ghent on the Corner: Cozy 3 bed 2.5 bath home

JenniferRating, 5 stars5 days ago
Very responsive host! Very clean and comfortable! Well stocked. Appreciated the stay here very much!
Superhost
Home in Norfolk
4.77 out of 5 average rating, 105 reviews

Castaway 2 bed cottage by the beach

CourtRating, 5 stars1 week ago
Sam is very accommodating to her guests, we had change of plans and needed to check in earlier, she made a way to accommodate us, we had very pleasant stay at her cozy place. It is walking distance from the beach. Highly recommended!!
Superhost
Home in Virginia Beach
4.88 out of 5 average rating, 104 reviews

The Happy Place-Quiet, North End 1 block to ocean!

HaroldRating, 5 stars1 week ago
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!
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
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 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

Superhost
Home in Currituck County
5 out of 5 average rating, 4 reviews

Corova Beaches 5BR w/Heated Pool & Hot Tub!

ColinRating, 5 stars3 weeks ago
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!
Top guest favourite
Apartment in Williamsburg
4.95 out of 5 average rating, 164 reviews

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

AmyRating, 5 stars6 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 Norfolk
4.98 out of 5 average rating, 55 reviews

The Seaglass Cottage

BarbaraRating, 5 stars5 days 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
4.87 out of 5 average rating, 31 reviews

VA Beach-Town Center Escape

KaylaRating, 5 stars2 weeks 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
Place to stay in Virginia Beach
4.94 out of 5 average rating, 78 reviews

North End Home with pool, beach & state park.

DechenRating, 5 stars1 week ago
We enjoyed our stay and found everything to be as described/pictured. It seems like an ideal spot for a family vacation within easy walking distance of the beach, park and A.R.E. Center. Two things to note are that the building is on the older side with all of the charms/character of historic buildings (i.e. uneven floors in kitchen, low toilets, older fixtures, etc.) and it is not handicap accessible.
Guest favourite
Home in Suffolk
4.84 out of 5 average rating, 94 reviews

Perfect Getaway!

JimRating, 5 stars2 weeks 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 stars1 week 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 stars5 days 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
Flat in Virginia Beach
4.91 out of 5 average rating, 55 reviews

Shorehaven II: A Mid-Century Beach Bungalow

TheresaRating, 5 stars2 weeks 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.
Superhost
Apartment in Norfolk
4.79 out of 5 average rating, 34 reviews

August Suite | Beach | Balcony | Fire Pit

RebeccaRating, 5 stars3 days ago
I honestly couldn’t get this place a better review. You get exactly what you expect and it is priced well for the area, location, and Hadley is a great host. The host is very responsive and communicates well of her expectations and fulfilling yours.
Superhost
Guest house 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!
Guest favourite
Home in Norfolk
5 out of 5 average rating, 47 reviews

Beach Stay

TylerRating, 5 stars2 weeks ago
Fantastic hosts and the place was spotless. The hosts thought of everything to make us feel at home.
Guest favourite
Home in Norfolk
5 out of 5 average rating, 7 reviews

Backyard Bungalow | Near Beach

AileenRating, 5 starstoday
The house was spotless, cozy, and exactly what we needed for a relaxing stay. We felt right at home and truly enjoyed every moment. We’d definitely love to return!
Superhost
Home in Norfolk
4.79 out of 5 average rating, 273 reviews

Charming Home by the Sea, a block from the beach!

SusanRating, 5 stars6 days ago
Love, love love this place and the location! Short walk to the beach! A few wonderful restaurants near. The house was perfect and super clean. Karen was the perfect host- responsive, kind while giving complete privacy. Thank you for an amazing week!!!
Top guest favourite
Cottage in Corolla
4.98 out of 5 average rating, 93 reviews

ManeStay Island Beach Cottage - Wild Horses Roam

BlakeRating, 5 stars3 weeks ago
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.

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