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.

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Superhost

A welcoming front porch features several white rocking chairs arranged for relaxation. Colorful decor accents the space, with sunflowers and patriotic bunting displayed. Lush greenery and plants surround the porch, enhancing its peaceful atmosphere.

Home in Williamsburg

4.84 out of 5 average rating, 235 reviews

Colonial Retreat

Enjoy a getaway in our 1940 Cape Cod home minutes from Colonial Williamsburg & Jamestown. Within biking distance to many attractions such as Williamsburg Winery, Jamestown Island & Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The house was refinished in 2021; you'll find an updated kitchen, smart TVs, large back patio & front porch. Please read the house rules before booking. No smoking. Need more space? Inquire about our other units

Superhost

A spacious backyard is presented with lush green grass and mature trees providing ample shade. A small patio area with black metal chairs is visible, alongside a storage shed in the background. The serene outdoor space invites relaxation and outdoor activities.

Home in Virginia Beach

4.87 out of 5 average rating, 101 reviews

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

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

Guest favorite

Home in Cape Charles

4.95 out of 5 average rating, 139 reviews

Harbor View- (Sun - Sun rental June- Aug.)

Harbor View is an early 1900's brick duplex with high ceilings, transom windows, and crown molding. Best of all, this home is located in a quiet neighborhood just one block from the beach and two blocks from Mason Ave. where you can find unique shops, restaurants and other amenities. It's an easy walk to the pier for a magnificent sunset, or to Brown Dog's for homemade ice cream. We invite you to enjoy our comfortable home, and explore the quiet ambience of a historic beach town vacation!

Top guest favorite

A circular fire pit is surrounded by stone blocks, with logs burning brightly in the center. Smoke gently rises into the air, and the area is bordered by grass and a quiet wooded backdrop.

Home in Surry

4.99 out of 5 average rating, 101 reviews

Surry Homeplace

Located a few miles from the ferry to Williamsburg, and one mile from Chippokes State Park, this home has the feel of camping with all the amenities of home! Inside you will find washer and dryer, wifi (this is dish wifi - Zoom will not work and sometimes it is spotty), two full bathrooms, and a fully stocked kitchen. Outside offers a fire pit, a charcoal grill, a fenced area for pets / limit 2 (30 pound max dog, NO CATS ) and plenty of room for parking. Smoking is NOT allowed in the house.

Top guest favorite

A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.

Home in Norfolk

5 out of 5 average rating, 113 reviews

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

Guest favorite

A spacious living room features a large gray sectional sofa with colorful throw pillows. A 50-inch smart TV is mounted on the wall opposite a vibrant area rug. Natural light fills the room through large windows, and potted plants add a refreshing touch.

Home in Norfolk

4.9 out of 5 average rating, 128 reviews

4 BR | Pet Friendly | Fenced Yard | Firepit

Welcome to Norfolk! This is a large 3 story, 4 BR/3.5 BA house located just outside of the popular Ghent district in and walking distance to many breweries, restaurants & coffee shops! This is a fast growing area of town and for good reason, we’re so exited to host you! 15 min drive to Norfolk International Airport 12 min drive to Naval Base 8 min drive to Downtown/waterside district/freemason historic district 6 min drive to ODU campus 4 min drive to Virginia Zoo

Guest favorite

A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.

Home in Hampton

4.84 out of 5 average rating, 355 reviews

Family Holiday House. Events and Beaches Nearby

Large comfy 5BR/3BA home in established neighborhood w/Roku TV & high speed internet! Near Buckroe Beach, Hampton Coliseum Event Center, NASA, Langley Air Base, Boo Williams Sports Arena and Newport News. Also near Virginia Beach, Williamsburg and Busch Gardens There are many parks for recreation. We have a large enclosed porch for lounging. The front entry has an easy wheelchair ramp. Restaurants galore and endless shopping. NEAR AIRPORTS in Newport News and Norfolk.

Guest favorite

An airy living space features a comfortable pullout couch adorned with decorative pillows. A mounted television is positioned above a wooden entertainment unit. The open kitchen area showcases white cabinetry and appliances, while a staircase leads to the upper level. Natural light enters through multiple windows.

Bungalow in Chesapeake

4.95 out of 5 average rating, 99 reviews

Private and Cozy Bungalow Loaded with Amenities

This 650 sqft 2 story house is very cozy for a couple. There is a king size bed in the bedroom, with space for additional guests on the pullout couch downstairs. The neighbors are all very friendly! The home is fenced in with available street parking. There is a yard with a fire pit and chairs as well as a back porch to enjoy some time outside, weather permitting. Whether you are vacationing or working in the area you can enjoy this cute little home away from home.

Top guest favorite

A spacious outdoor patio area features a round table surrounded by four blue chairs, topped with a large red umbrella for shade. The area is bordered by a wooden privacy fence and includes a patch of lush green grass and colorful plants along the stone pathway.

Townhouse in Virginia Beach

4.97 out of 5 average rating, 146 reviews

Entire Home - Close to Beach - Pet Friendly

Welcome to "The Crab Shack" located in Salt Marsh Point. This is our newly renovated home located just minutes from the oceanfront. Everything here is brand new, upscale, comfy and just waiting for you. Imagine relaxing on the front veranda in upscale patio furniture, offset umbrella, outdoor grill and privacy fence. Or take it inside to the professionally decorated beach themed setting, with everything brand new and waiting for you.

Guest favorite

The exterior of Sea Salt Cottage is shown with a welcoming porch featuring rocking chairs. Sunlight filters through trees in the spacious yard, which offers a tranquil setting. The pathway of bricks leads up to the entrance, inviting guests to explore the home.

Cottage in Cape Charles

4.8 out of 5 average rating, 109 reviews

Sea Salt Cottage: Tranquil Getaway 5 min to beach

Escape to the Eastern shore! Sea Salt Cottage is your quiet, off-the-beaten path getaway in charming Cape Charles. -Peaceful, rural feel with a 5 min drive to beach, quaint shops & restaurants. -Dog & kid friendly w/ large yard to park boats, RV's, etc. -Hammock, tree swing, outdoor dining, fire pit, romantic sunsets. -2 min to groceries, 10 min to Kiptopeake State Park, 70 min to Chincoteague Island

Guest favorite

A dog stands on sandy beach, facing the sunset over the ocean. The vibrant colors of the sky create a serene backdrop, reflecting on the water. The dog's black and white coat contrasts softly with the warm tones of the setting sun.

Home in Norfolk

4.91 out of 5 average rating, 158 reviews

Cozy beach cottage! One block to the beach!

Beach cottage! Dogs sleep for free! One block to the beach. 3 bedroom. 1 bath. 1 king, 1 queen and 2 twin beds. Large deck with outdoor seating and grill! One block from Karla’s Beach House (brunch and lunch). One block from Jessy’s Taqueria. About a mile from Cova Brewing Co. (Brewery and Coffee) and East Beach Farmer’s Market (Saturdays from 9-12). Up to 2 dogs allowed.

Guest favorite

Townhouse in Cape Charles

4.93 out of 5 average rating, 137 reviews

Cozy retreat 2Bedroom/2Bath, 3 Blocks to Beach

Welcome to Peach Haven II! Renovated in 2021, this pet-friendly duplex in Cape Charles’ historic district sleeps 5. One block from a park with playground and tennis/pickleball courts, and 3 blocks from the beach. Features 1 bedroom (queen bed) and a 2nd with a custom full-size bunkbed. Stocked for comfort. Ask about renting the other side for more space!

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What guests are saying

A Walk to Beach and Sports Center & Dogs Welcome!

4.81 out of 5 average rating, 67 reviews5 days ago

Beautiful townhouse on an easily accessible street. Nearby tons of activities and a short drive to the beach. We very much appreciated the interior and it was nice to have a spot to sit outside in the beautiful weather. Would stay here again given the opportunity.

Townhouse in Virginia Beach

What guests are saying

Historic, Pet Friendly Cottage-Three Little Birds

4.98 out of 5 average rating, 56 reviewstoday

We had a fantastic stay in Cape Charles. The house was just right and spacious for the 6 of us. The outside deck area was a great spot to read, eat and listen to the birds. The home was a perfect representation of this special town. Communication with the owners was prompt and easy. We are looking forward to our next trip back!

Home in Cape Charles

What guests are saying

PETS Welcome! 4Bed Beach View Privately Managed

4.97 out of 5 average rating, 98 reviews1 month ago

Matt's home is beautiful, comfortable and very clean. There was a lot of attention paid to our needs such as laundry detergent, garbage bags, etc. The house was well supplied with the necessities to cook, plenty of towels for both bath and beach, and working appliances....we felt very much at home. We were visiting our daughter who goes to a college nearby, and she took advantage of staying with us and commented on how comfortable the bed was. We look forward to staying at Matt's home again.

Home in Norfolk

What guests are saying

Short Walk to Beach + Pool Table + Pets OK!

4.95 out of 5 average rating, 75 reviews1 day ago

Andrew’s home exceeded our expectations! This was a beautiful house, bigger than we imagined, so clean and comfortable with room for us to spread out. Our dog loved the fenced-in yard! There were great local food recommendations and we appreciated them all! We especially loved the extra seating area: my husband and I read there while our teenaged boys played video games in the living room. Our favorite AirBNB so far! Thank you, Andrew, for the hospitality! We hope to come back again!

Home in Norfolk

What guests are saying

Pet friendly comfy family home

4.92 out of 5 average rating, 52 reviews3 weeks ago

"Time Out" was exactly what our family needed for a few days over Spring Break! Upon arrival, we were greeted with a thoughtful welcome basket, which was such a wonderful treat. The home was exactly as described and made us feel so comfortable and relaxed. The added bonus of being able to bring our fur-baby made our visit all the better! With a fenced-in backyard along with necessary pet clean-up tools/bags in the shed, we had everything we needed! This was our first visit to Cape Charles, and the location of the home was absolutely perfect; situated right "in-town" and across the street from the park/playground. A huge "thank you" to Heidi for being so responsive, helpful, and clear with instructions. We felt right at home here, and will be sure to stay at "Time Out" on our next visit to Cape Charles. Thank you!!

Home in Cape Charles

What guests are saying

Roomy House in Bayview

4.79 out of 5 average rating, 19 reviews2 months ago

Emily was an excellent host! She had clear and easy instructions, the place was very homey, petty, and well equipped. It allowed each guest in our group of three professionals on business travel their privacy, as well as community space, and opportunities to take a walk in the beautiful and quiet neighborhood, close to the beach. Definitely recommend!

Home in Norfolk

What guests are saying

4BR Cape Cod in Riverside by CNU

4.89 out of 5 average rating, 35 reviews1 week ago

Catherine’s home was the perfect place for our sister’s weekend. It was easy to find, warm and welcoming. The neighborhood was stunning. Close to the river, the park, The Maritime Museum, and the CNU campus. The fully stocked kitchen and charming family room was a wonderful place for us to enjoy coffee in the morning and cocktails in the evening. Catherine thought of every detail to make our stay relaxing and peaceful. There were many wonderful memories made this weekend. We look forward to staying again!

Home in Newport News

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