
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.

Quiet Neighborhood 7 Miles From the Beaches
Be sure to read about the pricing using both bedrooms below in 2nd paragraph. My house is in a quiet neighborhood by a creek of the Lynnhaven River 7 miles from the Oceanfront/Chesapeake Bay with easy access to the interstate and surrounding cities in Hampton Roads. Only minutes from Town Center and local malls. Your private area is the 1st level with your own private entrance, but no kitchen. There is small microwave and a coffee machine in the unit , & a small fridge on the screened-in-porch.

3 Blocks to Beach, Fenced Backyard, Pet Friendly!
Welcome to Peach Haven, a newly renovated duplex in the Cape Charles historic district. Just 1 block from the park and 3 blocks from the beach, it's the ideal base for your Cape Charles escape. This pet-friendly rental sleeps five guests comfortably with a master bedroom (queen bed) and a second bedroom with a custom-made full-over-full bunkbed. The house has been thoughtfully stocked with everything you'll need for a comfortable stay. Need more space? Ask about renting the other side, too!

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

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.

Quiet Suite with Private Entrance
Looking for a place to relax away from the chaos of the oceanfront? Quiet, private and secluded but conveniently located. Less than a 10 minute drive to the beach. Walking distance to breweries, local restaurants, grocery stores and other amenities Beautiful 2 acre property with plenty of outdoor space to find a place to relax, play games or take a nap Leesa king size mattress Luxurious bathroom with soaker tub Microwave and fridge, Kurig, k-cups snacks and popcorn Smart TV, WiFi

Quaint 2 Bedroom Cottage in Chicks Beach
This 2 bedroom 1 bathroom quaint cottage is the perfect small family getaway. Located 2 residential blocks to the beach. The beach is great for families with children. This unit is connected to a 1 bedroom rental. Back yard has a single detached unit also . Great for small families. There is a fenced in front yard Back yard and laundry area is shared with guest suite next door. 2 Car max allowed $100 pet fee with pre approval. ***Summer 2026 check in on Friday only ****

Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Perfect Getaway!
Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Charming Single Family Home by the Chesapeake Bay
Discover your perfect Virginia Beach retreat! This charming, single-family home is nestled in a friendly neighborhood just a mile from the stunning Chesapeake Bay. You're within walking or biking distance of great local breweries, restaurants, and parks, including the Bayside Recreational Center and Bayville Park. This home features a private, fenced-in backyard, perfect for relaxing after a day at the beach or letting small pets run around for an additional fee.

Positano Villa
This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Quiet Stay near Bay. Walk to Oceanview access
Peaceful Stay Near the Bay. Relax with the whole family at this peaceful 3 bedroom ranch fully equipped with everything you need for a restful stay by the bay. Quiet neighborhood, bikes, patio, grill, fenced in yard, and of course, THE BEACH 1/4 mile walk. Amenities for families of all ages! We cater to both children and seniors! Enjoy nearby beaches, restaurants, and parks in a clean smoke free home.

Enjoy your little slice of heaven in Chics Beach!
4-5 min walk to Chic's beach. Avoid the crowds and live with the locals! Surrounded by amazing restaurants, bars, coffee shops, and even an urban winery. We are a convenient 15 min ride from the tourist Oceanfront but you will have plenty to do in our relaxed beach town. This is a guest apartment attached to my home .The motto of Chic's Beach is "No Bad Days". Come see for yourself!
Popular amenities for Chesapeake Beach pet-friendly home rentals
Pet-friendly house rentals

The Chesapeake St Retreat - Pet and Kid Friendly!

PETS Welcome! 4Bed Beach View Privately Managed

Quiet family location and close to BEACH!

Colonial Retreat

Norfolk Beach Casita | Fenced Yard | Dog Friendly

The Cozy Cottage Two Bedroom, King bed House

Family Holiday House. Events and Beaches Nearby

The Tree House at Old Beach
Pet-friendly home rentals with a pool

Nautical Cottage

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

Artful Retreat with a Private Pool

Gorgeous Vacation House

North End Home with pool, beach & state park.

Key Lime Cabana at Surfside

Bayfront Cottage with Private Dock - Pet Friendly

Amazing Sunsets! Waterfront*Pool*Pets*Kayaks
Private, pet-friendly home rentals

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

Shore Haven Studio - Private Entrance & Patio!

The Bartlett Inn

Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ

Lil Ms. Clementine-Historic District Golfcart opt.

Ocean Bungalo-WiFi, fire pit, beach, pet friendly

Bayside Bliss - A 5 Minute Walk to the Beach!

Cozy Waterfront Barn Loft
Destinations to explore
- New York Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Jersey City Vacation rentals
- Cape Fear River Vacation rentals
- Rentals with outdoor seating Chesapeake Beach
- Rentals with a washer and dryer Chesapeake Beach
- Apartment rentals Chesapeake Beach
- House rentals Chesapeake Beach
- Rentals with beach access Chesapeake Beach
- Rentals with a patio Chesapeake Beach
- Beachfront rentals Chesapeake Beach
- Townhouse rentals Chesapeake Beach
- Rentals with a fireplace Chesapeake Beach
- Waterfront rentals Chesapeake Beach
- Hotel rooms Chesapeake Beach
- Family-friendly rentals Chesapeake Beach
- Rentals with pools Chesapeake Beach
- Fitness-friendly rentals Chesapeake Beach
- Pet-friendly rentals Virginia Beach
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- Buckroe Beach
- First Landing State Park
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Town Point Park
- Nauticus
- First Landing Beach
- Virginia Living History Museum
- Old Dominion University
- Hampton University
- Chrysler Hall
- Currituck Beach Lighthouse




