
Pet-friendly vacation rentals in Chesapeake Beach
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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.

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.

Beautiful cottage a couple blocks from the beach
Cozy home with 1 bedroom and 1 bathroom. Just a short walk to the bay. Large front porch to enjoy your morning coffee. Quick walk to COVA coffee and brewery. Newly remodeled home, super clean. 1 queen bed for sleeping. Large backyard to enjoy your vacation nights. Spend sunny summer days at Ocean View Beach or explore the sights and sounds of nearby First Landing State Park, followed by a quick bite to eat at a local seafood restaurant. You will truly feel like you're on vacation here…

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.

Charming Home by the Sea, a block from the beach!
Single family home steps from the beach. Parking for vehicles including garage. Outdoor/indoor dining areas. Gas grill & fully equipped kitchen with cooking essentials for stay at home meals. 3 bedrooms sleeps 6. Can accommodate additional guests for an up charge with air mattress and sheets provided. Pets welcome! WiFi throughout Walking distance to restaurants in the local area. 15 minutes to Norfolk Naval Station, 10 mins to Airport, 20 mins to VB boardwalk.

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.

Wheelchair Accessible Beach Home in Chicks Beach.
This newly renovated Beach home is primarily Wheelchair assessable.This is a ground level unit with a handicap assessable entrance, 4 bedrooms , dining, bathroom.This is a DUPLEX there is another rental above this unit. This home has a private entrance side and Back yard. The beach is only 500 yards away. Beautiful semi-private beach has a real neighborhood feel. PLEASE NOTE: Sunday to Sunday after June 1st to Sept 1st 2026

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!

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.

A Modern 4 Bedroom Beach House near VB Boardwalk
This Beautiful Family Friendly 4 Bedroom 3.5 Bath home is centrally located in The Vibe District of the Virginia Beach Oceanfront. Located just a few blocks from the Virginia Beach Boardwalk, The Virginia Beach Sports Complex, The Convention Center, The Virginia Beach Aquarium, Interstate, Amazing local restaurants, coffee shops, and so much more! We cannot wait to host you!
Popular amenities for Chesapeake Beach pet-friendly home rentals
Pet-friendly house rentals

The Chesapeake St Retreat - Pet and Kid Friendly

Quiet family location and close to BEACH!

Home-Sweet-Home

Family hideaway

Bay Breeze on Tazewell (Sun-Sun rental June-Aug.)

Casita on the Corner

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

Relax! Refreshing 3 bedroom Rancher
Pet-friendly home rentals with a pool

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

Paint The Beach Pink! Full House | Private Pool

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

The Seaglass Cottage

Gorgeous Vacation House

Perfect Getaway!

Key Lime Cabana at Surfside

Sunsets | Beach + Pool + Pickleball | Pet Friendly
Private, pet-friendly home rentals

Beachfront Getaway, Pet Friendly, Mermaid Suite

10 min to Ocean View: BBQ | Volleyball| Fire Pit

☼ Beach Bungalow- 5 min walk to beach | parking ☼

Entire Apartment - No Cleaning Fees!

Cozy Home Near Hospitals & Beach

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

Beach Stay

Virginia Beach Retreat | Minutes to Beach & Town
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