
Pet-friendly holiday rentals in Chesapeake Beach
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Top-rated pet-friendly home rentals in Chesapeake Beach
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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.

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.

Sweet Suite!
Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

Beautiful renovated 2Bed home!
Your next unforgettable beach getaway awaits with a stay at this charming and completely renovated 2-bedroom, 1-bathroom vacation rental centrally located in Norfolk. 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. At dusk, retreat back to 'Castaway Cottage' for a family BBQ on the propane grill and s'mores shared around the fire pit………………………………

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard
Welcome to Wayland Beach Cottage, a relaxed beach retreat with your own private hot tub and separate game room. Unwind under the pergola, soak year-round in the 6-person hot tub, or enjoy movie nights and friendly competition around the full-size 8-foot pool table in your own entertainment space. With a fully fenced yard, smart TVs throughout, fast Wi-Fi, a long private driveway, and easy access to beaches and dining, it’s the perfect getaway for families and friends.

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.

Chicks Beach Getaway large yard 500 yards to Beach
4 bedroom 3 bath duplex with a large yard, screened porch & large deck This home is in the Chicks Beach area of Virginia Beach or Chesapeake Beaches. less than 500 yards walk to the beach. Nice back yard and screen porch. $125 for 1 pet and $75 for second. 2 pet max. PLEASE NOTE: Saturday check in and 7 night stay required starting June 4th 2026. Check out 10am checkin is 3:30pm 4 car max

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.

Water Oaks at Chic's Beach
Bright, airy beach home across the street from the Chesapeake Bay beach, a quarter mile east of the Chesapeake Bay Bridge-Tunnel . . . 1600 sf, 3 br, 2.5 ba . . . eclectic residential neighborhood . . . diverse restaurants and a convenience store within easy walking distance . . . five-minute drive from more comprehensive shopping and fifteen minutes from VB oceanfront.

Private Guest Suite/Entrance. Pet Friendly
Guest Suite and bathroom with private entrance on side of the house. King Tempur-pedic mattress. New Couch with Queen pullout bed. There are no shared spaces other than the driveway. There is a small refrigerator with a freezer, microwave, air fryer, toaster, sink, and Keurig in the small kitchen area. Pet and service animals are welcome.

Virginia Beach 2 King BR apt 100 feet from beach
A two-bedroom apartment is 100 feet from the beach. It is private and secluded. The in-law suite has a private entrance that is separated from the main house. You can watch the sunset while sitting on the beach. The apartment is pet-friendly. 15% discount·3-4-nights minimum 20% discount·5-7-nights minimum
Popular amenities for Chesapeake Beach pet-friendly home rentals
Pet-friendly house rentals

Spanish Style Casita • 2BR/2BA • Dogs Welcome

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!

Beachfront 2 Dwellings EV charger

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

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

Villa Positano

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

Elegant Walkable Downtown Studio

Artful Retreat with a Private Pool

The Seaglass Cottage

Gorgeous Vacation House

Perfect Getaway!

Key Lime Cabana at Surfside
Private, pet-friendly home rentals

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

Oceanfront Cozy Beach Duplex

The Bunny Trail - perfect for travel nurses!

Entire Apartment - No Cleaning Fees!

Upper Deck Beach Bungalow- Steps from the Ocean

Magnolia Breeze

Historic 3BR • Fenced Yard • Long Stays OK

The Iverson: Cozy 2 Bdrm Home by the Beach
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- Pet-friendly rentals Virginia Beach
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Currituck Beach
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- The NorVa
- Chrysler Hall
- Virginia Living History Museum
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- Hampton University




