
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.

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…

Beach Hideaway 2 bdr/2bth- Pet friendly!
Great home for days at the beach and a fire pit at night! Beach access 1 1/2 blocks from the home. Heat/AC, dishwasher, w/d, and deck. Linens, bath towels, beach chairs, and beach towels are provided. Quiet family beach, bay water is calm- perfect for children. Large back yard for kids to run around, deck, and enclosed front porch. Close to Virginia Beach, Norfolk military bases and ODU, EVMS, NSU, Virginia Wesleyan, Hampton Univ. Approx 25 min from downtown Virginia Beach and W-burg.

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 ****

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.

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.

Private Guest Suite Cozy Stay w/ Separate Entrance
Welcome to your own brand-new guest suite in Virginia Beach—just a quick drive to the beaches, Town Center, and all the best spots. Built in 2023 with full city permits, this sleek space is totally private, with its own exterior entrance and a peaceful vibe. Nestled on a quiet street in the popular Thalia neighborhood, it’s the perfect home base for beach days, nights out, or just unplugging in comfort. Relax, recharge, and enjoy VB like a local.

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!

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

Quiet Stay near Bay. Walk to Oceanview access

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

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

Historic 3BR • Fenced Yard • Long Stays OK
Pet-friendly home rentals with a pool

Positano Villa

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!

Bayfront Cottage with Private Dock - Pet Friendly
Private, pet-friendly home rentals

Oceanfront Cozy Beach Duplex

The Bunny Trail - perfect for travel nurses!

B Walk to Beach and Sports Center. Dogs Welcome!

Entire Apartment - No Cleaning Fees!

Upper Deck Beach Bungalow- Steps from the Ocean

Walk to beach lovely condo"Kingsmill on the James"

In the Heart of Norfolk

The Iverson: Cozy 2 Bdrm Home by the Beach
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- The NorVa
- Chrysler Hall
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- Virginia Zoological Park
- Old Dominion University
- Hampton University
- Currituck Club
- Currituck Beach




