
Pet-friendly holiday 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.

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 8. Can accommodate additional guests for an up charge with air mattress and sheets provided. Pets welcome! Hardwood flooring and central AC/heat throughout. Walking distance to restaurants in the local area. 15 minutes to Norfolk Naval Station, 10 mins to Airport, 20 mins to VB boardwalk.

Pet Friendly Beach King Bed
Welcome to Your Vibrant Beach Hideaway! Escape to your own slice of paradise in this vibrant 900 sq. ft. 1950s beach bungalow, just 1 mile from Ocean View Beach. Enjoy a peaceful fenced backyard, fire pit, and grill—perfect after a day in the sun. Skip the crowds of VA Beach Oceanfront and unwind in style. With bold design, modern comforts, and beachy charm, this cozy retreat offers the perfect mix of privacy and convenience. Norfolk is a military town you may experience the sound of aircraft.

East Beach Bungalow, 1 block to the beach!
Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! Easy drive to the Naval Bases. A quick walk to the beach or Bay Oaks Park, this four bedroom, three bath home is perfect for a relaxing getaway. This bungalow is great for groups of 8 or fewer. Brand new appliances, washer/dryer, private off-street parking. This house features an open floor plan. Guests are provided with linens, towels, toiletries and high speed internet (SmartTV).

Dog Friendly, Large Yard, Spacious & Sleeps 6!
Experience the perfect blend of tranquility and convenience in this charming 3-bed, 2-bath Norfolk home. With a spacious layout and cozy beds, it’s ideal for families and their four-legged friends (pre-approval required; inquire for rules before booking). Features include a fenced yard, a fully stocked kitchen, Wi-Fi, and a quiet cul-de-sac setting. Just a short walk to the beach, you’ll have easy access to the sand and nearby attractions. Book your extended getaway today!

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, walk over the sand dune to a quiet, peaceful beach 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. No parties, quiet hours after 10 pm. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax".

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.

Beachfront Getaway, Pet Friendly, Mermaid Suite
Escape to a serene, semi-private beach with breathtaking views and everything you need for the perfect vacation. Welcome to Big Blue, where unforgettable memories await. Beach access, Fully stocked kitchen, modern upgrades, comfy beds, large open floor plan, bbq pit, outdoor patio, beach gear & many personal touches. Condo not suitable for children under 7. Pet fee $100 for max of 2 with approval.

Sweet Suite!
Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. NOTE: Pool is open from Memorial Day to Labor Day. 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.

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.
Popular amenities for Chesapeake Beach pet-friendly home rentals
Pet-friendly house rentals

A Shore Thing in the 757!

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

Norfolk Beach Casita | Fenced Yard | Dog Friendly

Beach Bungalow • Navy Base • Quiet St • Dogs OK

Family Holiday House. Events and Beaches Nearby

Your family beach house

The Tree House at Old Beach

Ocean Bungalo-WiFi, fire pit, beach, pet friendly
Pet-friendly home rentals with a pool

Positano Villa

Serenity Sound House: Sandbridge Oasis with pool

Nautical Cottage

The Seaglass Cottage

4BR House w 2 King BEDS,2 kitchens, POOL & SAUNA

Gorgeous Vacation House

North End Home with pool, beach & state park.

Perfect Getaway!
Private, pet-friendly home rentals

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

Walk to the Beach, Surf Park, and ViBe District!

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

Bayfront backyard with a dock, 3BR, Dogs Welcome!

Sojourn Steps to the Beach Sleeps 4

Centrally Located Sleek Studio Apartment

Cozy apartment close to a beach

5 Min Walk to the Beach • Spacious 3BR/2.5BA Home
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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
- Corolla Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Grommet Island Park
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Kingsmill Resort
- Chrysler Museum of Art
- Old Dominion University
- First Landing Beach
- Nauticus
- Currituck Beach Lighthouse
- Neptune's Park
- Kiptopeke Beach
- Colonial Williamsburg's Merchants Square
- Regent University
- Virginia Zoological Park





