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.

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Top guest favorite

A spacious living room area features a comfortable sectional sofa and a wooden coffee table. A decorative rug sits beneath, while soft lighting highlights the neutral wall tones. A small table with magazines and a chair are positioned nearby, creating an inviting space for relaxation.

Guest suite in Virginia Beach

4.9 out of 5 average rating, 674 reviews

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.

Top guest favorite

A cozy living area is furnished with two light blue sofas and a light-colored area rug. A ceiling fan hangs above, providing air circulation. In the background, a dining area with a wooden table and blue chairs is visible through an arched entryway, framed by bright natural light from window blinds.

Cottage in Norfolk

4.92 out of 5 average rating, 124 reviews

Cozy Cottage - NEW hot tub, dogs OK, fenced yard

Welcome to Wayland Beach Cottage, your home away from home! Here are some of the things you can look forward to: - queen beds - smart TVs in each room - fully equipped kitchen & laundry room - fully fenced backyard - 6-person hot tub *new!* - outdoor seating under a pergola - 4-burner gas grill - long, private driveway - speedy Wi-Fi We're nearby to so many fun things to do, shop, and eat! Bring the family, see the sights, and come relax at Wayland Beach Cottage. We'd love to have you!

Top guest favorite

A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.

Cottage in Norfolk

4.99 out of 5 average rating, 268 reviews

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.

Top guest favorite

A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.

Home in Norfolk

5 out of 5 average rating, 123 reviews

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.

Top guest favorite

The exterior of a private attached suite is shown, featuring a welcoming entrance with white steps and a small porch. Lush greenery and colorful flowers frame the walkway, leading to a paved driveway. A wooden fence provides privacy, while a well-maintained lawn enhances the setting.

Guest suite in Chesapeake

4.95 out of 5 average rating, 588 reviews

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.

Top guest favorite

A vibrant kitchen is seen with modern cabinetry and stainless-steel appliances. An inviting front porch, framed by decorative railings, offers a space to relax outdoors. A bright bathroom features a sleek vanity and a shower with blue curtains. Aerial view showcases the home's proximity to the bay and the surrounding area.

Home in Norfolk

4.94 out of 5 average rating, 236 reviews

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…

Top guest favorite

A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.

Cabin in Cape Charles

4.96 out of 5 average rating, 197 reviews

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.

Guest favorite

A charming two-story blue house is framed by a white picket fence and a neatly maintained lawn. A paved walkway leads to the front door, flanked by two small potted plants. The upper level features a staircase that leads to a balcony area.

Cottage in Norfolk

4.97 out of 5 average rating, 263 reviews

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.

Guest favorite

A vibrant sunset is captured over the water, casting a warm glow as it descends behind a distant pier. Silhouetted figures walk along the sandy shore, with gentle waves lapping at the beach. Soft hues of orange and pink fill the sky, creating a serene atmosphere.

Guest suite in Virginia Beach

4.93 out of 5 average rating, 244 reviews

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!

Guest favorite

A dog stands on sandy beach, facing the sunset over the ocean. The vibrant colors of the sky create a serene backdrop, reflecting on the water. The dog's black and white coat contrasts softly with the warm tones of the setting sun.

Home in Norfolk

4.92 out of 5 average rating, 194 reviews

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.

Top guest favorite

An aerial view captures the surrounding area, featuring a mix of residential homes and lush greenery with sandy beach access visible. The Chesapeake Bay Bridge-Tunnel stretches toward the horizon over calm waters, providing a scenic backdrop to the coastal neighborhood.

Home in Virginia Beach

4.97 out of 5 average rating, 144 reviews

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.

Top guest favorite

A spacious guest suite features a king bed with a neutral quilt, complemented by soft lighting from bedside lamps. A cozy couch and a dining table with chairs are visible, alongside hardwood flooring. The entrance door allows natural light, enhancing the room's warm ambiance.

Guest suite in Virginia Beach

4.99 out of 5 average rating, 136 reviews

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.