Pet-friendly vacation rentals in Portsmouth

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Top-rated pet-friendly home rentals in Portsmouth

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Rental unit in Newport News

4.97 out of 5 average rating, 177 reviews

Centrally Located Sleek Studio Apartment

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

Guest favorite

Home in Smithfield

4.96 out of 5 average rating, 246 reviews

Mason Manor - Downtown Smithfield next to WCP

Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

Guest favorite

Home in Portsmouth

4.96 out of 5 average rating, 105 reviews

The Captains Cottage KAYAK/FISH on Elizabeth River

“The Captains Cottage” offers a quiet private RIVERFRONT setting. Bring kayaks, paddle board, fish or just sit and bird watch! Enjoy the sunset at this 1500 sq. ft. quaint and cozy 2 story cottage. Hampton Roads has so much to offer, and the Portsmouth area is no exception! There’s a ‘historic downtown’ and a vibrant waterfront only 4 miles from the captains cottage! Need a break from the river? Virginia Beach OCEANFRONT is 30 minutes away! 6 guest limit. Guests of the 2 legged variety.

Guest favorite

Guest suite in Chesapeake

4.95 out of 5 average rating, 531 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.

Guest favorite

Rental unit in Williamsburg

4.84 out of 5 average rating, 402 reviews

The Nook

Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Guest favorite

Cabin in Cape Charles

4.95 out of 5 average rating, 142 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

Rental unit in Portsmouth

4.99 out of 5 average rating, 191 reviews

Elegant Cozy Colonial/Private/Self Check-in

This beautiful 3800 Sq ft Colonial home was built in 1880..previously known as Sycamore Farm, and was featured in Elle Magazines 2000 Christmas edition. The Guest portion of the home is an attached carriage house. The first floor features a large 1134 Sq ft living space that is dedicated entirely to guests. Above it is a locked unoccupied attic. The house is very private and secluded, and is surrounded by bamboo. Private driveway, with space for two vehicles

Guest favorite

Cottage in East Ocean View

4.99 out of 5 average rating, 215 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

No congestion, crowds, or commercial big beach resorts here. Experience the exact opposite at Courtyard Cottage just steps away from a quiet and peaceful beach surrounded by sand dunes for a special getaway. A park across the street provides playgrounds and pet-friendly walks and is the home to a local farmers market, 9 a.m. to noon. Saturdays, May 4 through Nov. 23. A past guest wrote "This place brings beach home nostalgia. peace, and a time to relax".

Guest favorite

Home in Williamsburg

4.98 out of 5 average rating, 202 reviews

Casita on the Corner

Our cozy little 2 bedroom, one bath, small dog friendly home is on a corner lot in a family friendly neighborhood just minutes from major attractions like Busch Gardens/Water Country. This area is rich with historical sites. Be sure to visit Colonial Williamsburg, Jamestown and Yorktown. Take a tour on The Colonial Parkway or If you are a cyclist bring your bike and ride the Capitol trail or hit the trails at Freedom Park or New Quarter Park.

Guest favorite

Guest suite in Chesapeake

4.93 out of 5 average rating, 270 reviews

King Guest Suite - A TOGAR Family Vacation Rental

Come enjoy a great stay in this beautiful private In-law suite, located in the heart of Chesapeake where you can get lost in nature, peruse the fare at a farmer's market, or picnic on the water's edge with your family. Just within 15 to 30 minutes from surrounding Naval bases, Virginia Beach Oceanfront and Downtown Norfolk. All you have to do us gas-up and unplug. We'll take it from there. Reserve your stay today and let your moments begin!

Guest favorite

Bungalow in Buckroe Beach

4.9 out of 5 average rating, 224 reviews

Bungelow by The Beach 2BR 1BA- Hampton, VA

5 Minute walk to the BEACH! 2 Bedrooms queen bed, 1 Bathroom, Living Room, Fully Equipped Kitchen, Dining Room, We have also provided an Adjustable Port-a-Crib. Washer/Dryer, dishwasher, Central AC & Heat, Front Deck, Gas Grill, Wireless Internet, Microwave, Kuerig & Coffee Pot, Silverware, Dishes, Pots and Pans, Games, Smart TV in both Bedrooms and Living Room, AND MORE! Pet policy case by case, 1 dog only, under 35 lbs $35.00 fee.

Guest favorite

Home in East Ocean View

4.92 out of 5 average rating, 122 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). EV Charger on premises. Up to 2 dogs allowed.