Pet-friendly holiday rentals in Portsmouth

Guest suite in Virginia Beach

4.9 out of 5 average rating, 689 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.

4.98 out of 5 average rating, 224 reviews

A spacious studio apartment features a queen-size bed adorned with a colorful coral-themed quilt. Nearby, a small seating area is visible, alongside a well-equipped kitchen. Warm wood flooring enhances the inviting atmosphere, complemented by a modern ceiling fan and natural light entering through the window.

Flat in Newport News

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.

4.97 out of 5 average rating, 289 reviews

A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.

Home in Smithfield

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.

4.93 out of 5 average rating, 137 reviews

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

Home in Portsmouth

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

4.85 out of 5 average rating, 172 reviews

Home in Northside

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

✨ Welcome to Casita on Granby! ✨ Enjoy a short drive to the beach (less than 2 miles, about 5 minutes), restaurants, grocery stores, and easy nearby highway access to downtown Norfolk, Virginia Beach, and Hampton! We LOVE pups! 🐶 Bring your 4-legged best friend along to bask in our fenced backyard. Must be pre-approved, and additional fees apply. Please read the house rules for additional info. Your perfect getaway is waiting at Casita on Granby. Book now for a stay you won’t forget!

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.

5 out of 5 average rating, 131 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.

Guest suite in Chesapeake

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.

4.95 out of 5 average rating, 599 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.

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.

4.93 out of 5 average rating, 242 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…

4.96 out of 5 average rating, 205 reviews

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

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.

4.85 out of 5 average rating, 105 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Guest suite in Virginia Beach

Gentle waves roll onto a sandy beach, creating a creamy foamy edge along the shoreline. The vast ocean stretches into the distance, meeting a clear blue sky, suggesting a tranquil seaside atmosphere.

4.86 out of 5 average rating, 146 reviews

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.

A charming two-story home is seen from the street, featuring a welcoming front porch with white railing. Large windows allow natural light to fill the space. The yard is well-maintained and bordered by a sidewalk, surrounded by trees that provide shade.

4.98 out of 5 average rating, 122 reviews

Ghent on the Corner: Cozy 3 bed 2.5 bath home

My cozy, 3 bed / 2.5 bath Norfolk home has a spacious 1st floor primary suite with a full bathroom, 2 bedrooms upstairs along with a 2nd full bathroom. No cleaning fee or checkout instructions. Pet-friendly! Free Wi-Fi, parking for 4 cars, grill & gazebo. Distances: CHKD - 5 min EVMS - 5 min Sentara Norfolk General - 5 min Waterside / Downtown - 10 min Ocean View - 20 min VB Oceanfront - 25 min

Popular amenities for Portsmouth pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.97 out of 5 average rating, 149 reviews

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 Chic's Beach

Water Oaks at Chic's Beach

4.71 out of 5 average rating, 7 reviews

Home in Portsmouth

Cozy 3Bed/3Bath Home near Portsmouth Naval-Casino

4.97 out of 5 average rating, 35 reviews

A classic Cape Cod home is surrounded by well-maintained greenery. The brick exterior is complemented by a gravel pathway leading to the front steps. A concrete driveway provides access to an attached garage, while flags are displayed on the front porch, enhancing the home's welcoming appearance.

Home in Portsmouth

The Bartlett Inn

5 out of 5 average rating, 26 reviews

Home in Ocean View

Cozy Home Near Hospitals & Beach

A single-story ranch house is showcased, featuring a white exterior and a welcoming front door. A large tree and manicured shrubs are visible in the yard, enhancing the home’s curb appeal. Windows are seen along the front, allowing natural light into the living spaces.

4.94 out of 5 average rating, 110 reviews

Quiet Stay near Bay. Walk to Oceanview access

4.94 out of 5 average rating, 154 reviews

The exterior of a beach cottage is depicted, featuring a large porch equipped with seating and decorative lights. Lush greenery surrounds the property, and a fenced yard adds privacy. The home has multiple windows, allowing natural light to illuminate the space.

Home in Virginia Beach

Family hideaway

4.84 out of 5 average rating, 379 reviews

A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.

Home in Coliseum Central

Family Holiday House. Events and Beaches Nearby

4.99 out of 5 average rating, 107 reviews

A beachfront home with a two-story structure is positioned on stilts, overlooking the waves of the Chesapeake Bay. Large windows reflect the vibrant blue of the sky and the inviting design of the house. Nearby houses and green grass complement the coastal setting.

Home in Buckroe Beach

Beachfront 2 Dwellings EV charger

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 271 reviews

Cottage in Bayview

Villa Positano

Apartment in Williamsburg

A cozy bedroom features a king-size bed with crisp white linens and decorative pillows. A large window offers a view of a green space beyond, with a sitting area including a chair and small table. A 50" TV and coffee station are positioned on a wooden dresser.

4.93 out of 5 average rating, 181 reviews

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

4.78 out of 5 average rating, 27 reviews

A private pool is surrounded by a spacious patio area, featuring lounge chairs and shaded seating. The clear water reflects the blue sky, while a white fence offers privacy. Decorative elements such as lights and tropical decor enhance the leisure space.

Home in Willoughby

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

4.95 out of 5 average rating, 88 reviews

A private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.

Home in Virginia Beach

Paint The Beach Pink! Full House | Private Pool

Guest house in Virginia Beach

A spacious pool area is presented, featuring a large, inviting blue swimming pool with a built-in hot tub. Several lounge chairs and umbrellas provide shaded seating around the pool, while sliding glass doors lead to the interior of the house.

4.73 out of 5 average rating, 138 reviews

POOL, Pool House, Hot Tub, Grill, 2 bedroom

A cozy living area features a brown sofa adorned with decorative pillows against a warm yellow wall. A small desk holds books and a decorative item, while natural light fills the space through sheer curtains. A doorway leads to a bathroom area.

4.96 out of 5 average rating, 70 reviews

The Seaglass Cottage

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

4.92 out of 5 average rating, 118 reviews

Gorgeous Vacation House

4.58 out of 5 average rating, 12 reviews

An open-concept living area features a modern kitchen with white cabinetry and a spacious island. A living room area is visible with a navy blue sofa and a TV. Natural light filters in through dual glass doors that lead to outside greenery.

Home in Suffolk

1-bedroom home in Suffolk

Private, pet-friendly home rentals

Bungalow in Downtown Hampton

The exterior of a charming, two-story home showcases a welcoming front porch adorned with white railings. A well-maintained lawn and pathway lead to the entrance, while nearby trees provide gentle shade. The structure reflects a quaint neighborhood ambiance with other homes visible in the background.

4.73 out of 5 average rating, 60 reviews

*Top Floor Bungalow* | Downtown Hampton | 1 BR

4.96 out of 5 average rating, 27 reviews

A light-filled living space features a comfortable leather sofa and a modern dining table. A TV is mounted on the wall, and a large window allows natural light to illuminate the room. A small indoor plant adds a touch of greenery, enhancing the airy ambiance.

Flat in Chesapeake

Serene Tree House Retreat | Spacious 1br/1bth Home

4.82 out of 5 average rating, 120 reviews

A spacious living room is featured, containing a large sectional sofa and a coffee table. A flat-screen TV is positioned against the wall, with natural light coming in through two windows. Decorative touches on the wall and a rug add comfort to the space.

Home in Downtown Hampton

The "Bison" contemporary retreat (King Bed)+

Guest house in Chesapeake

The lodging room features a spacious bed with neutral-colored linens alongside a comfortable armchair and an ottoman. A wooden dresser and wall-mounted lamps provide illumination. Decor accents include art and a cozy area rug, creating a welcoming environment.

4.98 out of 5 average rating, 63 reviews

Country Escape - Next DOOR - Hidden Gem

A modern living room is showcased with light hardwood flooring and elegant furnishings. A large flat-screen TV is mounted on a marble feature wall, while a plush sofa is positioned nearby. Natural light flows in through large windows adorned with sheer curtains.

5 out of 5 average rating, 91 reviews

Beach Stay

4.95 out of 5 average rating, 38 reviews

Norfolk Beach Base • Cozy & Convenient

5 out of 5 average rating, 13 reviews

A dining area features a rustic wooden table surrounded by six upholstered chairs. The space is illuminated by soft natural light, highlighting the stylish wood-style flooring. A small vase with flowers is placed at the center of the table, adding a touch of elegance.

Flat in Virginia Beach

Cozy apartment close to a beach