Pet-friendly holiday rentals in Portsmouth

Apartment in Newport News

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.

4.98 out of 5 average rating, 239 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.

4.96 out of 5 average rating, 308 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.

4.97 out of 5 average rating, 129 reviews

The three-story farmhouse-style home features a charming brick facade and a front porch with blue double doors. Lush greenery surrounds the entrance, while a path leads toward the driveway. Sunlight highlights the roof and front yard, creating a welcoming exterior.

Home in Colonial Place

Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!

5 bed / 2.5 bath - Sleeps 10! Our cozy, farmhouse-style Norfolk home is 5 min from Historic Ghent / ODU. Free Wi-Fi, parking for 4 cars. Coffee, grill, & fire pit provided. Pet-friendly! NO cleaning fee or checkout instructions! Driving Distances: ODU - 5 min Sentara Norfolk General - 5 min CHKD / EVMS - 8 min Norfolk Naval Station - 14 min Virginia Beach Oceanfront - 25 min Monthly: $4,200. Fully furnished rental with all utilities, Wi-Fi, weekly housekeeping, pest & lawn care included.

4.93 out of 5 average rating, 158 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 guests, 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!

4.91 out of 5 average rating, 139 reviews

A bright living area features a spacious gray sectional sofa with throw pillows, complemented by a circular coffee table. Natural light enters through a nearby window, illuminating the room's light blue walls and warm wooden flooring. An accent chair in mustard yellow adds a cheerful touch.

Home in Ocean View

Pet Friendly Beach King Bed

Welcome to Your Vibrant Beach Hideaway! Escape to your own slice of paradise in this vibrant 900 sq. ft. 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.

Cottage in East Ocean View

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.

4.99 out of 5 average rating, 294 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.

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, 150 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, 635 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.

4.96 out of 5 average rating, 129 reviews

Home in Chesapeake

The Cozy Cottage Two Bedroom, King bed House

This is a charming and cozy Cape Cod style house. It’s decorations are eclectic and comfortable. There is a king size bed in the master bedroom and a queen size bed in the second bedroom. There are smart TV’s in each bedroom and the living room. This home has central heat and air conditioning, updated appliances, and carpeting. It’s centrally located and there is plenty of space for parking. This is a perfect place to recharge whether you’re visiting for work or a getaway!

4.85 out of 5 average rating, 108 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!

4.83 out of 5 average rating, 189 reviews

Home in Northside

Norfolk Beach Casita | Fenced Yard | Dog Friendly

🏡 Unique Spanish-style Norfolk vacation home 🐶 Dog-friendly stay with fenced backyard 🌿 Private patio and outdoor seating area 🛋 Bright living room with vaulted ceilings 🍽 Open dining space perfect for gathering 🍳 Full kitchen for easy home-cooked meals 🚗 Easy access to highways and downtown Norfolk 🌊 Less than 2 miles from the beach 🛒 Close to grocery stores and restaurants 👨‍👩‍👧 Comfortable space for up to 4 guests

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.

4.99 out of 5 average rating, 146 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, 156 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

4.87 out of 5 average rating, 208 reviews

Charming Single Family Home by the Chesapeake Bay

A living area features a dark sectional sofa with a decorative pillow and a coffee table with a patterned surface. A soft area rug covers the hardwood floor. Light flows in through glass doors that lead to an outdoor space, while ceiling fans provide additional comfort.

4.91 out of 5 average rating, 220 reviews

@Whit’s End? Come in and Relax

A charming beach house is presented, featuring a simple white exterior and a well-maintained landscape. The entryway is framed by two small trees, with a pathway leading to a front door. A wooden fence encloses the yard, enhancing the inviting and peaceful ambiance.

4.88 out of 5 average rating, 116 reviews

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

4.6 out of 5 average rating, 10 reviews

The exterior of the home showcases a well-maintained façade with light-colored siding and a welcoming front porch. Lush green grass surrounds the entryway, flanked by neatly trimmed bushes. An American flag is displayed prominently, adding to the charming curb appeal.

Home in Portsmouth

Family and pet friendly!

4.9 out of 5 average rating, 30 reviews

A serene view of a private beach is presented, bordered by a gently sloping green lawn. The tranquil water reflects the sky, while scattered stones and patches of marsh grass create a natural shoreline. A tree stands near the water's edge, adding to the peaceful ambiance.

Home in Suffolk

Respass Beach Cove Cottage

4.97 out of 5 average rating, 58 reviews

Beach Bungalow • Navy Base • Quiet St • Dogs OK

A three-story house features a light gray exterior with a welcoming yellow front door. Flanking the entrance are neatly trimmed shrubs and small trees, complementing the spacious front porch. The surrounding area includes well-maintained neighboring houses and a glimpse of a fenced backyard.

4.92 out of 5 average rating, 177 reviews

5 Min to Downtown & Ghent, Fenced Yard, Firepit

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 280 reviews

Cottage in Norfolk

Villa Positano

A spacious backyard features a large, unheated swimming pool surrounded by a concrete patio. The two-story blue cottage is visible in the background, complemented by greenery and a fence that provides privacy.

4.84 out of 5 average rating, 19 reviews

Nautical Cottage

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.

4.95 out of 5 average rating, 110 reviews

Artful Retreat with a Private Pool

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 private pool is visible, featuring a gentle slope entry and surrounded by a spacious yard. Lush greenery and trees provide shade while a wooden fence borders the area, ensuring privacy. The pool water appears clear and inviting, reflecting the sky above.

4.81 out of 5 average rating, 47 reviews

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

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.

4.93 out of 5 average rating, 127 reviews

Gorgeous Vacation House

Place to stay in Virginia Beach

An aerial view of a tranquil pool surrounded by a wooden deck and landscaped areas. Sunlight casts reflections in the clear blue water, while several lounge chairs are positioned nearby, inviting relaxation. Trees provide a natural backdrop, enhancing the serene atmosphere.

4.93 out of 5 average rating, 87 reviews

North End Home with pool, beach & state park.

4.69 out of 5 average rating, 71 reviews

Bike to Va Beach's Oceanfront lll

Private, pet-friendly home rentals

4.66 out of 5 average rating, 71 reviews

Home in Chesapeake

Chesapeake. Comfy & Cozy. 4 Beds 2 Bath

A living room features green sofas arranged around a large coffee table, creating a welcoming atmosphere. A wooden divider partially separates the space from the kitchen area. Natural light brightens the room, highlighting decorative plants and a television positioned on a media console.

4.95 out of 5 average rating, 21 reviews

Tucked Away | King Bed | Quiet | Porch | Games

4.99 out of 5 average rating, 86 reviews

The farmhouse exterior features vibrant red siding and multiple large windows, allowing natural light to fill the interior. Two Adirondack chairs are positioned in the front yard, with bicycles visible nearby. Lush greenery surrounds the property, enhancing its secluded ambiance.

Cottage in Cape Charles

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

4.92 out of 5 average rating, 12 reviews

Guesthouse in Norfolk

The garden house

The living room features a welcoming layout with plush blue couches and two light-colored round ottomans. A ceiling fan hangs above, and natural light streams in through multiple windows. The front door is painted in a vibrant teal, adding a cheerful touch.

4.9 out of 5 average rating, 88 reviews

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

4.98 out of 5 average rating, 64 reviews

5 Min Walk to the Beach • Spacious 3BR/2.5BA Home

5 out of 5 average rating, 12 reviews

A living area is highlighted by a cozy brown couch and a decorative coffee table. Large windows allow natural light to fill the space, while a colorful area rug adds warmth. Wall art enriches the ambiance, complementing the overall inviting atmosphere.

Home in Portsmouth

Peruse, Schmooze & Stay