Pet-friendly holiday rentals in Portsmouth

A modern living space is highlighted by a large sectional sofa, adorned with decorative pillows and a cozy throw. A glass coffee table is centered, showcasing various items. In the background, a kitchen with white cabinetry and a granite countertop can be seen, along with two bar stools.

4.87 out of 5 average rating, 101 reviews

Cheerful 3 BR Bungalow 1 Block to the Bay! 30+days

Experience the perfect blend of relaxation and coastal charm at this cozy 3BR, 1BA bungalow in Norfolk. Featuring 1 King bed, 1 Queen bed, and 1 bunk bed, it’s ideal for families, couples, or small groups. Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, pet-friendly stays, and a spacious back deck. Located near the bay, a local brewery, and a BBQ restaurant, you’ll have easy access to calm bay beaches and local dining. Whether for a weekend or an extended stay, this home has it all! 30 day min.

4.98 out of 5 average rating, 245 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.

A bright kitchen is highlighted by light-colored cabinetry and natural wood flooring. The countertop displays a cutting board, and the sink is complemented by a stylish faucet. Large windows allow natural light to fill the space, enhancing the tile backsplash's subtle patterns.

4.82 out of 5 average rating, 372 reviews

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.

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.

4.97 out of 5 average rating, 135 reviews

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.

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.

4.92 out of 5 average rating, 161 reviews

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!

4.98 out of 5 average rating, 300 reviews

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

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".

4.96 out of 5 average rating, 234 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.

4.93 out of 5 average rating, 148 reviews

Cottage in Norfolk

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.

4.85 out of 5 average rating, 109 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.

4.85 out of 5 average rating, 175 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 bright and spacious living area features comfortable seating on a large sofa and armchairs. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through multiple windows, and a decorative plant adds a touch of greenery to the room.

4.83 out of 5 average rating, 144 reviews

The Chesapeake St Retreat - Pet and Kid Friendly!

The kid and pet friendly retreat your family will love! This beautiful 2,200 sqft, four bedroom home is PERFECT for your beach get away and is less than a 5-minute walk from the beach. This home features a stylish design, a dining room table that can seat up to 10, a fenced in back yard for your furry friends. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!!

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, 152 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, 159 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

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.

4.94 out of 5 average rating, 47 reviews

The Bartlett Inn

4.83 out of 5 average rating, 191 reviews

Norfolk Beach Casita | Fenced Yard | Dog Friendly

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.

4.62 out of 5 average rating, 13 reviews

Family and pet friendly!

4.78 out of 5 average rating, 18 reviews

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

4.84 out of 5 average rating, 62 reviews

Modern 2 bdrm home w/Firepit, game console, bikes

A modern kitchen features light cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are visible. Soft lighting highlights the spacious layout, which is complemented by tiled flooring and a seamless flow into the adjacent dining area.

5 out of 5 average rating, 96 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

4.92 out of 5 average rating, 48 reviews

A brick house is presented, featuring a traditional single-story design. A large front lawn is visible, complemented by trees in the background. The home is accented by a welcoming front door and large windows, with a driveway leading to an attached garage.

Home in Chesapeake

Quiet 3/2 beautiful Chesapeake

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 286 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 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, 131 reviews

Gorgeous Vacation House

Place to stay in North 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.

4.97 out of 5 average rating, 36 reviews

Home in Sandbridge

Pool Hot Tub • Arcade • Walk to Beach • Sleeps 20

4.98 out of 5 average rating, 45 reviews

Two wooden adirondack chairs are placed on a stone patio, each adorned with a green tropical patterned pillow. A calm waterway is visible in the background, flanked by trees and a building. Bright blue skies add natural light to the scene.

Tiny home in Sandbridge

Key Lime Cabana at Surfside

4.97 out of 5 average rating, 37 reviews

A serene view from a wooden dock extends over calm water at dusk. Two Adirondack chairs are positioned to face the horizon, where soft orange light meets a gradient of deep blue sky, reflecting on the water's surface.

Cottage in Sandbridge

Waterfront Cottage w/ Dock/Kayaks + Dog Friendly

4.93 out of 5 average rating, 82 reviews

Two white lounge chairs are positioned on a grassy area by the water's edge, offering a clear view of the calm Back Bay. Lush greenery with blooming flowers frames the scene under a bright blue sky dotted with clouds.

Tiny home in Sandbridge

Amazing Sunsets! Waterfront*Pool*Pets*Kayaks

Private, pet-friendly home rentals

4.96 out of 5 average rating, 25 reviews

Walk to Beach | Quiet dead-end street| King Bed

4.98 out of 5 average rating, 90 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

4.75 out of 5 average rating, 32 reviews

Home in Chesapeake

Cozy Ranch Retreat.

Guest suite in Virginia Beach

A modern living space features a gray sofa paired with a white coffee table. Natural light fills the area through the window, where light curtains hang. A well-equipped kitchen with white cabinetry and stainless steel appliances is visible in the background, along with an air conditioning unit mounted on the wall.

5 out of 5 average rating, 59 reviews

Beach Condo on Wetlands, 5 min walk to the Beach!

Guest suite in Portsmouth

5 out of 5 average rating, 7 reviews

In-law… Sweet!

4.95 out of 5 average rating, 65 reviews

Beach Bungalow • Navy Base • Quiet St • Dogs OK

4.93 out of 5 average rating, 59 reviews

The living room features a comfortable sofa and two patterned armchairs. A wooden coffee table is centered on a soft carpet. A large clock adorns the wall, while a lamp provides soft illumination next to one armchair. Natural light filters through a window with sheer curtains.

Flat in Chesapeake

2BR Self Check-in, Fast Wi-Fi

A bright living room features two blue chairs and a gray sofa with colorful pillows. A woven coffee table sits center, surrounded by natural light from large windows. Warm wood panels line the ceiling, enhancing the cozy atmosphere, while decorative wall pieces add a coastal touch.