Pet-friendly holiday rentals in Portsmouth

Guest suite in Virginia Beach

4.9 out of 5 average rating, 713 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, 236 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, 126 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.

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.

4.94 out of 5 average rating, 155 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!

The exterior of a single-story house is featured, with a well-maintained lawn and landscaped shrubbery. The entrance is framed by a small set of steps and a walkway leading to the front door. A concrete driveway provides access, with trees and a fenced area visible in the background.

4.82 out of 5 average rating, 108 reviews

Walk to the Casino! Sleeps 8, close to everything

Welcome to your perfect getaway! Centrally located with the casino within walking distance and easy highway access to Norfolk, VA Beach, and Chesapeake. Located on a quiet street. This beautifully remodeled and freshly painted 3-bedroom, 2-bath home features a primary suite with private en-suite bathroom, spacious living areas, and a private fenced backyard. Enjoy modern amenities including security cameras, washer/dryer, WiFi, and 4 Roku TVs. Comfortable and ready when you are — book today!

4.99 out of 5 average rating, 179 reviews

A dining area features a wooden table set for six, accompanied by cross-back chairs. A standing lamp casts soft light. Large windows above allow natural light to illuminate the space, while a few pieces of artwork add a splash of color to the walls.

Flat in Chesapeake

Modern Luxury Peace & Quiet.

Covered parking with EV Charger. With one acre fenced in yard. 1000+ sq ft Modern Second Floor Guest House apartment with separate private entrance attached to a 10,000+ sq ft Mansion on 3 acres in a very safe, quiet and private neighborhood. Free private parking. Minutes from restaurants, shopping centers, and a beautiful 30 minute drive to oceanfront. Free Netflix, High Speed WiFi, washer, dryer, full kitchen. With Keurig. Brand new Heat and Air Condition! Plus 2 dedicated parking spots.

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, 629 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, 128 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!

4.95 out of 5 average rating, 220 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, 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!

Guest suite in Chesapeake

A spacious room features a king-size bed with a soft white bedspread and dark accent pillows. A seating area with a leather futon and dining table for four is present. Natural light enters through a large window, complemented by dark curtains. A small fridge is positioned nearby.

4.92 out of 5 average rating, 298 reviews

King Guest Suite - A 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!

4.84 out of 5 average rating, 185 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

Popular amenities for Portsmouth pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 56 reviews

Cozy Cottage w/Loft, Wifi, Workspace, near Casino

4.88 out of 5 average rating, 26 reviews

The Main House

4.93 out of 5 average rating, 116 reviews

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.

Home in East Ocean View

Quiet Stay near Bay. Walk to Oceanview access

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

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.

4.56 out of 5 average rating, 9 reviews

Family and pet friendly!

4.96 out of 5 average rating, 56 reviews

Home in Norfolk

Norfolk Beach Bungalow • Cozy & Convenient

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, 92 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

5 out of 5 average rating, 23 reviews

A spacious living area is highlighted by two orange velvet sofas facing each other. A small round table sits between them, while a large TV is mounted on the wall. Natural light enters through large windows, accentuating the modern decor and greenery.

Home in Newport News

*NEW* Cozy & Very Stylish home for your family!

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 276 reviews

Cottage in Norfolk

Positano Villa

4.84 out of 5 average rating, 19 reviews

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.

Home in Norfolk

Nautical Cottage

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.

4.94 out of 5 average rating, 190 reviews

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

4.95 out of 5 average rating, 107 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

Artful Retreat with a Private Pool

4.93 out of 5 average rating, 128 reviews

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.

Home in Norfolk

Gorgeous Vacation House

4.97 out of 5 average rating, 34 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, 34 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 + Pet Friendly

Camper van/Motorhome in Virginia Beach

The exterior of a travel trailer is displayed, featuring a large retractable awning and steps leading to the entryway. Two folding chairs are positioned on an orange outdoor mat, creating a comfortable space to relax. A vehicle is parked nearby, complementing the camping setup.

4.86 out of 5 average rating, 42 reviews

Baja Daydreamer; 2 room Spacious Glamper

Private, pet-friendly home rentals

4.99 out of 5 average rating, 85 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

5 out of 5 average rating, 17 reviews

Two striped chairs are positioned on either side of a small circular table. A tall vase filled with white flowers stands on the table, reflecting in an ornate, gold-framed mirror mounted on a gray wall. Warm wood flooring is visible below.

Flat in Portsmouth

Spacious apartment

Guest suite in Portsmouth

5 out of 5 average rating, 4 reviews

In-law… Sweet!

4.97 out of 5 average rating, 98 reviews

A spacious bedroom is presented with a king bed dressed in neutral bedding. Two bedside tables with lamps flank the bed, complementing the light wood furniture. A designated work space, including a desk and chair, is located nearby. Natural light enters through a window adorned with light curtains.

Flat in Western Branch

Entire Apartment - No Cleaning Fees!

4.98 out of 5 average rating, 45 reviews

Townhouse in Norfolk

2BD+Den: BeachAccess| KingBedsI FencedYard| DogsOk

4.92 out of 5 average rating, 37 reviews

A single-story home with a welcoming front deck is shown, bordered by trees. A gravel driveway leads to the house, which features a light-colored exterior and several windows. A small storage shed is visible in the background, enhancing the spacious outdoor setting.

Home in Willoughby

Seaside Escape

5 out of 5 average rating, 24 reviews

The barn loft is illuminated under the night sky, highlighting its rustic red exterior and decorative features. The front displays large garage doors, flanked by well-maintained landscaping and outdoor lighting. A weathervane sits atop the roof, while an American flag adds a touch of charm to the entrance.

Barn in Chuckatuck

Cozy Waterfront Barn Loft

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.