Portsmouth vacation rentals

A sandy path leads to the beach, bordered by wooden fences on either side. Grasses sway gently in the breeze, and the calm waters can be seen in the distance under a clear blue sky.

4.87 out of 5 average rating, 101 reviews

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

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

A spacious bedroom features a large bed with fresh linens, complemented by a wooden bench at the foot. Light-colored walls and hardwood floors enhance the airy feel. Natural light floods in through shuttered windows, and bedside lamps provide soft illumination.

4.93 out of 5 average rating, 15 reviews

Incredible Location! Amazing Comfort!

Location, Location, Location!! Approximately 200 yards from your toes in the sand and the incredible blue Atlantic. A home away from home with all the amenities you could possibly need to make your stay, or extended stay a comfortable and memorable experience. The bunk room is ideal for an extended family or a comfortable room only for the little people. Virginia Beach has everything you need whether you're coming for vacation, relaxation, activity, or work. Experience Virginia Beach while stayi

Guest suite in Virginia Beach

Soft illumination from ground-level lights highlights the lush landscaping surrounding the property. Various plants and flowers are visible, and a calm ambiance is created by the gentle glow. In the background, trees silhouette against the evening sky, enhancing the serene setting.

4.98 out of 5 average rating, 147 reviews

Quiet Suite with Private Entrance

Looking for a place to relax away from the chaos of the oceanfront? Quiet, private and secluded but conveniently located. Less than a 10 minute drive to the beach. Walking distance to breweries, local restaurants, grocery stores and other amenities Beautiful 2 acre property with plenty of outdoor space to find a place to relax, play games or take a nap Leesa king size mattress Luxurious bathroom with soaker tub Microwave and fridge, Kurig, k-cups snacks and popcorn Smart TV, WiFi

4.93 out of 5 average rating, 190 reviews

Spacious home for up to 10! GREAT for families!

Experience the heart of Virginia Beach's Vibe District! *Spacious 4BR, 3.5BA home; accommodates up to 10 guests *Two separate living rooms for relaxation and entertainment *Just 2.5 blocks from the beach; beach cart and gear provided *1 mile to the Convention Center; perfect for event attendees *Fully equipped kitchen for home-cooked meals *High-speed WiFi; stay connected during your getaway *Washer & dryer available for your convenience Book your dream family vacation today with us!

4.71 out of 5 average rating, 31 reviews

Home Blocks from Beach!

Welcome to the perfect beach vacation getaway! You'll LOVE this quiet secluded home, that is also only a bike ride or walk via the bike path to get to ANY destination in mins! Find yourself surrounded by great food and drinks overlooking Lake Rudee where you can enjoy Paddle boarding, dolphin watching, fishing and so many other cruise tours. Just a few more blocks away, you'll stumble upon the Boardwalk, Oceanfront and all the shopping and best local dining for all of your vacay needs!

4.78 out of 5 average rating, 27 reviews

Home in Newport News

Dream Vacationers - Theme Parks & entertainment

Close to Busch Gardens, Water Country, Colonial Williamsburg, military bases, Va Beach and much, much more. We have a public boat dock, free of charge, at the end of the road and beautiful walking paths with a great fishing pier, walking distance from the house. This house has been in our family for decades so come enjoy the charm and follow the history of this area and our little gem. We are constantly upgrading and making the home better so it will never be the same each visit.

Townhouse in Virginia Beach

5 out of 5 average rating, 47 reviews

Wave Break Hideaway

Welcome to your perfect beach getaway in Virginia Beach's vibrant Vibe district! Enjoy this centrally located, stylish townhome, located one block from the future Atlantic Park. You're near eclectic restaurants, breweries, and entertainment! Now under new ownership, we're committed to the same attention to detail that made this a top rental in the past. Enjoy sunsets on your private balcony. Ideal for romantic getaways or family vacations. Book now for an unforgettable experience!

4.94 out of 5 average rating, 63 reviews

A sparkling swimming pool is framed by lounge chairs with a clear view of the ocean in the background. The pool features a vibrant lane marker along its length, and the bright blue sky reflects onto the water's surface.

Condo in Sandbridge

Cher's Place @ The Beach

Relax with the whole family at this peaceful place to stay in Sandbridge! This property is ON the beach (unit itself is not facing the ocean) with access to 3 pools, a gym, local restaurants and much more! As you can see, guests LOVE my place! I frequently travel for work, spending a lot of time in hotel rooms. I know the NECESSITIES! ** I am currently replacing furniture and bedding so pics may not match perfectly. Need more room?? See my other property!

A serene sunset is captured over calm ocean waters, where hues of orange and pink blend softly into the sky. The horizon is defined by the setting sun, reflecting light across the water's surface, creating a peaceful atmosphere.

4.96 out of 5 average rating, 194 reviews

Sunrise, North End Beach

The beach AND privacy! Wide open residential beaches, with plenty of "distancing space"! Best kept secret at the beach! Fully stocked, fully furnished, immaculate Vacation rental on Va Beach North End. 5 star rating says it all. Atlantic Ocean across the street. Public beach access. 3 flat screen TVs, Wifi, cable, beach cart, chairs &'umbrella. Outdoor grill. Private parking. 2025 Pool Season... May 23–September 7. NO HAIR DYE!

4.95 out of 5 average rating, 161 reviews

Home in Chic's Beach

Steps to Beach at Chics Beach! Sleeps 12 + Garage!

Experience the perfect blend of convenience and excitement at this beautiful 3 bedroom, 3 1/2 bath home in Virginia Beach. Featuring 3 king size beds and 2 fulls, it’s ideal for a family getaway. Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, and laundry. We are only a 20 second walk from the beach! Whether for a weekend or an extended stay, this home has it all!

4.98 out of 5 average rating, 57 reviews

Two white Adirondack chairs are positioned beside a small table on a wooden deck overlooking the water. The tranquil Chesapeake Bay is visible, with green trees lining the shore and a clear blue sky above, providing an inviting space for relaxation.

Guesthouse in Hampton

Fantastic Getaway

You need to see this fully furnished, stunning guest house located along the historic section of Chesapeake Ave. Wake-up to breathtaking views of the Chesapeake Bay. Great fishing, crabbing, sailing, bike trails, kayaking and more. Enjoy herons, osprey, dolphins and other wildlife. Centrally located to shopping, casinos, restaurants and public beaches!

A spacious shower enclosure is featured, surrounded by elegant marble tiles in various shades. The glass doors provide a clear view of the shower head and a decorative stone floor. Natural light floods the area through nearby windows.

4.89 out of 5 average rating, 132 reviews

Beach Home, Upscale Croatan Resort + Private Pool

This spacious Atlantic Ocean view beach home is breathtaking. Only a two minute walk to the private beach area in the Upscale Croatan neighborhood. Beautiful Atlantic ocean, boardwalk views, and the inlet from decks. Pool and grill in backyard and a grill off third floor kitchen deck entrance.

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Portsmouth vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Portsmouth's top sights

Waterside46 locals recommend

Chrysler Museum of Art56 locals recommend

Nauticus78 locals recommend

MacArthur Center20 locals recommend

Waterside District54 locals recommend

USS Wisconsin BB-6438 locals recommend

Other great vacation rentals in Portsmouth

4.98 out of 5 average rating, 62 reviews

The kitchen features modern appliances, including a stainless-steel stove, microwave, and refrigerator. Light-colored cabinets contrast with the granite countertops. A window offers natural light, while a clock and decor elements add functional touches to the space.

Home in Chesapeake

Sleeps 6-8, King bed, 2.5 baths

4.95 out of 5 average rating, 38 reviews

Home in Norfolk

Family Getaway | 1 Block from Beach | Game Room

4.99 out of 5 average rating, 178 reviews

Home in Gloucester Point

York River Vacation Home

4.95 out of 5 average rating, 98 reviews

The image depicts a serene shoreline where gentle waves meet the sandy beach. The water reflects soft hues of orange and blue from the sky, which is filled with clouds. The horizon blends seamlessly with the calm sea, creating a tranquil atmosphere.

Home in Norfolk

Gorgeous Vacation House

A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.

4.99 out of 5 average rating, 190 reviews

Play by the Bay 1 MIN TO WATER

Guest suite in Chesapeake

An outdoor space features a shaded patio area with a grill, comfortable red seating, and a dining set. Decorative lights create a festive atmosphere, while an American flag hangs proudly. A lush green lawn and wooden fence frame the scene, enhancing the backyard's privacy.

4.93 out of 5 average rating, 280 reviews

King Guest Suite - A Family Vacation Rental

4.7 out of 5 average rating, 20 reviews

A modern kitchen is equipped with white cabinetry and granite countertops. Stainless steel appliances, including a microwave and dishwasher, are prominently displayed. Natural light filters through the window above the sink, illuminating a decorative rug laid on the floor.

Home in Norfolk

Roomy House in Bayview