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Vacation rentals in Portsmouth

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Quick stats about vacation rentals in Portsmouth

  • Total vacation rentals

    Explore 490 vacation rentals in Portsmouth

  • Nightly prices starting at

    Portsmouth vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 20,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    250 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Portsmouth vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Portsmouth rentals

  • 4.7 Average rating

    Portsmouth stays receive an average rating of 4.7 out of 5 from guests

Top-rated vacation rentals in Portsmouth

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Home in Portsmouth
5.0 out of 5 average rating, 106 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

Make yourself at home!Hidden Gem offers a clean welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

ValueFamilyBathroom

Guest favorite
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk
4.91 out of 5 average rating, 139 reviews

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

FamilyValueIndoor spaces

Guest favorite
Apartment in Portsmouth
4.88 out of 5 average rating, 26 reviews

Private Boutique Apt •W/D• Near Casino & Downtown

Stylish private second-floor apartment in a charming 1915 historic home in Westhaven. 647 sq ft with a queen bedroom, twin daybed room, and a comfortable sofa suitable for one sleeper. Full bath with tub/shower. Living room and dinette for 4. Kitchenette with fridge, microwave, 2-burner cooktop, and coffee maker. In-unit washer/dryer and two TVs. Minutes to Rivers Casino, NNSY, hospitals, Naval Station Norfolk, Beach, and the airport. No pets. No smoking inside. Private entrance & easy parking.

FamilyLocationAccuracy

Superhost
The bedroom features soft blue walls and a spacious bed with a light blue quilt. A decorative painting of flowers hangs above the bed. Natural light enters through the window, highlighting the room's warm-toned carpet and modern furnishings, including a nightstand and a mirror.
Home in Portsmouth
4.82 out of 5 average rating, 167 reviews

Penny’s Palace 1 Bed/1 Bath Home

Welcome to Penny’s Palace! A charming home nestled in quiet community of Portsmouth, VA. Entire home for you with sectioned off suite and bathroom. Penny’s Palace is vibrant & elegantly furnished yet practically designed to sleep 2 people comfortably. This bungalow offers an outdoor sitting area with a dreamy lighted canopy & outdoor grill. It’s perfectly located minutes from major Hampton Roads attractions: Olde Town Portsmouth, Children’s Museum, Downtown Norfolk, Casino, and Virginia Beach.

FamilyValueParking

Guest favorite
A bright living area is featured with a modern kitchen, including white cabinetry and granite countertops. A comfortable gray sofa is positioned opposite a wall-mounted TV, complemented by colorful throw pillows. Large windows allow natural light to illuminate the space.
Guesthouse in Suffolk
4.91 out of 5 average rating, 126 reviews

The Magnolia Guesthouse With A Private Entrance

This special place is close to everything, making it easy to plan your visit. Within walking distance to places like Chick-fil-A, Texas Roadhouse, Kroger, Food Lion and more. You’re about 20-30min from all surrounding cities. The studio includes keyless entry, in unit washer and dryer, full kitchen, queen size Murphy bed, and a 50in smart tv. We also have a level 2 charger for our electric car travelers. Linens and towels will be provided as well. Allow us to make your experience a great one!

ValueLocationHospitality

Guest favorite
A spacious bedroom is presented with a large bed covered in a geometric patterned blanket. Soft lighting from bedside lamps creates a cozy ambiance. A small ottoman sits at the foot of the bed, and a wall-mounted television is visible. An entrance door leads to the outside.
Guest suite in Portsmouth
4.85 out of 5 average rating, 92 reviews

Private second floor apt 5 min from Rivers casino.

Relax with family and friend at this peaceful upstairs Loft. 3pm check in Located in the heart of Portsmouth with lots of memorable activities to attend to. Very quiet neighborhood for traveling guests to relax, stretch and sleep. Interested in enjoying a night out? We have rivers casino that’s 5 mins away, or you can ride the tide down to waterside and enjoy a friendly day out eating at affordable tasty restaurants. Our children’s museum is only 7 mins away! Don’t wait to book this nice Loft.

FamilyValueKitchen

Guest favorite
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
4.92 out of 5 average rating, 172 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!

FamilyValueAir conditioning

Guest favorite
A well-lit bedroom features a spacious bed with decorative pillows and a cozy throw blanket. Natural light enters through a window, while a standing lamp and a woven basket add functional elements. A ceiling fan and light fixture enhance the room's comfort.
Apartment in Portsmouth
4.85 out of 5 average rating, 155 reviews

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Enjoy easy access to everything from this perfectly located, fully furnished home. Walk to fine dining, museums, a historic theater. Visit the waterfront where you can view the Navy ships or ride the Ferry to Norfolk to experience Waterside & MacArthur Mall. This is a great place for traveling professionals or those in town for sightseeing or local events. Virginia Beach Oceanfront is 30 minutes away. Home is located in a beautiful, historic area and only 8 minutes from the new casino!

FamilyValueCondition

Superhost
A comfortable living room area is featured, showcasing a light-colored sectional sofa with dark blue accent pillows. A dark coffee table is set in front of the sofa. A vibrant world map painting adorns the wall, and natural light streams through a nearby window.
Guest suite in Portsmouth
4.96 out of 5 average rating, 122 reviews

Historic Hideaway Private Apartment/Suite

You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

ValueLocationNearby

Guest favorite
A cozy living area is furnished with a beige sofa and a blue armchair. A coffee table with a decorative runner sits in front, surrounded by wooden paneling. Natural light enters from a nearby window, complemented by patterned curtains. Wall art adds subtle character to the space.
Apartment in Portsmouth
4.93 out of 5 average rating, 160 reviews

"The Ponderosa B" - Close to the Casino & Concerts

Check out the outdoor concerts at the Rivers Casino. Only 1/2 mi. Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood. Kick back and relax in this calm, stylish space. Private entrance and nice, safe, free parking for 1 vehicle. Large Sign for each Visitor Parking Space. One Bedroom w/very comfortable Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth 5.9 miles to Norfolk, 22 mi to VB Oceanfront.

FamilyLocationCleanliness

Guest favorite
Home in Portsmouth
4.86 out of 5 average rating, 42 reviews

The Main House

Welcome to Ary’s House! Relax and unwind at my ranch-style home featuring cozy beds, two full bathrooms, and a dedicated workspace with a sleeper sofa for an extra guest. A fully equipped kitchen and dining area stocked with many of your cooking essentials. For added convenience, a washer and dryer are available in unit. Enjoy the private backyard patio, perfect for grilling out or gathering around the fire pit. Our home is family-friendly, We look forward to hosting you!

ValueFamilyHeating

Guest favorite
The exterior of a historic home features classic architectural details, including a covered porch with white columns. An American flag is prominently displayed, and mixed flower pots are arranged on the brick pathway. Large windows allow for natural light, showcasing the home’s inviting presence.
Apartment in Portsmouth
4.94 out of 5 average rating, 138 reviews

Best location in Olde Towne Portsmouth

This apartment is available for up to 6 months upon request. Perfect location for traveling medical professionals. Very convenient to the Naval Medical Center. Enjoy Historic Old Towne and stay in a home built in 1850. Stroll the neighborhood where you will see houses from the late 1700's. Take a short walk to numerous restaurants or take in a movie at the historic Commodore Theater. Two blocks away is the ferry terminal to Waterside in downtown Norfolk.

LocationValueIndoor spaces

Popular amenities for Portsmouth vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Portsmouth's top sights

Virginia Zoological Park

491 locals recommend

Hampton Roads

3 locals recommend

Nauticus

252 locals recommend

Old Dominion University

41 locals recommend

Chrysler Museum of Art

250 locals recommend

MacArthur Center

175 locals recommend

Other great vacation rentals in Portsmouth

Top guest favorite
A historic queen bed with a decorative wooden headboard and matching bedding is positioned in the room. An elegant pink bench with intricate detailing is placed at the foot of the bed. A painting with a tranquil outdoor scene adorns the wall, complementing the soft green walls.
Apartment in Portsmouth
4.93 out of 5 average rating, 96 reviews

Old world charm

LocationValueCleanliness

Superhost
A corner of the bedroom features a comfortable armchair and a small side table next to it. Natural light enters through two windows, highlighting the polished hardwood floor. A vintage door leads to the front porch, adding charm to the space.
Vacation home in Portsmouth
4.73 out of 5 average rating, 171 reviews

Lovely 2-bedroom 1100 sq ft Apt with free parking

LocationFamilyCheck-in

Superhost
Home in Portsmouth
4.82 out of 5 average rating, 68 reviews

Riverfront 3BR Retreat • Near Rivers Casino

LocationValueCleanliness

Guest favorite
A modern living room is presented, featuring a spacious sectional sofa with light fabric. A wall-mounted smart TV dominates the area, and a glass coffee table is placed in front. Two black bar stools are positioned near a kitchen counter in the background, enhancing the open layout.
Home in Portsmouth
4.92 out of 5 average rating, 25 reviews

Home Away From Home

LocationValueGetting around

Guest favorite
A single-story bungalow features a welcoming brick exterior, surrounded by well-maintained landscaping. A spacious driveway leads to the house, which is framed by tall trees. The front porch, adorned with white railings, provides an inviting entryway. A detached garage is visible in the background.
Home in Portsmouth
4.91 out of 5 average rating, 43 reviews

Cornick Corner near "Rivers Casino"

LocationValueGrill

Superhost
Guest suite in Portsmouth
4.5 out of 5 average rating, 12 reviews

In-law… Sweet!

LocationComfortAccess

Superhost
Home in Portsmouth
4.79 out of 5 average rating, 70 reviews

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

FamilyValueCleanliness

Guest favorite
The bedroom features a spacious bed with a white headboard, dressed in a textured quilt. Wall art adds color to the room, while a modern ceiling fan provides airflow. Natural light enters through the window, complemented by grey walls and a plant on a nightstand.
Home in Portsmouth
5.0 out of 5 average rating, 24 reviews

Condo Near Portsmouth Naval on Webster Avenue

FamilyValueComfort

When is the best time to visit Portsmouth?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 364ﺩ.ﺇ 353ﺩ.ﺇ 375ﺩ.ﺇ 393ﺩ.ﺇ 430ﺩ.ﺇ 452ﺩ.ﺇ 437ﺩ.ﺇ 404ﺩ.ﺇ 375ﺩ.ﺇ 382ﺩ.ﺇ 378ﺩ.ﺇ 382
Avg. temp6°C7°C10°C16°C20°C25°C27°C26°C23°C18°C12°C8°C

Frequently Asked Questions

  • What are the best places to stay in Portsmouth?

    Olde Towne is often recommended for its historic architecture, walkable streets, and access to eateries and galleries. Vacation rentals near the Elizabeth River waterfront are also popular for their scenery and proximity to local attractions.

  • What are the best things to do in Portsmouth with kids?

    The Children’s Museum of Virginia is frequently suggested for interactive exhibits, while Portsmouth City Park has playgrounds and open space for games. Families also enjoy local boat tours or strolls along the Elizabeth River waterfront.

  • What are some of the best things to do in Portsmouth?

    Explore local history at the Lightship Portsmouth Museum, stroll the murals and cafés of Olde Towne, or enjoy family-friendly activities at the Children’s Museum of Virginia. Waterfront parks are popular for picnics and relaxing by the river.

  • How is the weather in Portsmouth?

    Portsmouth has mild winters around 34–53°F (1–12°C) and warm, humid summers reaching 73–89°F (23–32°C). Rain is more common from June through September, so a light raincoat or umbrella can be helpful during these months.

  • When is the best time to visit Portsmouth?

    Late spring and early autumn are frequently suggested for visiting Portsmouth, with comfortable weather around 60–77°F (16–25°C) and a mix of outdoor festivals. Summer draws visitors for waterfront events and longer daylight hours, though humidity can rise.

  • What are the best places to visit in Portsmouth?

    The Lightship Portsmouth Museum, Children’s Museum of Virginia, and Portsmouth Art & Cultural Center are among the most popular cultural sites. Olde Towne stands out with its historic buildings, murals, and lively events.

  • What are some hiking trails in Portsmouth?

    You can explore nature trails at Paradise Creek Nature Park or stroll the shaded paths of Portsmouth City Park. These spots have gentle terrain suitable for relaxed walks and birdwatching.

  • What are some family activities we can do in Portsmouth?

    Families can explore interactive exhibits at the Children’s Museum of Virginia, have a picnic at Portsmouth City Park, or join a riverfront boat tour. The city’s murals and public art also make for a fun outdoor scavenger hunt.

  • What are some of the best day trip ideas from Portsmouth?

    Explore Norfolk’s museums and vibrant arts scene, visit state parks known for hiking and wildlife, or discover the historic districts in neighboring coastal cities. The surrounding Hampton Roads area has multiple locally rooted attractions.

  • Are there any pet friendly accommodations available in Portsmouth?

    Many Portsmouth vacation rentals welcome pets, especially in neighborhoods with nearby parks or green spaces. Olde Towne and waterfront areas often have walkable streets, making outings with pets convenient.

  • What are some local tips for visiting Portsmouth?

    Explore Portsmouth’s Olde Towne for shaded streets, murals, and independent shops, and consider the Elizabeth River waterfront for scenic walks. Local ferries can provide a unique city perspective, and weekday mornings are often quieter in museums or cafés.

  • What is Portsmouth known for?

    Portsmouth is known for its maritime history, historic Olde Towne district, and the Children’s Museum of Virginia. The city also stands out for waterfront festivals and locally rooted cultural traditions.

  • What are the best hidden gems to explore in Portsmouth?

    Visit the Lightship Portsmouth Museum for maritime history or seek out local murals tucked throughout Olde Towne. Paradise Creek Nature Park is also a quieter spot for birdwatching and wetland views.

  • What are the best foods to try in Portsmouth?

    Portsmouth is known for regional seafood like oysters and blue crab, as well as Southern-inspired dishes such as shrimp and grits or fried green tomatoes. Bakeries around Olde Towne are also popular for seasonal pies and desserts.

  • What should I bring for a trip to Portsmouth?

    Pack comfortable walking shoes for cobblestone streets and riverfront paths, and consider layers, as temperatures shift from cool mornings to warm afternoons. A light rain jacket is helpful, especially in summer and early spring.

  • What is the nightlife in Portsmouth like?

    Nightlife in Portsmouth centers around Olde Towne, where you can explore local pubs, live music venues, and late-night eateries. Evening walks along the waterfront also draw visitors for a relaxed atmosphere and river views.

  • What are the most popular events or festivals in Portsmouth?

    Portsmouth has waterfront music festivals in summer, art walks and cultural celebrations in Olde Towne, and a holiday parade in late autumn. Seasonal markets and jazz events are frequently suggested as well.

  • Are there family friendly vacation rentals in Portsmouth?

    Portsmouth has many family-friendly vacation rentals, especially near Olde Towne, the city park, and scenic neighborhoods. Look for options with extra space and kitchens to make your stay comfortable for all ages.

Destinations to explore