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Vacation rentals in Portsmouth

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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
The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.
Guest suite in Chesapeake
4.97 out of 5 average rating, 380 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

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, 153 reviews

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

Lots of Great Concerts going on close by!! Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood about 1/2 mile Rivers Casino! -, 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.

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, 118 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!

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, 115 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!

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, 148 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!

Superhost
A light-filled living area features a sectional sofa adorned with decorative pillows. An area rug with blue floral patterns anchors the space. A flat-screen television is mounted on the wall next to a fireplace, while two doors lead to other areas of the home.
Apartment in Portsmouth
4.88 out of 5 average rating, 165 reviews

Charming cozy apt historic in Old Towne Portsmouth

Newly renovated, newly furnished, cozy and relaxing 1 bd 1 bath apt is available for your stay. Coffee shops, museums, restaurants, bars and the Commodore Theater are all within steps. The ferry to downtown Norfolk is a quick walk and most Saturday mornings the Farmers Market is literally around the corner. If you are in town for a concert, the Amphitheater is a short walk away. This is a 1st floor apartment in a duplex. The only coomon area is the main entrance to the building and foyer.

Top guest favorite
Apartment in Portsmouth
5 out of 5 average rating, 24 reviews

The Liberty Flat

Located in Olde Town, Portsmouth, this flat, built in 1800, is central to Virginia Beach, Norfolk, Williamsburg, Yorktown and all regional military bases. It is well equipped to host single professionals, small families or a few friends just looking to get away for a while. We are within walking distance (or a short ferry ride) to many great restaurants in Portsmouth and Norfolk. The flat is equipped with everything necessary to make your stay comfortable.

Top guest favorite
The living room features comfortable navy sofas with decorative cushions and an ottoman in a warm tone. A lamp stands beside a built-in bookshelf adorned with books and decor. Light streams through the windows, and a decorative fireplace adds to the room's character.
Home in Portsmouth
4.98 out of 5 average rating, 198 reviews

Gorgeous Olde Towne historic home - modern updates

Full of historic charm, modern in all the right places! This 1880s home is located in the heart of Olde Towne Portsmouth, just one block from the Elizabeth River harbor. Walk 3 minutes to the ferry stop and ride across the river to Norfolk's downtown and waterfront restaurants, or walk 5 minutes to Portsmouth's High Street to enjoy Olde Towne's charming coffee shops, restaurants, museums, and theaters. This location is unbeatable!

Guest favorite
A light-colored sofa with decorative pillows is positioned in a cozy living room. A glass coffee table rests on a patterned area rug, while various framed artworks adorn the walls, creating an artistic ambiance. A floor lamp is situated beside the sofa.
Apartment in Portsmouth
4.97 out of 5 average rating, 58 reviews

Stylish Two Bdrm, 1 1/2 bth, King Bed Townhouse

Enjoy a stylish experience at this centrally-located place. We are located less than a mile from the new Rivers Casino. This townhouse is similar to three of our other listings. These four townhouses together will hold 16 people. Complete privacy for you and your family. And your friends and other family could be right next door!

Top guest favorite
A sitting room features light blue walls and a cozy blue couch. A wooden coffee table sits on a patterned area rug, complemented by a small lamp and decorative items. Natural light enters through double glass doors that lead to a private outdoor area.
Guesthouse in Portsmouth
4.97 out of 5 average rating, 230 reviews

Spring Hill Guest Cottage - Portsmouth

Two room guest house with full bath and 1/2 bath, kitchenette and sitting room Sits on 9 acres. Adjacent to an occupied 300+ year old house that dates back to the 1700s. Shared access to in-ground pool and adjacent Jacuzzi with owners, but you will have exclusive use during your booking.

Guest favorite
A charming house is set amidst lush greenery, featuring a light green exterior with white trim. A welcoming front entrance is visible, surrounded by mature trees and a carpet of fallen pine needles. The peaceful setting suggests a quiet retreat.
Guest suite in Portsmouth
4.75 out of 5 average rating, 365 reviews

Casino Private suite in lovely, quiet neighborhood

A large room with gas fireplace. The room opens to a private patio with french doors. There is a small sofabed for a child or third guest. The room has a mini-fridge and microwave. The fully tiled bath has a double sinked vanity with granite top and a large double head shower. ​​

Guest favorite
A modern kitchen features sleek black cabinetry and stainless steel appliances, including a refrigerator and stove. Countertops provide ample workspace, and light-colored tiles add to the clean design. Soft lighting is provided by a ceiling fixture, enhancing the kitchen's inviting ambiance.
Condo in Downtown Norfolk
4.81 out of 5 average rating, 238 reviews

Best Value Condo in Downtown Norfolk

This unique place has a style all its own for a romantic getaway or work away from home. The Luxurious apartment is in the heart of Downtown Norfolk!!!! Great restaurants, Bars, Live Entertainment, Concerts, Mall, Waterside, Nauticus and more within 10 mins walking distance.

Popular amenities for Portsmouth vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Portsmouth's top sights

Old Dominion University

41 locals recommend

Chrysler Museum of Art

250 locals recommend

Virginia Zoological Park

489 locals recommend

Nauticus

251 locals recommend

MacArthur Center

175 locals recommend

USS Wisconsin (BB-64)

131 locals recommend

Other great vacation rentals in Portsmouth

Superhost
Home in Portsmouth
4.84 out of 5 average rating, 58 reviews

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

A cozy living area is presented with a comfortable gray sofa adorned with decorative pillows. A flat-screen television is mounted on the wall, and a marble coffee table sits on a patterned rug. Natural light filters through a large window covered with vertical blinds.
Home in Portsmouth
4.71 out of 5 average rating, 231 reviews

Modern, Homely 3-bdrm|wParking|Centrally located.

A serene lakeside dock is depicted with two black Adirondack chairs, positioned to face the calm water. Green trees surround the area, providing a natural backdrop. A small table with a decorative plant is placed between the chairs, enhancing the peaceful setting.
Home in Portsmouth
4.74 out of 5 average rating, 91 reviews

Portsmouth Waterfront Stay • Private Dock

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
4.9 out of 5 average rating, 21 reviews

Home Away From Home

Top guest favorite
A welcoming entrance features a light blue front door framed by two windows. A small porch, supported by wooden beams, is equipped with a railing. Potted plants line the side of the porch, while brick steps lead up to the entrance.
Home in Portsmouth
5 out of 5 average rating, 22 reviews

Escape to the water!

Superhost
Home in Portsmouth
4.9 out of 5 average rating, 10 reviews

Cozy Modern Retreat, Peaceful Stay Near Everything

Superhost
Home in Portsmouth
4.75 out of 5 average rating, 4 reviews

Historic Park View Suite near Portsmouth Naval

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 out of 5 average rating, 99 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

When is the best time to visit Portsmouth?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 364ﺩ.ﺇ 353ﺩ.ﺇ 375ﺩ.ﺇ 386ﺩ.ﺇ 400ﺩ.ﺇ 433ﺩ.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.

Quick stats about vacation rentals in Portsmouth

  • Total vacation rentals

    Explore 510 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 20,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    250 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 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

    490 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

  • Nearby attractions

    Portsmouth's top spots, include Chrysler Museum of Art, Nauticus, and Main Gate Movies 10 Phoenix Theatres

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