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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, 111 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

Guest favorite
A welcoming living area features two orange armchairs and a matching sofa, arranged around a glass coffee table. A colorful area rug provides warmth to the space, while framed artwork adorns the walls. A floor lamp and a plant enhance the inviting atmosphere.
Home in Portsmouth
4.95 out of 5 average rating, 138 reviews

Mid-Century Modern Old Town Portsmouth 3bd/2.5 bth

In the heart of Colonial Portsmouth, VA, on a quiet one-way street -- nestled among homes that date back to the American Revolution & Underground Railroad -- you have found this unique gem... classic and unassuming on the outside, newly rebuilt and designed within. Glasgow Modern, the perfect home-away-from-home. Adjacent to an amazing park, blocks away from the water. We live here 6 months of the year, so the house has everything you need. Dine, Play, Explore, Enjoy... Our home is your home!

Guest favorite
Apartment in Portsmouth
4.89 out of 5 average rating, 27 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.

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, 173 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!

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!

Guest favorite
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, 125 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!

Top guest favorite
A fully stocked kitchen is presented, featuring a gas stove, a refrigerator, and a microwave. A dark wooden hutch displays dishes and glassware, while a Keurig coffee maker is located on the countertop. Natural light filters in through a nearby window, illuminating the tiled floor.
Apartment in Portsmouth
4.97 out of 5 average rating, 319 reviews

Cozy Ground Floor Apt in Historic Home

Charming 1st floor apartment with private entrance in circa 1795 home in the Olde Towne historic neighborhood. Guests enjoy an easy walk to downtown shops, restaurants, breweries, museums, and a movie theater. The waterfront is close with marinas, restaurants, and the Elizabeth River ferry to transport you to Norfolk to enjoy events on the waterfront. Business or military travelers are two blocks from the Renaissance Hotel and a 15-minute walk from the Portsmouth Naval Hospital.

Superhost
Home in Portsmouth
4.82 out of 5 average rating, 71 reviews

Riverfront 3BR Retreat • Near Rivers Casino

🏡 Peaceful riverfront home on the Elizabeth River 🛏️ Sleeps up to 6 guests across 3 comfortable bedrooms 🌿 Spacious backyard overlooking the water 🍽️ Fully stocked kitchen for home-cooked meals 📶 Fast Wi-Fi ideal for work and streaming 🧺 In-home washer and dryer 🎰 Only 8 minutes to Rivers Casino Portsmouth ⚓ Close to Olde Towne Portsmouth, Norfolk & local attractions 🚗 Convenient driveway parking 🌅 Quiet neighborhood perfect for relaxing getaways

Superhost
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
4.99 out of 5 average rating, 215 reviews

Historic Gem - Walk to Dining, Ferry & Waterfront

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!

Top guest favorite
A bright living area features a large flat-screen television mounted on the wall and a comfortable seating arrangement. Large sliding doors open to a view of the water outside, while a soft area rug adds warmth to the space.
Home in Portsmouth
4.96 out of 5 average rating, 103 reviews

R & R River House

Have a peace of mind when you rent this luxury condo with beautiful water views. Totally remodeled condo with high-end finishes. This home is perfect for a couple getaway or family for fun with the nearby city park (1 mi). The peaceful condo is located close to the Casino (4.5 mi), Downtown Portsmouth (7 mi), Waterside (7.6 mi), and Virginia Beach (25 mi). Be amazed with this nestled away condo in safe neighborhood.

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
4.96 out of 5 average rating, 27 reviews

Escape to the water!

Beautiful newly renovated home with lake access and water views. 4 bedroom, 2 bath with front and back porches. Master suite upstairs and 3 bedrooms downstairs with plenty of room for families to enjoy. Equipped with 2 kayaks for your enjoyment! Take about 50 feet right to the water and enjoy the outdoors with family and friends.

Superhost
Home in Portsmouth
4.82 out of 5 average rating, 11 reviews

Play + Stay in Churchland | Private & Cozy Home

Enjoy a peaceful stay on a quiet street in the heart of Churchland. This cozy, stylish home features a fun game room, comfortable living spaces, and everything you need to relax. Conveniently located near Portsmouth, Norfolk, and just 23 miles to Virginia Beach Oceanfront. Perfect for families, friends, or mid-term stays!

Popular amenities for Portsmouth vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Stay near Portsmouth's top sights

Virginia Zoological Park

492 locals recommend

Hampton Roads

3 locals recommend

Nauticus

254 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, 97 reviews

Old world charm

Guest favorite
Home in Portsmouth
5.0 out of 5 average rating, 8 reviews

Contemporary 5 BR, 4BA, Over 3500 SF Water Front

Superhost
Home in Portsmouth
4.85 out of 5 average rating, 13 reviews

Cozy Modern Retreat, Peaceful Stay Near Everything

Superhost
A modern living area features a comfortable gray sectional sofa complemented by a patterned area rug. Wooden coffee tables with decorative plants are positioned in front of the seating. A well-lit dining space is visible in the background, along with sleek appliances in the adjoining kitchen.
Home in Portsmouth
4.9 out of 5 average rating, 58 reviews

Historic Haven

Guest favorite
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.
Home in Portsmouth
4.93 out of 5 average rating, 55 reviews

The Bartlett Inn

Guest favorite
Tiny home in Portsmouth
4.91 out of 5 average rating, 11 reviews

A Ray of Sunshine

Superhost
Home in Portsmouth

Top Gun R&R IV: 3 bedrooms, 2 baths, Sleeps 8.

Top guest favorite
A grand staircase with black and floral-patterned steps ascends gracefully. Soft pink walls surround the space, while natural light filters through a large window. A colorful stained glass window adds a vibrant touch, enhancing the historic charm of the home.
Home in Portsmouth
4.98 out of 5 average rating, 46 reviews

YES Queen! The Bridgerton House

When is the best time to visit Portsmouth?

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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