Airbnb your place

Holiday rentals in Portsmouth

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Portsmouth

  • Total holiday rentals

    Explore 510 holiday rentals in Portsmouth

  • Nightly prices starting at

    Portsmouth holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 20,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wifi availability

    490 of Portsmouth holiday rentals include wifi 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

Top-rated holiday rentals in Portsmouth

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

1 of 1 pages1 / 1
Top guest favourite
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, 101 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 favourite
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.
Flat in Portsmouth
4.93 out of 5 average rating, 155 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.

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
4.83 out of 5 average rating, 160 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.

Guest favourite
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.
Flat in Portsmouth
4.85 out of 5 average rating, 149 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 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, 116 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!

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.
Flat in Portsmouth
4.89 out of 5 average rating, 168 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 favourite
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.
Flat in Portsmouth
4.96 out of 5 average rating, 312 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.

Guest favourite
A cozy living space features a light-colored sofa with blue cushions and an armchair. A wooden coffee table sits on a patterned rug, accompanied by two lamps providing soft light. Artwork adorns the walls, and a small plant adds a touch of greenery.
Flat in Portsmouth
4.94 out of 5 average rating, 131 reviews

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse

Your family will be close to everything when you stay at this centrally-located place. Beautiful re-done townhouse. New carpet and luxury vinyl, new vanities and toilets, Maytag washer and dryer, central heat and air, brand new hot water tank, small patio in back. Close to shopping, Kroger, T J Maxx, Walmart, CVS, and other shops. Plenty of take out food, like chick-fil-A, Panda Express, Wendys, Rallys, Dunkin Donuts, and more. Brand new Rivers Casino less than a mile away!

Top guest favourite
Flat in Portsmouth
4.96 out of 5 average rating, 26 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.

Guest favourite
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.
Flat in Portsmouth
4.94 out of 5 average rating, 134 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.

Top guest favourite
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, 202 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!

Top guest favourite
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 Chesapeake
4.97 out of 5 average rating, 108 reviews

Entire Apartment - No Cleaning Fees!

A cozy and comfortable 800 sq ft apartment with available parking in the driveway, a private entrance, in a quiet neighborhood. This will feel like home for the week, weekend, or month you are here. 40 minutes to the Beach, Busch Gardens, Williamsburg, and 15 minutes from Norfolk makes this an ideal and convenient place to stay!

Popular amenities for Portsmouth holiday rentals

KitchenWifiPoolFree parking on premisesAir 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 holiday rentals in Portsmouth

Superhost
Cottage in Portsmouth
4.65 out of 5 average rating, 194 reviews

Cozy Carriage Home 2bed/1bath

Guest favourite
A modern gray sectional couch is positioned against a light gray wall. It features several decorative pillows in varying shades. Two table lamps with simple shades stand on either side on dark side tables, and a patterned area rug covers the hardwood floor.
Home in Portsmouth
4.76 out of 5 average rating, 17 reviews

The Mayfield

Top guest favourite
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, 91 reviews

R & R River House

Guest favourite
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

Guest favourite
Home in Portsmouth
4.84 out of 5 average rating, 38 reviews

The Main House

Top guest favourite
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

Top guest favourite
A charming exterior of a two-story colonial home is showcased, featuring a well-kept lawn with a pathway leading to a seating area. Large windows are visible, allowing natural light to fill the interior. A patio set with an umbrella invites outdoor relaxation.
Flat in Portsmouth
4.99 out of 5 average rating, 199 reviews

Elegant Cozy Colonial/Private/Self Check-in

When is the best time to visit Portsmouth?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£75£73£77£80£83£89£90£83£77£79£78£79
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

  1. Airbnb
  2. United States
  3. Virginia
  4. Portsmouth