Portsmouth, Virginia Vacation Rentals

Explore 126 rental homes and villas in Portsmouth, Virginia for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Pet-Friendly Homes and Best Affordable Homes. With a wide range of homes to offer, pricing can start as low as $64 per night with homes containing as many as 5 bedrooms and 4 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Portsmouth

Where to stay in Portsmouth

Show all homes

Booking a vacation rental in Portsmouth, Virginia?

Here are some things to know to support your visit:

Portsmouth Overview
Nestled along the picturesque Elizabeth River, Portsmouth, Virginia, is a captivating blend of historic allure and contemporary leisure. This charming city, one of the oldest in the Hampton Roads area, invites you to immerse yourself in its rich tapestry of history, maritime culture, and vibrant waterfront living. The Olde Towne Historic District, the jewel of Portsmouth, is where the past and present converge amidst cobblestone streets and architectural marvels. Take a leisurely stroll through this enchanting neighborhood, where the echoes of history resonate through the meticulously preserved homes and churches. The Portsmouth Naval Shipyard Museum stands as a testament to the city's storied naval heritage, while the Lightship Portsmouth Museum anchors your understanding of life at sea. For art aficionados, the Portsmouth Art & Cultural Center, housed in the grandeur of the 1846 Courthouse, is a treasure trove of visual arts, with exhibitions that captivate and inspire. The center's outdoor concerts and events pulse with the city's creative heartbeat, offering a gathering place for art, music, and community. Portsmouth's waterfront is a siren call to those who seek the tranquility of the river's edge. The city's parks, such as the expansive Portsmouth City Park, offer lush green spaces for picnics, fishing, and boating, with the added bonus of a public golf course. Take a picturesque ferry ride on the Elizabeth River Ferry to Norfolk, and let the gentle waves reveal a new perspective of the Hampton Roads. For families, the Children's Museum of Virginia stands as a beacon of fun and learning, with hands-on exhibits that ignite the imagination of the young and young at heart. It's a place where curiosity is rewarded with discovery and joy. The culinary landscape of Portsmouth is as rich and varied as its history. Seafood enthusiasts will revel in the fresh offerings that pay homage to the city's maritime roots, with local eateries serving up the bounty of the sea. Imagine waking up in your own private home rental, a serene retreat that's all yours, complete with the comforts and privacy that only a personal residence can offer. Many of these homes are pet-friendly, ensuring that your furry companions can join in on the adventure. For those hot summer days, select a home with a swimming pool, a luxury that transforms your stay into a private oasis. Portsmouth's calendar is dotted with festivals and events that celebrate its diverse culture and community. From the rhythmic beats of the Umoja Festival to the melodies of the Seawall Music Festival, the city's festive spirit is infectious. In Portsmouth, Virginia, every moment is an opportunity to create memories against a backdrop of historical splendor, cultural richness, and the soothing presence of the waterfront. It's a destination that beckons you to explore, relax, and indulge in the unique tapestry of experiences it weaves.
Cultural Attractions in Portsmouth
Portsmouth, Virginia, is a hidden gem for travelers who revel in cultural experiences, from the arts and history to local customs. This historic port city, nestled along the Elizabeth River, offers a quaint yet vibrant cultural scene that is sure to delight any enthusiast. Begin your cultural journey at the Portsmouth Art & Cultural Center, housed in the 1846 Courthouse. This center showcases rotating exhibitions of fine art, crafts, and photography, reflecting both regional and national talents. The center also hosts art classes and workshops, providing an interactive experience for visitors. For a deep dive into the area's history, the Portsmouth Naval Shipyard Museum is a must-visit. It offers a fascinating look at America's naval history, with exhibits on shipbuilding, the Civil War, and the local shipyard's role in maritime affairs. Nearby, the Lightship Portsmouth Museum, a historic floating lighthouse, provides a unique glimpse into the life of a lightship sailor. Live music thrives in Portsmouth, with the nTelos Wireless Pavilion serving as a prime venue for concerts and festivals. This waterfront amphitheater hosts a variety of performances, from local bands to internationally acclaimed artists, offering a lively atmosphere for music lovers. Art enthusiasts will find a treasure trove at the Visual Arts Center at Tidewater Community College. The center features contemporary art exhibitions and educational programs, fostering a connection between the community and the arts. Additionally, Olde Towne Portsmouth is home to several galleries and studios where visitors can admire and purchase works by local artists. History buffs will appreciate a stroll through the Olde Towne Historic District, where a blend of architectural styles tells the story of the city's past. The district's guided walking tours provide insights into the history of the homes, churches, and museums that line the cobblestone streets. Local customs come to life at the many events and festivals held in Portsmouth. The Umoja Festival celebrates African culture with music, dance, and food, while the Seawall Art Show features local artisans and their creations against the backdrop of the Elizabeth River. For a taste of local cuisine, the Olde Towne Portsmouth Farmers Market offers fresh produce, artisanal goods, and a chance to mingle with residents. The area's restaurants serve up a variety of dishes, from traditional Southern fare to fresh seafood, allowing visitors to savor the flavors of the region. In Portsmouth, Virginia, the blend of historical charm and cultural vibrancy creates an enriching experience for those seeking to immerse themselves in the arts, history, and local customs. It's a city that invites you to explore its storied past, engage with its artistic present, and celebrate its rich cultural heritage.
Kids IconFamily friendly activities in Portsmouth
Portsmouth, Virginia, is a delightful destination for families traveling with children, offering a variety of attractions that are both educational and entertaining. The city's rich maritime history and charming historic district provide a backdrop for adventures that kids will love. One of the highlights for young visitors is the Children's Museum of Virginia, the largest children's museum in the state. This interactive museum is packed with hands-on exhibits that encourage learning through play. Kids can explore a variety of themed areas, including a bubble room, a tot yard designed for toddlers, and a town and train exhibit where they can learn about commerce and transportation. For a taste of history, the Lightship Portsmouth Museum presents an opportunity to step aboard a floating lighthouse and learn about life at sea. The ship is a National Historic Landmark and offers a unique glimpse into the past, with exhibits that are both informative and fascinating for children. Outdoor fun can be found at Portsmouth City Park, which features a playground, picnic areas, and a small golf course. The park is also home to the Portsmouth Splash Park, where kids can cool off on hot summer days with various water features and sprayers. The nTelos Wireless Pavilion is another family-friendly venue that hosts a variety of events, including children's shows and concerts. Check the schedule to catch a performance that the whole family can enjoy. For a bit of nature, take a stroll along the Portsmouth Seawall, where you can watch the boats go by and enjoy the scenic views of the Elizabeth River. The nearby Hoffler Creek Wildlife Preserve offers trails and kayaking opportunities, allowing families to explore the local flora and fauna. Dining in Portsmouth is also kid-friendly, with a variety of restaurants offering menus that cater to younger palates. After a meal, treat the kids to a sweet treat at one of the local ice cream shops or bakeries. Portsmouth's blend of educational attractions, outdoor activities, and family-oriented events make it an excellent choice for a trip with children. The city's small-town charm and array of kid-friendly sites ensure that families will have a memorable and enjoyable visit.
Nature IconOutdoor activities in Portsmouth
Portsmouth, Virginia, may not be the first place that comes to mind when thinking of outdoor adventures, but this historic port city offers a variety of natural wonders and activities for those who love to immerse themselves in nature. One of the city's most beloved natural attractions is the Hoffler Creek Wildlife Preserve. This hidden gem is a sanctuary for wildlife and a peaceful retreat for nature lovers. The preserve features a variety of ecosystems, including a saltwater lake, tidal creeks, and wooded areas, which provide habitat for an array of birds, mammals, and aquatic life. Visitors can explore the preserve through its hiking trails, enjoy bird watching, or paddle in the tranquil waters of Hoffler Creek. For those who enjoy the water, the Elizabeth River runs alongside Portsmouth and offers opportunities for kayaking, fishing, and boating. The river's waterfront is also home to the Portsmouth City Park, where visitors can find a boat ramp, fishing pier, and scenic views of the water. The park is a great spot for a family picnic or a leisurely walk along the river's edge. Adjacent to Portsmouth is the Great Dismal Swamp National Wildlife Refuge, a vast and mysterious natural area that extends into North Carolina. This unique habitat is home to diverse wildlife, including black bears, otters, and over 200 species of birds. The refuge offers a variety of recreational activities such as hiking, biking, and wildlife photography. The Dismal Swamp Canal Trail is particularly popular among cyclists and runners for its flat and picturesque path. For a more structured outdoor experience, the Portsmouth City Park also features an 18-hole golf course set amidst the natural beauty of the area. Golfers can enjoy a round while taking in the views of the river and the surrounding woodlands. Lastly, the nearby beaches of Virginia Beach are just a short drive away, offering a classic beach experience with sunbathing, swimming, and surfing. The First Landing State Park, located at the northern end of Virginia Beach, provides additional outdoor activities with its extensive trails and access to both the Chesapeake Bay and the Atlantic Ocean. In Portsmouth, Virginia, outdoor enthusiasts can find a surprising array of activities and natural wonders that provide a refreshing break from the urban environment and a chance to reconnect with nature.
Weather IconWeather in Portsmouth
Portsmouth, Virginia, graced with a humid subtropical climate, offers a diverse range of weather conditions throughout the year, making it a destination with a season for every traveler's preference. The summer months, from June to August, are characterized by warm to hot temperatures, with highs often reaching into the upper 80s to mid-90s Fahrenheit. This period also brings the highest humidity levels of the year, which can make the heat feel more oppressive. Summer is also the time for frequent thunderstorms, contributing to the city's annual precipitation. Autumn, from September to November, sees a gradual decrease in temperature and humidity, making it one of the most comfortable times to visit Portsmouth. The weather is generally mild, with average temperatures ranging from the high 70s in early September to the low 60s by late November. This season is also less rainy, allowing for pleasant outdoor activities and exploration of the city's historic sites. Winter, from December to February, is cooler with average highs in the upper 40s to low 50s and lows often dipping into the 30s. Snow is relatively rare, but the season can bring occasional winter storms. Despite the cooler temperatures, the winter months can be a serene time to experience the city's charm without the crowds. Spring, from March to May, is a delightful time to visit as the city shakes off the winter chill and temperatures begin to warm up, with averages ranging from the mid-50s to the high 70s by late May. This season is also marked by a moderate amount of rainfall, but the blooming flowers and greening landscapes make it a beautiful time to explore Portsmouth's parks and outdoor spaces. The most popular weather conditions tend to be in the spring and fall when the temperatures are moderate, and the humidity is lower, offering the ideal climate for enjoying the city's waterfront, historical attractions, and outdoor festivals. Late spring, in particular, is a time when the weather is especially pleasant, with comfortable temperatures and the natural beauty of the region in full display. Whether you're looking to soak up the summer sun, enjoy the crisp fall air, cozy up in a milder winter, or revel in the freshness of spring, Portsmouth, Virginia, has a season that caters to every traveler's weather preference.
Transportation in Portsmouth
Portsmouth, Virginia, a historic port city nestled along the Elizabeth River, offers a variety of transportation options for visitors and residents alike. The city's proximity to major regional travel hubs ensures convenient access for travelers. Most visitors arrive in the Hampton Roads region via the Norfolk International Airport, which is located just a short drive from Portsmouth. From the airport, rental cars, taxis, and ride-sharing services like Uber and Lyft are available to transport you to Portsmouth. Additionally, the Hampton Roads Transit (HRT) system provides bus services that connect the airport to various parts of the region, including Portsmouth. For those who prefer the romance of the rails, Amtrak services the nearby city of Norfolk, providing a connection to destinations up and down the East Coast. The Harbor Park station in Norfolk is the closest Amtrak stop to Portsmouth, and from there, travelers can take a taxi or use public transportation to cross the river into Portsmouth. Once in Portsmouth, getting around can be quite convenient. The HRT operates several bus routes within the city, making it easy to reach key destinations without a car. For a unique and scenic route between Portsmouth and Norfolk, the Elizabeth River Ferry is a charming option, offering not only transportation but also beautiful views of the waterfront and harbor. For those who prefer to drive, Portsmouth is well-connected by a network of highways and the notable Downtown and Midtown Tunnels, which link Portsmouth to Norfolk. However, be aware that these tunnels can experience heavy traffic, and tolls are in effect. Portsmouth itself is moderately walkable, especially in the historic Olde Towne district, where you can stroll along the picturesque streets lined with antique homes, quaint shops, and local eateries. The city's waterfront along High Street is also a pleasant area for walking, featuring the Riverwalk pathway and the opportunity to watch ships pass by. For longer distances or to explore the wider Hampton Roads area, including attractions like the Virginia Beach oceanfront or the historic sites in Williamsburg, having access to a car or using the regional bus system is advisable. In conclusion, Portsmouth offers a mix of transportation options that cater to different preferences, whether you're arriving by air, exploring the city's historic areas on foot, or venturing out to the broader region. With its charming ferry rides and accessible public transit, Portsmouth is a city that is both easy to reach and to navigate.