Vacation rentals in Portsmouth
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Top-rated vacation rentals in Portsmouth
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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!
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!
"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.
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!
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!
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!
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.
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.
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!
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.
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!
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 vacation rentals
Other great vacation rentals in Portsmouth
The Mayfield
Riverfront Portsmouth Home Near Casino & Patio
In-law… Sweet!
Cozy Cute Apartment
Private Boutique Apt •W/D• Near Casino & Downtown
Hidden Gem.4/bedroom cozy home fenced in yard
Portside Getaway
Lovely 2-bedroom 1100 sq ft Apt with free parking
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 364 | ﺩ.ﺇ 353 | ﺩ.ﺇ 375 | ﺩ.ﺇ 386 | ﺩ.ﺇ 400 | ﺩ.ﺇ 433 | ﺩ.ﺇ 437 | ﺩ.ﺇ 404 | ﺩ.ﺇ 375 | ﺩ.ﺇ 382 | ﺩ.ﺇ 378 | ﺩ.ﺇ 382 |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°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 Cinemark Chesapeake Square
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- Chesapeake Bay
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