Portsmouth Vacation Rentals

Our Favorite Vacation Rentals in Portsmouth

  • Beach Front on the Bay in our Rustic Beach Cottage
     4br Cottage
    RedAwning
    From
    $528
  • The Great Escape of Portsmouth! 3br king bed
     Country House
    Booking.com
    From
    $108
  • Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom
    ExcellentCottage
    HolidayLettings
    From
    $186
  • Luxury Beach Front on the Bay
     3br Home/Apartment
    RedAwning
    From
    $457
  • Sunny Miami-Style Villa
     Villa
    Booking.com
    From
    $804
  • Great Location: Near Airport & Downtown and Beach. Clean and Organized!
     Home/Apartment
    HolidayLettings
    From
    $218
  • Charming Waterfront Cabin
     3br Cabin
    RedAwning
    From
    $328
  • The Water Lily
     Home/Apartment
    Booking.com
    From
    $68

Check prices for these upcoming dates

Portsmouth Vacation Rentals with a Pool

  • Private room, Virginia Beach, Several amenites
    ExcellentHome/Apartment
    Airbnb
    From
    $65
  • Virginia Beach Home with a Pool
    Good3br Home/Apartment
    Airbnb
    From
    $390
  • Babe Cave 2.0
     2br Home/Apartment
    Airbnb
    From
    $189
  • The Perfect NORF/VA Beach Oasis w/ Salt Water pool
    Excellent4br Home/Apartment
    Airbnb
    From
    $469

Portsmouth Vacation Rentals with Wi-Fi

  • Water Front Delight on the Bay
     3br Home/Apartment
    RedAwning
    From
    $392
  • Rustic Beach Front Apt - Cozy and right on the beach
     2br Home/Apartment
    RedAwning
    From
    $243
  • SureStay Hotel by Best Western Norfolk Little Creek
     70br 2-star Home/Apartment
    Booking.com
    From
    $67
  • Harbor Delight on the Bay - Private Sandy Beach!
     4br Home/Apartment
    RedAwning
    From
    $566

Portsmouth Pet-Friendly Vacation Rentals

  • NEW! Updated Coastal Home w/Grill, Blocks to Beach
     3br Home/Apartment
    HolidayLettings
    From
    $276
  • Beachy townhouse on the golf course
    Excellent3br Home/Apartment
    HolidayLettings
    From
    $249
  • Historic Cottage on the Bay
     3br Cottage
    RedAwning
    From
    $358
  • Cozy Bay View Cottage next to the Chesapeake Beaches
     Cottage
    RedAwning
    From
    $236

Portsmouth Travel Guide

Portsmouth is a great place to go on holiday and is located in Virginia, west of Norfolk. The city is an excellent vacation spot for family fun, a couples’ getaway or a long weekend with friends. Portsmouth Virginia is mainly known for its nautical history and family friendly activities.

Things to Do in Portsmouth

Make time to check out the Nauticus, it’s a must-see and a great experience for everyone in your group. Touring the USS Wisconsin is also a fun option or you could catch an outdoor concert at Town Pointe Park. Another popular activity for the whole family is visiting the Children's Museum of Virginia -- where kids can learn about science, art, and other things via the interactive exhibits.

Best Places to Stay in Portsmouth

Portsmouth's downtown area is the perfect place to call home and has extensive listings. Whether it's small or large house you are looking for, a quaint B&B or a vacation home with all the amenities, you're sure to enjoy a new home away from home here.

Best Time to Visit Portsmouth

The best time of year to visit Portsmouth is during the summer months for warm, sunny days with little chance of rain.

Food in Portsmouth

There are some mouthwatering spots for foodies to sample when visiting Portsmouth. The two that stand out are The Bier Garden -- which is known for having some of the best German food in the area -- and Cafe Europa, which is a local favorite in Portsmouth.

Price and Availability in Portsmouth

Most expensive
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The cheapest day to stay at a vacation rental in Portsmouth tends to be Wednesday, while the most expensive day tends to be Friday. Vacation homes in Portsmouth tend to be busiest on Saturdays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Portsmouth is in July, while the cheapest month is in January. The most popular time to book a vacation rental in Portsmouth is in the high season in July. Portsmouth has its low season in February, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Portsmouth

Rainy days
78° 27°
4
79° 26°
3
86° 34°
5
97° 53°
3
95° 57°
5
98° 64°
5
95° 66°
5
91° 53°
1
94° 46°
3
71° 26°
2
76° 26°
2
71° 19°
4
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Rainy days

This climate histogram shows you the weather patterns in Portsmouth. The warmest months in Portsmouth are June and August, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to 19 ˚F. The wettest month in Portsmouth is June with 5.34 inches of rain, while the driest month is April with 0.6 inches of rain.

What Expert Travelers Think

  • — I love how AllTheRooms shows a map with room price tags straight away when you search, it makes it so quick and easy to choose the right hotel, at the right price in the right location. Perfect for those with busy lifestyles! The AllTheRooms website is so user friendly. WiFi. Brilliant!

    Amanda Alston
    Amanda AlstonAmanda Alston
  • — I travel to Boston regularly and I like to use AllTheRooms as it’s tricky to find good accommodation at a good price. The platform is easy to use and provides a complete set of features that saves me time and money on every trip

    Clwyd Probert
    Clwyd ProbertWhitehat
  • — Like the buttons on the calendar which say today, tomorrow - that will make it easy for booking on the road. Website looks great - clean and easy to understand.

    Samantha Wragg
    Samantha WraggCoco Travels

Vacation Rentals in Portsmouth

Pick the perfect accommodation for your trip at AllTheRooms.com. We compare Airbnb, Agoda, Priceline and many more. Portsmouth has 343 hotels, vacation rentals and other special places to stay, with prices to suit careful travellers, luxury travelers and everything in between. For those traveling on a budget, the cheapest place to stay in Portsmouth is available at $10 per night. On average, an accommodation in Portsmouth will cost you $88 per night.

Those looking to get some work finished during their trip to Portsmouth can choose from 147 places to stay that provide WiFi. We have 30 accommodations that come with breakfast included. Fitness fanatics can get a workout in during their stay by choosing from 17 accommodations that have gym facilities. If you're planning on getting to Portsmouth by car, be sure to choose from 149 accommodations that provide parking. 10 accommodations come with a pool or jacuzzi

If you're traveling with a furry friend, then be sure to choose one of the 35 pet-friendly accommodations available.

In Portsmouth AllTheRooms currently aggregates hotels, vacation rentals, hostels from more than 3 providers, including 150 places to stay from Airbnb, 6 accommodations from Agoda and 6 places to stay from Priceline.

191 of our accommodations in Portsmouth have been reviewed and rated. 63% are rated great. You can instantly book any of 93 places to stay right now.

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