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Portsmouth Vacation Rentals

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Our Favorite Vacation Rentals in Portsmouth

  • Beach Front on the Bay in our Rustic Beach Cottage
     4br Cottage
    RedAwning
    From
    $384
  • Sunny Miami-Style Villa
     Villa
    Booking.com
    From
    $399
  • Beautiful Waterfront Cottage Near Downtown Norfolk with Private Dock and Sunroom
    ExcellentCottage
    HolidayLettings
    From
    $175
  • Luxury Beach Front on the Bay
     3br Home/Apartment
    RedAwning
    From
    $354
  • Waterfront Townhouse, close to beach and shopping - Water Lily
     Home/Apartment
    Booking.com
    From
    $85
  • Great Location: Near Airport & Downtown and Beach. Clean and Organized!
     Home/Apartment
    HolidayLettings
    From
    $218
  • Charming Waterfront Cabin
     3br Cabin
    RedAwning
    From
    $324
  • Cozy Home in Chesapeake Virginia
     Country House
    Booking.com
    From
    $300
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Portsmouth Vacation Rentals with a Pool

  • Convenient Condo near Norfolk/Ghent 2br2ba
     2br Home/Apartment
    Airbnb
    From
    $186
  • Private room, Virginia Beach, Several amenites
    ExcellentHome/Apartment
    Airbnb
    From
    $65
  • Virginia Beach Home with a Pool
    Good3br Home/Apartment
    Airbnb
    From
    $263
  • Sweet Suite!
    ExcellentHome/Apartment
    Airbnb
    From
    $113
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Portsmouth Vacation Rentals with Wi-Fi

  • Harbor Delight on the Bay - Private Sandy Beach!
     4br Home/Apartment
    RedAwning
    From
    $482
  • Rustic Beach Front Apt - Cozy and right on the beach
     2br Home/Apartment
    RedAwning
    From
    $195
  • Historic Cottage on the Bay
     3br Cottage
    RedAwning
    From
    $348
  • Cozy Bay View Cottage next to the Chesapeake Beaches
     Cottage
    RedAwning
    From
    $176
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Portsmouth Pet-Friendly Vacation Rentals

  • Beach Front on the Bay in our Rustic Beach Cottage
     4br Cottage
    HolidayLettings
    From
    $477
  • Rustic Beach Front Apt - Cozy and right on the beach
     2br Home/Apartment
    HolidayLettings
    From
    $217
  • Cozy Suite at the Beach
     Cottage
    RedAwning
    From
    $127
  • Harbor Delight on the Bay - Private Sandy Beach!
     4br Home/Apartment
    HolidayLettings
    From
    $538
Show all

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.

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Price and Availability in Portsmouth

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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.
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The Weather in Portsmouth

Rainy days
92 º61
8
90 º41
2
85 º31
4
70 º28
4
74 º13
3
78 º25
2
81 º28
3
82 º37
3
91 º40
7
97 º61
6
93 º59
7
95 º58
4
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Portsmouth. The warmest months in Portsmouth are July and May, when temperatures reach 97 ˚F. The coolest month is December, when temperatures drop to 13 ˚F. The wettest month in Portsmouth is April with 8.01 inches of rain, while the driest month is November with 1.86 inches of rain.

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What Expert Travelers Think

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    Jeff Campbell
    Jeff CampbellMiddle Class Dad
    Middle Class Dad

  • — 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!

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    Amanda AlstonAmanda Alston
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  • — 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
    Visit Whitehat

Vacation Rentals in Portsmouth

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, Agoda, Priceline and many more. AllTheRooms has 337 rentals, hotels and other great places to stay during your time in Portsmouth, with everything from inexpensive hostels and homestays to extravagant Airbnbs and hotels. For those wanting to keep costs down, the lowest priced place to stay in Portsmouth is only $15 a night. The average price of an accommodation is around $87 per night.

If you want to stay connected during your vacation, then you can choose from over 126 accommodations in Portsmouth that have WiFi. 29 of our accommodations include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 14 accommodations that have gyms. If you're planning on arriving in Portsmouth by car, be sure to choose from 125 accommodations that provide parking. 5 vacation rentals have a a pool or jacuzzi

AllTheRooms has 22 pet-friendly places to stay in Portsmouth, so if you're traveling with your cat or dog you won't have any trouble.

AllTheRooms aggregates vacation rentals, hotels and other bespoke accommodation types from loads of providers in Portsmouth, including 128 places to stay from Airbnb, 9 accommodations from Agoda and 3 places to stay from Priceline

202 accommodations in Portsmouth have been reviewed; 73% are rated highly. 85 places to stay in are instantly bookable.

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