207+ Private Villas and Holiday Rentals in Portsmouth |
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  2. Virginia
  3. Norfolk - Virginia Beach
  4. Portsmouth

Portsmouth Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Portsmouth

Discover more than 207 vacation rentals available in Portsmouth. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Portsmouth.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Portsmouth, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Portsmouth. On average, places to stay near Portsmouth offer 606.67 ft², with nightly prices averaging GB £160.

With Casai, finding and comparing holiday rentals in Portsmouth is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Portsmouth

Type Count
Vacation Homes 123
Holiday Apartments 65
Cottages 1

Use these Quick Filters to Find a Holiday Rental in Portsmouth

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Portsmouth.

Weather in Portsmouth, VA

View the weather forecast for Portsmouth before booking your Portsmouth Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Portsmouth, VA

Casai offers a large selection of top attractions around Portsmouth . Research things to do on your vacation before you visit Portsmouth.


Children's Museum of Virginia
Portsmouth City Park
Chespeake Bay Diving
Tidewater Yacht Marina
Commodore Theatre
Virginia Sports Hall of Fame and Museum
United States Lightship Portsmouth
Frank D Lawrence Stadium
Portsmouth Naval Shipyard Museum
Hill House Museum
Virginia Beach Boardwalk
Naval Station Norfolk
Virginia Beach Town Center
Hampton Coliseum
Virginia Beach Convention Center
Old Dominion University
Veterans United Home Loans Amphitheater at Virginia Beach
Ocean Breeze Waterpark
Buckroe Beach and Park
Hampton University

Other Places to Stay in Portsmouth, VA


Tidewater Yacht Marina 306 Properties
Commodore Theatre 304 Properties
Virginia Sports Hall of Fame and Museum 303 Properties
Children's Museum of Virginia 302 Properties
United States Lightship Portsmouth 301 Properties
Hill House Museum 300 Properties
Portsmouth Naval Shipyard Museum 299 Properties
Frank D Lawrence Stadium 294 Properties
Chespeake Bay Diving 289 Properties
Portsmouth City Park 123 Properties
Portsmouth City County 88 Properties
Churchland 73 Properties

Frequently Asked Questions About Portsmouth?

What are the top holiday rentals in Portsmouth?

With numerous options available in Portsmouth, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Portsmouth:

Which holiday homes in Portsmouth are best for families?

If you're searching for a family-friendly holiday home in Portsmouth, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Portsmouth:

How many Casai.uk holiday rentals are available in Portsmouth?

As of 2025, Casai boasts over 207 properties listed in the Portsmouth area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Portsmouth.

Nearby Neighborhood (2) 
Neighborhood Property Count
Western Branch North Vacation Rentals in Portsmouth, Virginia 26
Churchland Vacation Rentals in Portsmouth, Virginia 73

People Also Ask

There are 207 Portsmouth, VA Holiday Rentals

Recently Booked Holiday Rentals in Portsmouth