Search Holiday Rentals in Portsmouth

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Portsmouth holiday rentals

House | 2 bedrooms

The Speakeasy Downtown Newport News

The Speakeasy Downtown Newport News
2.0 star property
Downtown Newport News
The price is 4.541.762 ₫
8.749.982 ₫ total
includes taxes & fees
8 Jun - 9 Jun
The Speakeasy Downtown Newport News
Terrace/patio

stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
2.5 star property
Suffolk
9.4 out of 10, Exceptional, (82 reviews)
"Very clean and modern room at a very reasonable price. We will definitely stay there again if we are in that area."
United States
Scott
The price is 3.133.627 ₫
3.598.668 ₫ total
includes taxes & fees
18 Jun - 19 Jun
stayAPT Suites Suffolk-Chesapeake
Property entrance

Angie's Guest Cottage

Angie's Guest Cottage
2.0 star property
Northeast Virginia Beach
8.6 out of 10, Excellent, (230 reviews)
"This was our second time staying there. Location is wonderful. Owners are very friendly and accommodating. And the price was unmatched. Make sure to bring plates, utensils and cups."
United States
Bret
The price is 2.578.001 ₫
3.274.509 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Angie's Guest Cottage
Beach nearby, beach shuttle

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia
3.5 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,509 reviews)
"Loved it will be back for sure"
United States
Kellisha
The price is 3.099.920 ₫
5.131.723 ₫ total
includes taxes & fees
7 Jun - 8 Jun
The Atrium Resort, Virginia Beach by Vacatia
Terrace/patio

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
4.0 star property
Northeast Virginia Beach
8.2 out of 10, Very good, (1,293 reviews)
"Great hotel "
United States
Dale
The price is 5.190.234 ₫
7.535.582 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Indoor pool

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort
3.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (1,525 reviews)
"Great place for a family vacation"
United States
Deandre
The price is 3.295.838 ₫
5.357.185 ₫ total
includes taxes & fees
8 Jun - 9 Jun
The Ocean Key Virginia Beach Resort
House, 4 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker

Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning

Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning
3.0 star property
Willoughby Spit
6.0 out of 10, (1 review)
"Great location- right off highway, fishing pier I. Walking distance, straight drive to VA beach and convenient to other parts of Norfolk Great deal - its decor is older but it served my family well. Great communication - local rep responded immediately when we overlooked an email. "
United States
Monique
The price is 11.580.727 ₫
22.549.165 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Bay View Bungalow By The Pier 4 Bedroom Home by RedAwning
Interior

406a The Beach House

406a The Beach House
3.0 star property
Northeast Virginia Beach
The price is 62.145.880 ₫
85.138.581 ₫ total
includes taxes & fees
16 Jun - 17 Jun
406a The Beach House
On the beach, beach towels

Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away

Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away
2.0 star property
Hampton
The price is 6.528.483 ₫
14.002.676 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Buckroe Bungalow Buckroe Bungalow Escape to the Beach 2mins Away
House | 2 bedrooms

Ice Ice Baby Downtown Newport News

Ice Ice Baby Downtown Newport News
2.0 star property
Downtown Newport News
7.4 out of 10, Good, (3 reviews)
"Loved the place.. clean and quiet!! Perfect for a weekend getaway "
United States
Nicole
Ice Ice Baby Downtown Newport News
House (2 Bedrooms) | Interior

508 A The Shore Break Cottage

508 A The Shore Break Cottage
3.0 star property
Northeast Virginia Beach
The price is 62.145.880 ₫
82.519.681 ₫ total
includes taxes & fees
8 Jun - 9 Jun
508 A The Shore Break Cottage
Villa (2 Bedrooms) | Interior

410b The King Neptune House

410b The King Neptune House
3.0 star property
Northeast Virginia Beach
The price is 62.145.880 ₫
85.138.581 ₫ total
includes taxes & fees
8 Jun - 9 Jun
410b The King Neptune House
Villa (1 Bedroom) | Interior

Upstairs 1Br Beach Apartment in the Heart of the Vibe District 5 Minute Stroll to Beach 1480

Upstairs 1Br Beach Apartment in the Heart of the Vibe District 5 Minute Stroll to Beach 1480
3.0 star property
Northeast Virginia Beach
The price is 62.145.880 ₫
81.210.245 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Upstairs 1Br Beach Apartment in the Heart of the Vibe District 5 Minute Stroll to Beach 1480
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portsmouth Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

10/10 Excellent
"My family and I had an amazing stay at Hilton Vacation Club Ocean Beach Club! This trip was very meaningful to us because we were celebrating both my daughter’s 4th birthday and my graduation weekend, and the experience exceeded our expectations. The resort was clean, comfortable, and in a perfect location right by the beach. The staff was friendly and welcoming, which made our stay even more enjoyable. We loved being able to relax, enjoy being at a walking distance from the beach, and make special memories together as a family. Everything about our stay helped make our celebration weekend feel extra special. My daughter had a wonderful birthday, and I couldn’t have asked for a better place to celebrate such an important milestone in my life. I really enjoyed my time here and can’t wait to come back again in the future. Thank you for helping make our special weekend one to remember!"
Le'Twanya 2-night trip
Posted less than an hour ago
Hilton Vacation Club Ocean Beach Club Virginia Beach

Frequently asked questions

Are there holiday rentals in Portsmouth?

Yes, there are holiday rentals in Portsmouth close to Children's Museum of Virginia, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and museums in Portsmouth. Make sure you allow time to enjoy the riverfront during your holiday.

How many holiday rentals are there in Portsmouth?

Choose from 60 Expedia holiday rentals in Portsmouth for a memorable holiday.

What can I see and do in Portsmouth?

Children's Museum of Virginia and Portsmouth Naval Shipyard Museum are a couple of the family-friendly sights, whereas cultural attractions include Commodore Theatre and United States Lightship Portsmouth. Rivers Casino Portsmouth and Tidewater Yacht Marina are other places to visit while you're in town.

What are holiday rentals like in Portsmouth?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portsmouth. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips.