Portsmouth Holiday Rentals

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Our top choices for Portsmouth holiday rentals

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Nice area. Parking was confusing at first but host was very responsive "
United States
Ed and Laura S.
The price is NZ$323
includes taxes & fees
13 Apr - 14 Apr
Private 1 Bed Apt - Historic Olde Towne Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is NZ$475
includes taxes & fees
29 Apr - 30 Apr
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.4 out of 10, Exceptional, (18 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
The price is NZ$508
includes taxes & fees
7 Apr - 8 Apr
Comfortable & Private 2 Bedrm Cottage w/ King bed.

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"It’s was great staying "
United States
Shalena K.
The price is NZ$327
includes taxes & fees
3 May - 4 May
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.2 out of 10, Wonderful, (40 reviews)
"Beautiful place, beautiful location "
United States
rocco m.
The price is NZ$471
includes taxes & fees
8 Apr - 9 Apr
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (26 reviews)
"Great stay, host is very responsive to issues and concerns "
United States
Jackson H.
The price is NZ$502
includes taxes & fees
29 Apr - 30 Apr
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Portside Kid Friendly Fast Wi-Fi Self Check in

Portside Kid Friendly Fast Wi-Fi Self Check in
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"The owners were very quick to answers any questions and able to assist with our needs.Amazing costumer service."
United States
Stephanie T.
The price is NZ$428
includes taxes & fees
8 Apr - 9 Apr
Portside Kid Friendly Fast Wi-Fi Self Check in

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
9.0 out of 10, Wonderful, (39 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is NZ$679
includes taxes & fees
5 Apr - 6 Apr
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Your Tropical Oasis awaits in Hampton Roads Virginia

Your Tropical Oasis awaits in Hampton Roads Virginia
Portsmouth
The price is NZ$559
includes taxes & fees
5 Apr - 6 Apr
Your Tropical Oasis awaits in Hampton Roads Virginia

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay,host was very hospital.love to enjoy it again in December "
United States
earnest d.
The price is NZ$582
includes taxes & fees
4 Apr - 5 Apr
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Wooded Wonderland

Wooded Wonderland
Portsmouth
9.8 out of 10, Exceptional, (12 reviews)
"Easy check in. House very clean and well equipped. Comfortable stay"
United States
Nona C.
The price is NZ$984
includes taxes & fees
7 Apr - 8 Apr
Wooded Wonderland

The Art Door Duplex only minutes from beach

The Art Door Duplex only minutes from beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (109 reviews)
"Many restaurants and shopping nearby. Excellent place to stay."
United States
Daniel A.
The price is NZ$393
includes taxes & fees
13 Apr - 14 Apr
The Art Door Duplex only minutes from beach

Sojourn's Harborage Jellyfish Suite Near Beach

Sojourn's Harborage Jellyfish Suite Near Beach
East Ocean View
10.0 out of 10, Exceptional, (1 review)
"The apartment was excellent! It was clean and well stocked with everything we need. The staff communicated very well. We were very satisfied and enjoyed our stay. Thank you so much for making our trip so good!"
United States
Jerrie W.
The price is NZ$642
includes taxes & fees
15 Apr - 16 Apr
Sojourn's Harborage Jellyfish Suite Near Beach

2 king beds -2nd floor walk 2 beach apt2

2 king beds -2nd floor walk 2 beach apt2
East Ocean View
10.0 out of 10, Exceptional, (2 reviews)
"I can’t say enough how perfect this place was for us! Clean, beautifully decorated, short walking distance from the beach. I would definitely stay again and again! :)"
United States
Shelby R.
2 king beds -2nd floor walk 2 beach apt2

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
9.2 out of 10, Wonderful, (19 reviews)
"Enjoyed our staycation .Will be back."
United States
Josie B.
The price is NZ$663
includes taxes & fees
5 Apr - 6 Apr
#Buckroe Bungalow ~Escape to the Beach 2mins Away!

Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Willoughby Spit
8.8 out of 10, Excellent, (8 reviews)
"Great view and close to "
United States
Julian M.
The price is NZ$509
includes taxes & fees
7 Apr - 8 Apr
Beachfront Bungalow w/ BEST Location in Ocean View!

❤️Breakfast @ Tiffany's❤️Downtown Newport News!

❤️Breakfast @ Tiffany's❤️Downtown Newport News!
Downtown Newport News
8.8 out of 10, Excellent, (5 reviews)
"Cool little place, large bathroom and living spaces.. Near restaurants and quiet too."
United States
Nathan H.
❤️Breakfast @ Tiffany's❤️Downtown Newport News!

Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (34 reviews)
"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "
United States
Daniel P.
The price is NZ$737
includes taxes & fees
27 Apr - 28 Apr
Sojourn | Coastal Cottage | 3 BR

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (282 reviews)
"Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. "
United States
Cody H.
The price is NZ$693
includes taxes & fees
6 Apr - 7 Apr
Norfolk Beach Cottage Rental

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (29 reviews)
"We loved our stay here! The property is gorgeous, the rooms are bright and spacious, and the kitchen had everything we needed for a week long stay. The kids really loved being able to spend time in the back yard looking at the water and watching the jets fly overhead. Would definitely recommend and will rebook whenever we’re back in town! "
United States
Clare G.
The price is NZ$844
includes taxes & fees
5 Apr - 6 Apr
Sojourn Aviators Dream on Back River
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.
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Top Portsmouth Hotel Reviews

Find out more about Portsmouth

Everything you need to know about Portsmouth holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portsmouth holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portsmouth holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Portsmouth holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portsmouth. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portsmouth holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portsmouth holiday rentals we have selected for you start as low as NZ$190 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portsmouth rentals

At Expedia, we put the best Portsmouth holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Portsmouth rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portsmouth holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portsmouth. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Portsmouth has to offer?

The Art Door Duplex only minutes from beach: This holiday home rental outside of Portsmouth comes with air conditioning so that you can feel at home during your trip.

How many holiday rentals are there in Portsmouth?

Choose from 65 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 Virginia Sports Hall of Fame and Museum 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.