A marina with several boats docked, surrounded by modern buildings including a Hilton hotel and a SunTrust building.

Holiday Rentals in Portsmouth

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Our top choices for Portsmouth holiday rentals

1. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (17 reviews)
"What an awesome place! A perfect location. Close to tons of activities. We would definitely stay again. "
United States
bethany h.
The price is €172
includes taxes & fees
29 Oct - 30 Oct
Private 1 Bed Apt - Historic Olde Towne Portsmouth

2. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (48 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is €307
includes taxes & fees
26 Oct - 27 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

3. 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
9.8 out of 10, Exceptional, (9 reviews)
"This was the perfect experience for our vacation and we highly recommend this property and the host was so easy to get in contact with!"
United States
Coachmeech Gaming O.
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

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

Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Portsmouth
9.0 out of 10, Wonderful, (55 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
The price is €271
includes taxes & fees
22 Oct - 23 Oct
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental

5. 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, (31 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is €264
includes taxes & fees
26 Oct - 27 Oct
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

6. Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
Portsmouth
9.2 out of 10, Wonderful, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is €323
includes taxes & fees
27 Oct - 28 Oct
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!

7. 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
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is €222
includes taxes & fees
22 Oct - 23 Oct
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

8. Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
Centrally Located Hampton Roads Home w/ Game Room!

9. Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very nice! And the host was in full contact with us throughout our stay to make sure we had everything we needed. Also, our family LOVED the video games. "
United States
Elaine P.
Centrally Located Hampton Roads Home w/ Game Room!

10. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property not too far from the beaches! Between the pool, hot tub, mini golf, and theater room, our family had plenty to do at the house when we weren't out exploring Virginia Beach. Owner was quick to respond to any questions or needs as well."
United States
Erin W.
The price is €549
includes taxes & fees
28 Oct - 29 Oct
Wooded Wonderland

11. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (112 reviews)
"Theophilus was great at check in. Amazing customer service, quick check-in. The place was clean, the rooms were very clean. The overall atmosphere was great. I will definitely stay here again."
United States
Tarina
The price is €122
includes taxes & fees
29 Oct - 30 Oct
stayAPT Suites Suffolk-Chesapeake

12. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.0 out of 10, Wonderful, (32 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is €124
includes taxes & fees
25 Oct - 26 Oct
stayAPT Suites Hampton

13. Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (6 reviews)
"The property was clean, quiet and had everything we needed for a few days in town to see our grandbabies and daughter. Easy to find, park and just a few blocks from the highway, many food options and Kroger."
United States
Audrey J.
The price is €266
includes taxes & fees
7 Nov - 8 Nov
Guesthouse in ideal location with private entrance

14. Sojourn's Harborage Pet-Friendly

Sojourn's Harborage Pet-Friendly
East Ocean View
8.6 out of 10, Excellent, (9 reviews)
"Everything was cleaned and very nice."
United States
Tilshon
Sojourn's Harborage Pet-Friendly

15. Sojourn 1 BR Beach Home with Private Beach Access

Sojourn 1 BR Beach Home with Private Beach Access
Cottage Park
8.2 out of 10, Very good, (21 reviews)
"Property was very inviting for my stay. Enjoyed the direct access to the beach as well!"
United States
Rashaad R.
The price is €253
includes taxes & fees
3 Nov - 4 Nov
Sojourn 1 BR Beach Home with Private Beach Access

16. Sojourn's Harborage S

Sojourn's Harborage S
East Ocean View
9.4 out of 10, Exceptional, (3 reviews)
"Clean and pet friendly one bedroom apartment with everything we needed for an amazing weekend away. Highly recommend."
United States
William
The price is €244
includes taxes & fees
28 Oct - 29 Oct
Sojourn's Harborage S

17. Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
8.0 out of 10, Very good, (5 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is €187
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

18. Sojourn Beach Side Paradise Cove Suite

Sojourn Beach Side Paradise Cove Suite
Cottage Park
9.4 out of 10, Exceptional, (3 reviews)
"Fantastic stay at Paradise Cove. We had plenty of room, location was convenient to so many great things. I would definitely stay here again!"
United States
Amy S.
The price is €327
includes taxes & fees
28 Oct - 29 Oct
Sojourn Beach Side Paradise Cove Suite

19. Cozy 1-bedroom barn in amazing Hampton with cool AC

Cozy 1-bedroom barn in amazing Hampton with cool AC
Hampton
10.0 out of 10, Exceptional, (5 reviews)
The price is €241
includes taxes & fees
22 Oct - 23 Oct
Cozy 1-bedroom barn in amazing Hampton with cool AC
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, apart-hotels, 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 €92 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?

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth: This highly rated holiday home rental in Portsmouth offers an outdoor pool, a fireplace and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a patio and a garden. Our travellers also rate Historic Old Towne Southern Charm as a favourite home for rent in Portsmouth.

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 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.