Search Holiday Rentals in Portsmouth

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Portsmouth holiday rentals

A bedroom with a bed, bedside lamps, a ceiling fan, a window with curtains, a door, and a trash can.

1. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (20 reviews)
"As described, clean, comfortable, and convenient! Will look to stay here again next time in the area."
United States
Mark D.
The price is £128
includes taxes & fees
16 Nov - 17 Nov
Private 1 Bed Apt - Historic Olde Towne Portsmouth
A glass-top table with two cushioned chairs on a wooden deck, a vase with red flowers, and a brick wall.

2. 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, (57 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
The price is £214
includes taxes & fees
11 Nov - 12 Nov
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

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
9.4 out of 10, Exceptional, (10 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.
The price is £190
includes taxes & fees
20 Nov - 21 Nov
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

4. 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, (33 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 £218
includes taxes & fees
1 Dec - 2 Dec
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A modern living room with a wooden coffee table, a large white orchid, and a flat-screen TV.

5. 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, (29 reviews)
"We really enjoyed our stay! The house was cozy and the perfect size for the three of us. While we didn't do any cooking, the kitchen appeared to have everything you would need. The shower had great hot water, which was nice after a long day. The neighborhood was quiet and peaceful, and there were several good restaurants nearby, making it easy to grab a meal. We'd definitely stay here again!"
United States
Allan S.
The price is £256
includes taxes & fees
16 Nov - 17 Nov
Cozy Private Cottage, Wifi, Pet Friendly & Perfect for Extended Stays!
A poolside area with a covered seating area, a pool, and a white fence.

6. 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 £165
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

7. 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 £437
includes taxes & fees
11 Nov - 12 Nov
Wooded Wonderland
A wooden deck with a railing overlooking a lake, surrounded by lush greenery.

8. 3D Theater plus Dock on Small Lake

3D Theater plus Dock on Small Lake
Portsmouth
8.6 out of 10, Excellent, (4 reviews)
"Very nice property. Quiet neighborhood with a beautiful lake view."
United States
Muun Queen M.
The price is £285
includes taxes & fees
11 Nov - 12 Nov
3D Theater plus Dock on Small Lake
A modern courtyard with white furniture, a central seating area, and a small lawn.

9. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (118 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 £102
includes taxes & fees
19 Nov - 20 Nov
stayAPT Suites Suffolk-Chesapeake
Private kitchen

10. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (40 reviews)
"Great stay! Will be staying again!"
United States
Wakeelah
The price is £100
includes taxes & fees
11 Nov - 12 Nov
stayAPT Suites Hampton
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window.

11. Entire Home in Chesapeake, Virginia

Entire Home in Chesapeake, Virginia
3.0 star property
Chesapeake
The price is £477
includes taxes & fees
23 Nov - 24 Nov
Entire Home in Chesapeake, Virginia
An outdoor patio with wooden furniture, a fire pit, and a covered area with a view of the surrounding landscape.

12. Sojourn's Harborage | Pet-Friendly

Sojourn's Harborage | Pet-Friendly
East Ocean View
10.0 out of 10, Exceptional, (1 review)
"Beautiful stay. Pet friendly. Spacious. "
United States
Antonio R.
The price is £189
includes taxes & fees
1 Dec - 2 Dec
Sojourn's Harborage | Pet-Friendly
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

13. Great Studio | Pool & Hot Tub. Your Next Vacation

Great Studio | Pool & Hot Tub. Your Next Vacation
Chesapeake
10.0 out of 10, Exceptional, (3 reviews)
"Impressed with the whole experience. "
United States
Patricia M.
The price is £119
includes taxes & fees
6 Dec - 7 Dec
Great Studio | Pool & Hot Tub. Your Next Vacation
A modern kitchen with white cabinets, a built-in oven, and a dining area with a gray sofa and a table.

14. Guesthouse in ideal location with private entrance

Guesthouse in ideal location with private entrance
Suffolk
10.0 out of 10, Exceptional, (7 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 £211
includes taxes & fees
16 Nov - 17 Nov
Guesthouse in ideal location with private entrance
A compact living space with a dining area, a sofa, a coffee table, and a kitchenette.

15. The SEA-renity 12 cozy apartment across from the beach

The SEA-renity 12 cozy apartment across from the beach
Bayview
10.0 out of 10, Exceptional, (1 review)
"Programar con tiempo"
United States
Francisco Javier
The price is £71
includes taxes & fees
16 Nov - 17 Nov
The SEA-renity 12 cozy apartment across from the beach
A bedroom with a bed, a dresser, a mirror, and a window with curtains.

16. SEA-clusion 1 cozy apartment across the street from the beach!

SEA-clusion 1 cozy apartment across the street from the beach!
Cottage Line
10.0 out of 10, Exceptional, (3 reviews)
"Enjoyed staying here..very cozy..host is amazing"
United States
Theresa S.
The price is £75
includes taxes & fees
16 Nov - 17 Nov
SEA-clusion 1 cozy apartment across the street from the beach!
An outdoor patio with wooden furniture, a fire pit, and a covered area with a view of the surrounding landscape.

17. 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 £187
includes taxes & fees
30 Nov - 1 Dec
Sojourn's Harborage S
A coastal beach with buildings in the background.

18. Sojourn Tide Suite, Beachside 2BD in Ocean View

Sojourn Tide Suite, Beachside 2BD in Ocean View
Cottage Park
8.4 out of 10, Very good, (6 reviews)
"Great location and relaxing stay"
United States
Thomas H.
The price is £257
includes taxes & fees
16 Nov - 17 Nov
Sojourn Tide Suite, Beachside 2BD in Ocean View
Living area

19. Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV

Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
Norfolk
9.0 out of 10, Wonderful, (31 reviews)
"It was a great stay"
United States
Kim S.
The price is £153
includes taxes & fees
26 Nov - 27 Nov
Cozy Frog on the Beach! 2-bedroom Efficiency w/ Beach Access, WiFi, Smart TV
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

Find holiday rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Top Portsmouth Hotel Reviews

A spacious room with a pool table, comfortable seating, and large windows offering a view of the cityscape.
Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel

Renaissance Portsmouth-Norfolk Waterfront Hotel
Portsmouth

8/10 Good

Very nice hotel, good location with fantastic views, boat connection to Norfolk downtown. Breakfast was very American, so not the best for European. Missing veggies, ham, bad coffee... Cleaning in the room could be better, floors were not clean.
United Kingdom
Miroslava
Reviewed July 23, 2025
Renaissance Portsmouth-Norfolk Waterfront Hotel

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 £70 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.