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

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Portsmouth holiday rentals

A narrow brick pathway flanked by two houses with siding.

1. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (15 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 £143
includes taxes & fees
27 Sept - 28 Sept
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, (55 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
The price is £207
includes taxes & fees
6 Oct - 7 Oct
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

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

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (47 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is £260
includes taxes & fees
1 Oct - 2 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A dining room with a round table, four upholstered chairs, a chandelier, and a window with blinds.

4. 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)
"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 £209
includes taxes & fees
20 Oct - 21 Oct
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

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, (30 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 £226
includes taxes & fees
28 Sept - 29 Sept
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A living room with a sectional sofa, a round ottoman, a globe on a shelf, and artwork on the walls.

6. Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.2 out of 10, Wonderful, (27 reviews)
"Great small home would rent again"
United States
Ronnie B.
The price is £281
includes taxes & fees
4 Oct - 5 Oct
Comfortable & Private 2 Bedrm Cottage w/ King bed.
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

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, (12 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 £172
includes taxes & fees
28 Sept - 29 Sept
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.

8. 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 £483
includes taxes & fees
27 Sept - 28 Sept
Wooded Wonderland
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, (105 reviews)
"This property was like a home away from home. Rooms were spacious and location was good. Host was very friendly."
United States
Karen
The price is £103
includes taxes & fees
7 Oct - 8 Oct
stayAPT Suites Suffolk-Chesapeake
A modern kitchen with white cabinets, a built-in oven, and a dining area with a gray sofa and a table.

10. 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 £226
includes taxes & fees
3 Oct - 4 Oct
Guesthouse in ideal location with private entrance
A multi-story building with balconies, a courtyard with seating, and a well-maintained lawn.

11. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
9.2 out of 10, Wonderful, (20 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
The price is £104
includes taxes & fees
6 Oct - 7 Oct
stayAPT Suites Hampton
A compact room with a teal sofa, a white table, and a black chair.

12. 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, (4 reviews)
"Great place and great value!"
United States
Jim K.
The price is £128
includes taxes & fees
19 Oct - 20 Oct
Cozy 1-bedroom barn in amazing Hampton with cool AC
A hotel room with a large bed, a bedside lamp, a dresser, and a painting on the wall.

13. Sojourn's Harborage 9549 unit 1

Sojourn's Harborage 9549 unit 1
East Ocean View
9.4 out of 10, Exceptional, (11 reviews)
"Our stay was amazing! We felt safe in the area and the property was clean and felt very comfortable. There was a lot to do around the area and we are looking forward to staying here when we visit in the future. "
United States
Adriana
The price is £266
includes taxes & fees
20 Oct - 21 Oct
Sojourn's Harborage 9549 unit 1
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

14. 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 £133
includes taxes & fees
25 Oct - 26 Oct
Great Studio | Pool & Hot Tub. Your Next Vacation
A modern dining area with a glass table, blue upholstered chair, and black chairs.

15. Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (36 reviews)
"Great little house beach was good for small kids first trip to beach"
United States
Layton H.
Sojourn | Coastal Cottage | 3 BR
A bedroom with a bed, two bedside tables, and a headboard.

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
The price is £108
includes taxes & fees
27 Sept - 28 Sept
SEA-clusion 1 cozy apartment across the street from the beach!
A beach pathway leading to the ocean with sand dunes and vegetation.

17. Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (304 reviews)
"Great host! We had a great time!"
United States
Jessie m.
The price is £320
includes taxes & fees
13 Oct - 14 Oct
Norfolk Beach Cottage Rental
A beach scene with a pier in the background and a pair of flip-flops in the foreground.

18. 900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
Willoughby Spit
The price is £660
includes taxes & fees
4 Oct - 5 Oct
900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
A beachside seating area with a wooden deck and a view of the ocean.

19. 902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks

902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks
Willoughby Spit
The price is £652
includes taxes & fees
27 Sept - 28 Sept
902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & Kayaks
A modern kitchen with a herringbone tile backsplash, a built-in coffee maker, and a dining area with a gray sofa and a ceiling fan.

20. Sojourn 2 BR Luxury Beach Side Suite Surf Suite

Sojourn 2 BR Luxury Beach Side Suite Surf Suite
Cottage Park
8.8 out of 10, Excellent, (3 reviews)
"Great location, comfy bed, comfy beach chairs and plenty of towels provided. Very communicative property manager - overall a wonderful stay and we’ll be back!"
United States
Liza M.
The price is £283
includes taxes & fees
4 Oct - 5 Oct
Sojourn 2 BR Luxury Beach Side Suite Surf Suite
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

Comfort Suites Chesapeake - Norfolk

Comfort Suites Chesapeake - Norfolk

10/10 Excellent
"Great stay, with the modernization of the name brand compared to Hyatt, Marriot. Give this hotel a try, excellent stay will visit again when I'm in Chesapeake area."
Vivekananda 3-night trip
Posted 4 hours ago
Comfort Suites Chesapeake - Norfolk

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 £77 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. Some other top choices in Portsmouth are Historic Old Towne Southern Charm and Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!.

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.