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

Portsmouth Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Portsmouth vacation rentals

Property grounds

1. Private 1 Bed Apt - Historic Olde Towne Portsmouth

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Portsmouth
10.0 out of 10, Exceptional, (11 reviews)
"What an awesome place! A perfect location. Close to tons of activities. We would definitely stay again. "
United States
bethany h.
$159 nightly
The price is $186
Aug 30 - Aug 31
Total with taxes and fees
Private 1 Bed Apt - Historic Olde Towne Portsmouth
Property grounds

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, (53 reviews)
"Comfortable home and clean quiet stay. "
United States
Lisa H.
$240 nightly
The price is $279
Sep 2 - Sep 3
Total with taxes and fees
Historic Olde Towne 2 Bedroom 1 Bath 1100sq ft Vacation Rental
Coffee/tea maker, fridge, microwave, oven

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

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.2 out of 10, Very Good, (44 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
$302 nightly
The price is $350
Sep 1 - Sep 2
Total with taxes and fees
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Coffee/tea maker, fridge, microwave, oven

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, (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.
$286 nightly
The price is $332
Sep 8 - Sep 9
Total with taxes and fees
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Dining

5. 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.
$229 nightly
The price is $266
Aug 31 - Sep 1
Total with taxes and fees
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Game room

6. 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.
$549 nightly
The price is $634
Sep 1 - Sep 2
Total with taxes and fees
Centrally Located Hampton Roads Home w/ Game Room!
Dining

7. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Little too cold for swimming but the pool was beautiful. House was very clean and comfortable. We had 8 staying and we didn’t feel on top of each other. One of our party left her jewelry behind but the owner was great and arrangements where made to get them back to her. Would definitely stay again!"
United States
Dawn J.
$563 nightly
The price is $650
Sep 7 - Sep 8
Total with taxes and fees
Wooded Wonderland
House (4 Bedrooms) | Interior

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

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
$536 nightly
The price is $619
Sep 1 - Sep 2
Total with taxes and fees
Centrally Located Hampton Roads Home w/ Game Room!
Smart TV, DVD player

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

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.2 out of 10, Wonderful, (26 reviews)
"Great small home would rent again"
United States
Ronnie B.
$294 nightly
The price is $341
Aug 30 - Aug 31
Total with taxes and fees
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Smart TV, fireplace

10. 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
8.6 out of 10, Excellent, (11 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
$191 nightly
The price is $223
Sep 8 - Sep 9
Total with taxes and fees
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Terrace/patio

11. stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake
3.5 star property
Suffolk
9.6 out of 10, Exceptional, (103 reviews)
"Perfect! Will stay again and will look for this brand in my future travels."
United States
Melissa
$119 nightly
The price is $137
Sep 3 - Sep 4
Total with taxes and fees
stayAPT Suites Suffolk-Chesapeake
Property grounds

12. stayAPT Suites Hampton

stayAPT Suites Hampton
2.5 star property
Coliseum Central
10.0 out of 10, Exceptional, (9 reviews)
"Great stay! Comfortable & close to a lot of stores & restaurants"
United States
Vanessa
$112 nightly
The price is $131
Sep 7 - Sep 8
Total with taxes and fees
stayAPT Suites Hampton
Apartment, Balcony | Living area

13. Nyakio Suite

Nyakio Suite
2.0 star property
Greenbrier
$491 nightly
The price is $567
Aug 31 - Sep 1
Total with taxes and fees
Nyakio Suite
Living area

14. Beautiful, spacious home in welcoming Norfolk.

Beautiful, spacious home in welcoming Norfolk.
Norfolk
7.4 out of 10, Good, (3 reviews)
"Host was great, very responsive. The house was great and very clean. Very quiet neighborhood. Short drive to everything Norfolk and Virginia Beach had to offer."
United States
shereece t.
$537 nightly
The price is $621
Sep 5 - Sep 6
Total with taxes and fees
Beautiful, spacious home in welcoming Norfolk.
Indoor pool

15. Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
9.4 out of 10, Exceptional, (8 reviews)
$315 nightly
The price is $362
Sep 6 - Sep 7
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Indoor pool

16. 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.
$156 nightly
The price is $179
Sep 6 - Sep 7
Total with taxes and fees
Great Studio | Pool & Hot Tub. Your Next Vacation
Coffee/tea maker, fridge, microwave, stovetop

17. 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.
$256 nightly
The price is $293
Sep 6 - Sep 7
Total with taxes and fees
Guesthouse in ideal location with private entrance
On the beach, sun loungers, beach towels

18. New Beach Home on the Chesapeake Bay

New Beach Home on the Chesapeake Bay
East Ocean View
8.8 out of 10, Excellent, (6 reviews)
"Excellent Host! The check in process an eaze! The house is as described super clean! The host provided more than enough accommodations and even leaves a nice treat for their guest! The location is excellent right by the stairs to the beach! Will definitely book again. "
United States
Shardae F.
$816 nightly
The price is $942
Sep 7 - Sep 8
Total with taxes and fees
New Beach Home on the Chesapeake Bay
Bungalow, 3 Bedrooms | Beach | On the beach

19. Beach Front On The Bay 3 Bedroom Bungalow

Beach Front On The Bay 3 Bedroom Bungalow
3.0 star property
Cottage Park
10.0 out of 10, Exceptional, (1 review)
"This was excellent for my plans. The location was amazing and the beach access top tier. I would definitely rent this property again!"
United States
Simone
$554 nightly
The price is $640
Sep 1 - Sep 2
Total with taxes and fees
Beach Front On The Bay 3 Bedroom Bungalow
Smart TV, video games, table tennis, books

20. Pet Friendly Family Getaway + 1 Block from Beach + Game Room + Fenced Yard

Pet Friendly Family Getaway + 1 Block from Beach + Game Room + Fenced Yard
Bayview
10.0 out of 10, Exceptional, (20 reviews)
"Beautiful home that is very close to the ocean with lots of options of things to do. We had a wonderful stay!"
United States
Nate K.
$478 nightly
The price is $553
Sep 21 - Sep 22
Total with taxes and fees
Pet Friendly Family Getaway + 1 Block from Beach + Game Room + Fenced Yard
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

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

10/10 Excellent
"What can you complain about with a view like that!"
Erich 3-night trip
Posted less than an hour ago
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Find out more about Portsmouth

Everything you need to know about Portsmouth vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portsmouth vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portsmouth vacation 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 low season months. For more hustle and bustle, you may prefer to visit Portsmouth in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $104 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Portsmouth rentals

At Expedia, we put the best Portsmouth vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Portsmouth?

Yes, there are vacation rentals in Portsmouth near Children's Museum of Virginia, or you can go with a more remote option if you want a relaxing stay. Visitors like the top-notch restaurants and museums in Portsmouth. Make sure you allow time to enjoy the riverfront during your vacation.

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

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home: Visitors give good reviews to this Portsmouth vacation home rental, which is located in the city center and offers a selection of games, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Our travelers also rate Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth as a favorite home for rent in Portsmouth.

How many vacation rentals are there in Portsmouth?

Choose from 59 Expedia vacation rentals in Portsmouth for a memorable vacation.

What can I see and do in Portsmouth?

Children's Museum of Virginia and Portsmouth Naval Shipyard Museum are a couple of 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 vacation rentals like in Portsmouth?

Vacation rentals are private accommodations you can reserve for several days or more in Portsmouth. Vacation rentals offer extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.