Portsmouth Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Portsmouth

Terrace/patio
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

3.0 star property
Northeast Virginia Beach
8.2 out of 10, Very Good, (1167)
"Clean room, staff friendly, beach view 1st floor "
United States
Montoya
The price is ￥15,484
￥26,974 total
includes taxes & fees
Dec 7 - Dec 8
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Indoor pool
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3.0 star property
Northeast Virginia Beach
7.8 out of 10, Good, (1448)
"Check in was very easy and staff super friendly and helpful. Location was great. Rooms are a bit dated but clean and bed was comfortable. Loved having a kitchen area in the little suite. "
United States
Shannon
The Ocean Key Virginia Beach Resort
Indoor pool
Four Sails Resort

Four Sails Resort

4.0 star property
Northeast Virginia Beach
7.6 out of 10, Good, (48)
"Sweet little spot for the price. Easy parking"
United States
Jon
The price is ￥17,204
￥21,775 total
includes taxes & fees
Nov 26 - Nov 27
Four Sails Resort
Terrace/patio
stayAPT Suites Suffolk-Chesapeake

stayAPT Suites Suffolk-Chesapeake

2.5 star property
Suffolk
9.6 out of 10, Exceptional, (51)
"Great place to stay!"
United States
Devecia
The price is ￥18,333
￥21,054 total
includes taxes & fees
Dec 11 - Dec 12
stayAPT Suites Suffolk-Chesapeake
Property grounds
The Art Door only minutes from beach

The Art Door only minutes from beach

Northeast Virginia Beach
9.6 out of 10, Exceptional, (103)
"It was a nice place to stay for 3 of us & our dog. It was very clean & the shower was nice & spacious."
United States
Pam W.
The price is ￥15,456
￥35,876 total
includes taxes & fees
Nov 19 - Nov 20
The Art Door only minutes from beach
Property entrance
Angie's Guest Cottage

Angie's Guest Cottage

2.0 star property
Northeast Virginia Beach
8.6 out of 10, Excellent, (225)
"Central location to boardwalk music venues. Friendly staff, clean, quiet. "
United States
Robert
The price is ￥12,253
￥15,913 total
includes taxes & fees
Nov 16 - Nov 17
Angie's Guest Cottage
On the beach
The Colony at Virginia Beach

The Colony at Virginia Beach

2.5 star property
Northeast Virginia Beach
8.0 out of 10, Very Good, (6)
"-Great location steps from the beach and restaurants. -2bed/2 bath. Room very clean and plenty of room for everyone with updated bathrooms. - Outdoor pool - Oceanfront balcony - Staff super friendly and helpful - Second time staying at the Colony. We will be back!!"
United States
Leon
The Colony at Virginia Beach
On the beach, sun loungers
Oceanfront House on the beach at Croatan

Oceanfront House on the beach at Croatan

Dam Neck
8.0 out of 10, Very Good, (118)
"We loved being able to access the beach so easily. There are windows and deck seating that need to be replaced, and we were surprised that we had to rent our own linens, but our siblings and families enjoyed the open layout and functional kitchen. "
United States
Joan H.
Oceanfront House on the beach at Croatan
Pool
Charming 2-bedroom apartment in fabulous Virginia Beach with WiFi, AC

Charming 2-bedroom apartment in fabulous Virginia Beach with WiFi, AC

Northeast Virginia Beach
9.0 out of 10, Wonderful, (12)
"Great spot close to the beach with parking for 2 vehicles. Host was very responsive and friendly. Will definitely stay again."
United States
David A.
Charming 2-bedroom apartment in fabulous Virginia Beach with WiFi, AC
Interior
Your own private beach with this charming 3-bedroom beachfront house!

Your own private beach with this charming 3-bedroom beachfront house!

Cottage Line
9.6 out of 10, Exceptional, (29)
"The house was big and plenty of room for a big family. Very well stocked and very convenient location. "
United States
Julie F.
Your own private beach with this charming 3-bedroom beachfront house!
Exterior
Loft Space Minutes from Beach

Loft Space Minutes from Beach

Northwest
6.0 out of 10, (6)
"Overall the stay was good but they have a roach problem which in my opinion is very disgusting and would make me want to not stay here ever again. They also during our stay did not have functioning AC and just had a bunch of fans and a small mobile AC unit in the downstairs. Other than these two things it’s a very nice place and in a good convenient spot. "
United States
Aiden C.
Loft Space Minutes from Beach
Fridge, microwave, oven, stovetop
10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach

Dam Neck
9.4 out of 10, Exceptional, (107)
"We had 18 people ranging in age 7-68 years old staying and you could not tell. The house was so big and was able to accommodate everyone. Less than 5 min walk to the beach and 5 min drive to amusement/ water park. The host was great communicating and answering questions. Oh I forgot to mention one elevator!!!!"
United States
Leah M.
10Bd/10Ba Large Beach Home, Indoor Pool In Virginia Beach
Beach
Beach Condo 2 Min Walk From The Beach

Beach Condo 2 Min Walk From The Beach

Northeast Virginia Beach
9.4 out of 10, Exceptional, (119)
"We had the perfect stay, just a short walk to the beach. Communication was excellent and very responsive. We brought our pup and had plenty of places to walk him on the street. Would deff book again "
United States
Kayla S.
Beach Condo 2 Min Walk From The Beach
Fridge, microwave, oven, stovetop
Surfside Beach Cottage- steps from Virginia Beach Boardwalk!

Surfside Beach Cottage- steps from Virginia Beach Boardwalk!

Dam Neck
10.0 out of 10, Exceptional, (34)
"House had everything you need for a comfortable stay. Furnishing beautiful and beachy! Bedding and towels were fluffy and new. Fenced in yard was great for privacy. It was a 10!"
United States
Christine S.
Surfside Beach Cottage- steps from Virginia Beach Boardwalk!
Fridge, microwave, oven, stovetop
Beachfront Condo on the Boardwalk with Ocean Views

Beachfront Condo on the Boardwalk with Ocean Views

2.0 star property
Northeast Virginia Beach
10.0 out of 10, Exceptional, (20)
"Lovely beach front condo! Awesome layout, very nice finishes, outstanding view and amazing location! We would definitely stay here again! Plus, our hostess Tyler was top notch! 5 stars all the way around! "
United States
Amy G.
Beachfront Condo on the Boardwalk with Ocean Views
On the beach
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Willoughby Spit
9.0 out of 10, Wonderful, (69)
"Location was amazing and made the house worthwhile "
United States
Misti W.
The price is ￥21,414
￥42,272 total
includes taxes & fees
Nov 16 - Nov 17
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Beach nearby, sun loungers, beach towels
3 BLOCKS TO THE BEACH IN THE “VIBE” DISTRICT

3 BLOCKS TO THE BEACH IN THE “VIBE” DISTRICT

Northeast Virginia Beach
10.0 out of 10, Exceptional, (133)
"My parents had an awesome time"
United States
Latoya H.
3 BLOCKS TO THE BEACH IN THE “VIBE” DISTRICT
Property grounds
VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool

VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool

2.0 star property
Northeast Virginia Beach
9.8 out of 10, Exceptional, (36)
"Great location with a great view. Easy check-in/out instructions."
United States
Sheila M.
VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool
Beach nearby
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 star property
Northeast Virginia Beach
8.2 out of 10, Very Good, (1478)
"Very helpful staff. Location is perfect."
United States
Diane
The Atrium Resort, Virginia Beach by Vacatia
Beach nearby, sun loungers
Great Location ! 1 Short Block To The Boardwalk.

Great Location ! 1 Short Block To The Boardwalk.

Northeast Virginia Beach
9.6 out of 10, Exceptional, (272)
"Beautiful, clean, and close to the beach! We would definitely stay here again and highly recommend."
United States
Cassie M.
Great Location ! 1 Short Block To The Boardwalk.
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portsmouth Hotel Reviews

Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

10/10 Excellent
"Hotel was clean we were there checked in on a real busy night too, but everything went smooth. The staff is extra friendly and yes, of course the beach View is wonderful.! "
Melody 4-night trip
Posted 8 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG

Find out more about Portsmouth

Search for holiday rentals in Portsmouth on Expedia! You can easily find your home rentals, villas, holiday apartments in Portsmouth using one of the methods below:

  • View our selection of featured holiday rentals in Portsmouth
  • Use the map to find apartments and other holiday homes in the Portsmouth neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Portsmouth while they last

Look no further and take a look at our great range of rental properties in Portsmouth!

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?

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

How many vacation rentals are there in Portsmouth?

Choose from 60 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 Virginia Sports Hall of Fame and Museum and Commodore Theatre. Rivers Casino Portsmouth and United States Lightship Portsmouth 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.