Portsmouth Holiday Rentals

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Holiday Rentals in Portsmouth

Private Estate on 4 Acres
9.6 out of 10, Exceptional, (21)
"There was no need to leave the property. The house was so large, everyone had her own bedroom with a couple left vacant. We felt at home, it was welcoming. The kitchen had all we needed. We did not need to use our bottled water we brought because the host provided it for us. We did not need to use the paper products we brought because there were nice dishes and flatware in the kitchen. The kitchen is modern and comfortable. We enjoyed watching movies in the family room and playing card and board...
The price is NZ$2,892
per night
5 Jun - 6 Jun
Private Estate on 4 Acres
The Atrium Resort by VSA Resorts
3.5 star property
8.2 out of 10, Very good, (1093)
"The pool was really cloudy and pretty small. The picture is a little deceiving. A lot of times, there was no one at the front desk. When we checked in we waited 20 minutes before someone came to the front desk to check us in. But-the rooms are super clean, comfortable, and the staff were really friendly. "
The price is NZ$315
per night
2 Jun - 3 Jun
The Atrium Resort by VSA Resorts
The Ocean Sands Resort by VSA Resorts
3.0 star property
8.0 out of 10, Very good, (1286)
"Property net my needs and was enough space for two. Upgrading the tv would be nice. No streaming available and tvs weren’t smart so no apps. But that’s nitpicking. "
The price is NZ$415
per night
12 Jun - 13 Jun
The Ocean Sands Resort by VSA Resorts
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The Ocean Key Resort by VSA Resorts
3.0 star property
7.6 out of 10, Good, (1135)
"Close to the beach, walk distance friendly stuff, "
The price is NZ$399
per night
12 Jun - 13 Jun
The Ocean Key Resort by VSA Resorts
Beach Condo 2 Min Walk From The Beach
9.2 out of 10, Wonderful, (93)
"2min walk was th best! The house was fun!! Sunrise and sunset on th beach was incredible! Would definitely recommend and go again to this same place!"
Beach Condo 2 Min Walk From The Beach
Beach Condo, Walk To The Beach
9.4 out of 10, Exceptional, (41)
"The property owner felt like a longtime friend by the time our weekend was over. Super nice & welcoming. The place was perfect for what we needed. The shower was a little small but thats just bc we needed more. Its perfect for a small family stay. Thank you for allowing us to be there. You are awesome!"
Beach Condo, Walk To The Beach
The Art Door only minutes from beach
9.8 out of 10, Exceptional, (36)
"This cute little apartment is the perfect getaway spot and pet friendly! It was super clean and smelled fantastic. The fenced in backyard is perfect to just sit out and enjoy the warm weather, and to be outside with your dog! The bathroom is a great size and beautiful! The bed was very comfortable and the linens and towels were great quality. The living room and kitchen was an added bonus, although we didn’t use it much. The host was very responsive and attentive to our needs, offering to adjust...
The price is NZ$417
per night
17 Jun - 18 Jun
The Art Door only minutes from beach
Cozy Suite at the Beach
8.4 out of 10, Very good, (53)
"We had a great stay at this property for 3 nights. It is a perfect fit for two adults and a dog and was right around the corner from the ocean. The bed and bathtub were absolutely wonderful! I appreciated the communication from owners and had an easy, peaceful weekend. Thanks!"
The price is NZ$557
per night
31 May - 1 Jun
Cozy Suite at the Beach
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
10.0 out of 10, Exceptional, (68)
"I cannot say enough about our stay here. From the initial contact to our checkout, it was the most accommodating, guest-friendly experience we could have asked for. Instructions were simple and had no trouble settling in. The place was clean, comfortable and had everything we needed. They even added special touches to celebrate my girlfriend’s birthday, which was the reason for our trip. Easy access to bicycles, the boardwalk, as well as our own private area to sit by the beach and enjoy the...
The price is NZ$629
per night
22 Jun - 23 Jun
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
Angie's Guest Cottage
2.0 star property
8.4 out of 10, Very good, (179)
"Honestly the only negative was the tiny parking space but it's beachfront cottage. having parking included at all was nice. Friendly clean and close to everything"
The price is NZ$227
per night
5 Jun - 6 Jun
Angie's Guest Cottage
Lovely 4-bedroom open concept home 8mins from oceanfront
2.6 out of 10, (4)
"The place was filthy! We attempted to communicate and the host yelled at us argued we were wrong. Called Vrbo and they said the owner needed yo speak with us and come up with a resolution. After a whole hour an agent attempted to connect us with the owner who did not respond. The host “tammy” called me asking for pics…I sent all pics and she still argued. I was in the streets with my children. We couldn’t stay. I have all pics a video. It was scam and inconsideration. Property not as advertised....
Lovely 4-bedroom open concept home 8mins from oceanfront
Great Location ! 1 Short Block To The Boardwalk.
9.6 out of 10, Exceptional, (206)
"Location excellent.Walking distance convenient. Quiet complex. Only drawback is narrow parking lot."
Great Location ! 1 Short Block To The Boardwalk.
Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR 1.5 Bath
8.4 out of 10, Very good, (37)
"The ceiling was low, bathroom sink was clogged. Bathroom floor needs work. Property was clean and beds were comfortable. Loved being at the beach. They have a different Property i stayed at on an earlier date that was great. Although we didnt care for the mentioned things, the process was easy and the owners were good to deal with."
Rustic Beach Front Apartment - Cozy, Rustic and On the Beach! - 2 BR 1.5 Bath
Norfolk Beach Cottage Rental
9.0 out of 10, Wonderful, (229)
"two downstairs bedrooms and one upstairs made the accommodations great for us. Easy access to the beach, grocery store, and restaurants was very convenient. Host was very helpful and responsive. Thank you!"
The price is NZ$648
per night
11 Jun - 12 Jun
Norfolk Beach Cottage Rental
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
9.0 out of 10, Wonderful, (48)
"My husband booked this stay for myself and a friend for my birthday. It was a nice getaway for us to enjoy and this spot was perfect for our weekend. Thank you!"
The price is NZ$795
per night
5 Jun - 6 Jun
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Cozy Ocean-Side Cottage @ Peaceful North End of Virginia Beach
9.6 out of 10, Exceptional, (81)
"Perfect spot and great access to the beach. I plan on booking here again."
Cozy Ocean-Side Cottage @ Peaceful North End of Virginia Beach
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
9.0 out of 10, Wonderful, (42)
"We have family in Norfolk! That would be a great rental in the summer months."
The price is NZ$648
per night
31 May - 1 Jun
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Norfolk Oasis
9.2 out of 10, Wonderful, (11)
"From the moment we walked in the door we were immediately greeted with the smell of freshly cleaned floors, linens, and counter tops. I was very impressed by the customer service of our hosts and the speed at which they responded to any of our questions. They were very kind and respectful as well. We were visiting from NY, and the house was pleasantly bigger than what we expected. They provided clean linens and basically everything we needed for the weekend. Will definitely recommend and stay...
Norfolk Oasis
Recently Remodeled Northend Home Just Steps From Beach With Pool Table
9.6 out of 10, Exceptional, (127)
"Was looking for a place to stay for myself along with a group of undergraduate students for participation in a competition at the nearby state park. This was a great spot, and the house layout made it easy for the students and I to have separate spaces."
Recently Remodeled Northend Home Just Steps From Beach With Pool Table
Newly Renovated, Pet-Friendly 1st FLR 2 BR Cottage by Boardwalk (508A)
9.2 out of 10, Wonderful, (33)
"Overall, the stay was great. We did have to park behind the house and walk around the house to enter. Street construction is taking place in front of the house. 18th Street is closed to traffic for several blocks, so this is major construction that started a while ago and is not close to being completed. We totally understand the owner has no control of this situation, but it would have been nice to know more than the day before. I would still recommend staying here."
Newly Renovated, Pet-Friendly 1st FLR 2 BR Cottage by Boardwalk (508A)
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See all available properties in Portsmouth
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.

Other types of properties in Portsmouth you may be interested in

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
3.0 star property
8.0 out of 10, Very good, (1842)
"Room could have been a little more clean. Everything else went ver well."
The price is NZ$374
per night
9 Jun - 10 Jun
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA
Delta Hotels by Marriott Virginia Beach Waterfront
4.0 star property
8.6 out of 10, Excellent, (991)
"Beautiful area. "
The price is NZ$396
per night
3 Jun - 4 Jun
Delta Hotels by Marriott Virginia Beach Waterfront
Schooner Inn
2.0 star property
8.8 out of 10, Excellent, (2399)
"Everything was great!!"
The price is NZ$184
per night
4 Jun - 5 Jun
Schooner Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Portsmouth holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Portsmouth. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Portsmouth. Seeing all the best attractions is bound to make you fall in love with Portsmouth. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Portsmouth short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Portsmouth?

Yes, there are holiday rentals in Portsmouth close to Portsmouth Naval Shipyard Museum, 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?

The Atrium Resort by VSA Resorts: This holiday home rental outside of Portsmouth is located by the ocean, and has an indoor pool, an arcade/games room and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Portsmouth?

Choose from 53 Expedia holiday rentals in Portsmouth for a memorable holiday.

What can I see and do in Portsmouth?

Portsmouth Naval Shipyard Museum and Children's Museum of Virginia are a couple of the family-friendly sights, whereas cultural attractions include Virginia Sports Hall of Fame and Museum and Commodore Theatre. Rivers Casino Portsmouth and Tidewater Yacht Marina 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.

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