Portsmouth holiday homes

We found 4,101 holiday rentals — enter your dates for availability
Discover a selection of 60 homes, 22 apartments and other holiday rentals in Portsmouth that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as parking and air conditioning. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Portsmouth

Showing deals for:13 Nov - 20 Nov

Dining
Private kitchen
Private kitchen
Room
Exceptional
(15 reviews)

Convenient Beach Home, Beach Access Across Street

Norfolk

7% off
NZ$8,196
for 7 nights, 1 home
NZ$1,171 per night
includes taxes & fees
Convenient Beach Home, Beach Access Across Street
Interior
Dining
Interior
Private kitchen
Exceptional
(25 reviews)

Brand New & Fully Renovated Luxury! 3 Min Walk From Your Peaceful Beach!

Norfolk

7% off
NZ$5,177
for 7 nights, 1 home
NZ$740 per night
includes taxes & fees
Brand New & Fully Renovated Luxury! 3 Min Walk From Your Peaceful Beach!
side bathroom for pool breaks
Pool
Exterior
back porch
Excellent
(79 reviews)

Reunion Paradise! Spacious Luxury Home and Pool House

Virginia Beach

7% off
NZ$10,548
for 7 nights, 1 home
NZ$1,507 per night
includes taxes & fees
Reunion Paradise! Spacious Luxury Home and Pool House
Room
Living room with fire place
kitchen
Living room
Exceptional
(265 reviews)

Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking

Virginia Beach

7% off
NZ$3,808
for 7 nights, 1 cottage
NZ$544 per night
includes taxes & fees
Steps to the Ocean! Family and Dog Friendly North End Cottage w/ Rsrv Parking
Room
Private kitchen
Dining
Living area
Exceptional
(11 reviews)

Big Family Getaway - Walk to the Beach! Sleeps 10!

Hampton

23% off
NZ$6,785
for 7 nights, 1 home
NZ$969 per night
includes taxes & fees
Big Family Getaway - Walk to the Beach! Sleeps 10!
Dining
Exterior detail
Private kitchen
Interior
Exceptional
(249 reviews)

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

Spring Grove

12% off
NZ$5,540
for 7 nights, 1 cottage
NZ$791 per night
includes taxes & fees
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Living room showing entrance to kitchen
Full kitchen with above stove microwave, dishwasher and refrigerator.
Seperate Entrance to Downstairs master bedroom
Living Room with natural gas fireplace.
Wonderful
(79 reviews)

Bike to the Beach...Avoid Expensive and Hectic Parking! Also see listing 701927!

Virginia Beach

11% off
NZ$3,462
for 7 nights, 1 home
NZ$495 per night
includes taxes & fees
Bike to the Beach...Avoid Expensive and Hectic Parking! Also see listing 701927!
Interior
Private kitchen
Interior
Living area
Exceptional
(12 reviews)

-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!

Newport News

8% off
NZ$4,738
for 7 nights, 1 home
NZ$677 per night
includes taxes & fees
-NEW- Beautiful, Cozy & stylish home with office-for your family! Pet Friendly!
Interior
Living area
Outdoor dining
Private kitchen
Exceptional
(5 reviews)

3-bedroom Cape Cod Guesthouse on the Peninsula

Newport News

8% off
NZ$3,691
for 7 nights, 1 home
NZ$527 per night
includes taxes & fees
3-bedroom Cape Cod Guesthouse on the Peninsula
Living area
Living area
Dining
Private kitchen
Exceptional
(17 reviews)

Beachside Escape 2-Bedroom Gem in Norfolk, Steps from the Sand, with AC and Wifi

Norfolk

7% off
NZ$2,781
for 7 nights, 1 home
NZ$397 per night
includes taxes & fees
Beachside Escape 2-Bedroom Gem in Norfolk, Steps from the Sand, with AC and Wifi
Interior
Lightwood in the beautiful Spring Sunshine
Rich colors in a room full of warmth. The Muse of Music hangs above, circa 1580
Entrance to house grounds
Exceptional
(146 reviews)

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Spring Grove

9% off
NZ$5,456
for 7 nights, 1 home
NZ$779 per night
includes taxes & fees
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
Private kitchen
Terrace/patio
Dining
Exterior
Exceptional
(8 reviews)

Cute Wythe Two Bedroom at Robinson Park

Hampton

11% off
NZ$3,501
for 7 nights, 1 home
NZ$500 per night
includes taxes & fees
Cute Wythe Two Bedroom at Robinson Park
We are located minutes from the Virginia Beach Conference Center.
Get up early for a beautiful sunrise over the Atlantic.
Queen bed with large closet and plenty of drawer space to make yourself at home.
Rudee Inlet - Fishing trips, parasailing, boat cruises, jets skiing, paddleboard
Exceptional
(143 reviews)

Entire Home - Pet Friendly - Close to Beach - 2 Guests

Virginia Beach

7% off
NZ$2,819
for 7 nights, 1 home
NZ$403 per night
includes taxes & fees
Entire Home - Pet Friendly - Close to Beach - 2 Guests
Dining
Living area
Terrace/patio
Interior
Exceptional
(9 reviews)

Welcome to Harper's Haven

Hampton

7% off
NZ$2,702
for 7 nights, 1 home
NZ$386 per night
includes taxes & fees
Welcome to Harper's Haven
The living room has plenty of space to curl up and watch a movie.
Private kitchen
Kitchen french doors open to patio for al fresco dining
This 3,000 sq foot house is bright and spacious with unique architectural detail
Exceptional
(103 reviews)

Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach

Virginia Beach

7% off
NZ$5,258
for 7 nights, 1 home
NZ$751 per night
includes taxes & fees
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
Private kitchen
Interior
Private kitchen
Interior
Exceptional
(11 reviews)

Beautiful, modern furnished 3-bedroom, 2-bathroom cottage near attractions.

Portsmouth

7% off
NZ$2,780
for 7 nights, 1 home
NZ$397 per night
includes taxes & fees
Beautiful, modern furnished 3-bedroom, 2-bathroom cottage near attractions.
Living area
Stairs to front door/entryway.
Queen bed.
Sun filled Living room
Exceptional
(73 reviews)

Beautiful 3 bedroom house minutes from the beach and First Landing State park

Virginia Beach

7% off
NZ$5,276
for 7 nights, 1 home
NZ$754 per night
includes taxes & fees
Beautiful 3 bedroom house minutes from the beach and First Landing State park
Living area
Private kitchen
Room
Exterior
Exceptional
(25 reviews)

Buckroe Beach Hideaway - Walk to the Beach!

Hampton

21% off
NZ$3,662
for 7 nights, 1 home
NZ$523 per night
includes taxes & fees
Buckroe Beach Hideaway - Walk to the Beach!
Living area
Outdoor dining
Private kitchen
Living area
Exceptional
(13 reviews)

Roomy House in Bayview Zoning Permit #STR25-00140

Norfolk

10% off
NZ$2,048
for 7 nights, 1 home
NZ$293 per night
includes taxes & fees
Roomy House in Bayview Zoning Permit #STR25-00140
Summer 2018
Terrace/patio
Side door. Vitex 'Chaste Tree' is 30 yrs old. Blooms in July.
Private kitchen
Exceptional
(317 reviews)

Adorable Cottage In The Heart Of The Old Beach Area, Close To The Boardwalk.

Virginia Beach

8% off
NZ$3,159
for 7 nights, 1 cottage
NZ$451 per night
includes taxes & fees
Adorable Cottage In The Heart Of The Old Beach Area, Close To The Boardwalk.
Exterior detail
Private kitchen
Interior
Exterior detail
Exceptional
(51 reviews)

Historic B&B located walking distance to the Williamsburg and The College of W&M

Williamsburg

16% off
NZ$15,761
for 7 nights, 1 home
NZ$2,252 per night
includes taxes & fees
Historic B&B located walking distance to the Williamsburg and The College of W&M
View from Master Bath
Interior
Front of Home
Interior
Exceptional
(45 reviews)

4 Br / 3 Ba walking distance to Oceanfront Moca, Parking Culdesac Convention

Virginia Beach

8% off
NZ$13,106
for 7 nights, 1 home
NZ$1,872 per night
includes taxes & fees
4 Br / 3 Ba walking distance to Oceanfront Moca, Parking Culdesac Convention
Interior
Living area
Exterior
Interior
Exceptional
(20 reviews)

Olde Hampton, right in the center of Hampton Roads 1

Hampton

11% off
NZ$2,750
for 7 nights, 1 home
NZ$393 per night
includes taxes & fees
Olde Hampton, right in the center of Hampton Roads 1
Interior
Walkway leading to the beach. Just beautiful!
Queen sized bed is the focal point of this cozy bedroom.
House view as seen from the numbered street. Rental door is on the right.
Exceptional
(127 reviews)

North End Beach Cottage Apartment - One block from beach

Virginia Beach

6% off
NZ$2,530
for 7 nights, 1 apartment
NZ$361 per night
includes taxes & fees
North End Beach Cottage Apartment - One block from beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Travel to historical Portsmouth

Take a holiday to Portsmouth and enjoy the area's museums, churches and monuments. Renowned for its boating, restaurants and riverfront, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Portsmouth

Are you hoping to discover attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Portsmouth a fun place to get away to. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Virginia Zoo (3.2 mi / 5.2 km)
  • Virginia Beach National Golf Club (13.5 mi / 21.7 km)
  • Cypress Point Country Club (8 mi / 12.8 km)
  • Chesapeake Golf Club (8.5 mi / 13.6 km)
  • Riverfront Golf Club (8.6 mi / 13.8 km)
  • Eagle Haven Golf Course (9.8 mi / 15.8 km)

Exploring the natural features in Portsmouth

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Portsmouth is a great spot to appreciate mother nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Town Point Park (0.8 mi / 1.3 km)
  • Chesapeake City Park (7.1 mi / 11.4 km)
  • Norfolk Botanical Garden (7.2 mi / 11.6 km)
  • Norfolk Beaches (8.5 mi / 13.6 km)
  • Ocean View Beach (8.7 mi / 14 km)
  • Mount Trashmore Park (9.8 mi / 15.7 km)

Travelling to and around Portsmouth

The nearest airport is in Norfolk, VA (ORF-Norfolk Intl.), located 6.8 mi (10.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Newport News, VA (PHF-Newport News - Williamsburg Intl.), which is 23.1 mi (37.2 km) away.

Frequently asked questions

What is the most popular type of holiday home accommodation in Portsmouth?
Houses are the most popular style of holiday home in Portsmouth, according to our data. Even if you've got something different in mind, Bookabach has properties in loads of shapes and sizes. Filter our options to find your perfect match.
How much does it cost to rent a holiday home in Portsmouth?
Property type, length of stay and season are among the factors that can determine the price of a holiday home. Simply click on your travel dates to find your ideal match. From quaint country cottages to expansive luxury villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Portsmouth?
The average price for a holiday home close to the beach in Portsmouth depends on when you're travelling and the size and style of property you're searching for. You can easily find prices on Bookabach by entering the dates you'll be travelling. Then use the handy filters to choose the number of bedrooms and amenities important to you, like air conditioning, a pool and WiFi.
Are there pet-friendly holiday homes in Portsmouth?
Yes, there are. You'll have your pick of 44 holiday homes that cater to pets in Portsmouth. Plenty of our pet-friendly holiday homes even have an outdoor area for your fur child to play around in, special dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect place on Bookabach.
Can I rent a house with a pool in Portsmouth?
Dig out your swimsuit and goggles, because there are four houses with a private pool in Portsmouth. Unwind at one of these popular holiday homes and every day will be a pool day. Simply enter your travel dates into Bookabach, then check the "pool" filter to find a place to make a splash!
What are popular home amenities in Portsmouth?
A barbecue grill, a lake view and a firepit head the list of most popular home amenities in Portsmouth. Whether you're taking a trip solo, with your other half or as a family, Bookabach can help you find a holiday home that fits your style with all the extras you're looking for.
Are there large group holiday homes in Portsmouth?
With three properties that can host 10 or more people in Portsmouth, you won't have to hold back on your invites. From fun family get-togethers to events like birthday parties and weddings, Bookabach will help you find a large group home to match the occasion.
Are there holiday homes in Portsmouth that welcome kids?
With 43 family-friendly holiday homes to select from in Portsmouth, now is a great time to introduce the kids to the thrills of travel. Just check our "Properties good for families" filter to look for stays packed with amenities ideal for families on the move, such as living rooms, swimming pools, entertainment areas and hot tubs.
What are the top attractions for families in Portsmouth?
Keep the kids amused at these fabulous family-friendly attractions in Portsmouth:
  • Portsmouth Naval Shipyard Museum
  • Childrens Museum of Virginia
  • United States Lightship Portsmouth
Are there one-bedroom holiday homes in Portsmouth?
Portsmouth has eight one-bedroom homes on offer. Usually located in desirable areas because of their smaller size, a one-bedroom property is ideal if you're getting away with your partner or a pal. And with home comforts such as air conditioning and more privacy than a standard hotel, you'll be able to kick back while discovering this amazing destination.
Can I find two-bedroom holiday homes in Portsmouth?
Gather your loved ones and relax in total privacy and comfort in one of the six two-bedroom holiday homes Portsmouth has to offer.
Are there holiday homes with WiFi in Portsmouth?
You'll find 22 holiday homes with WiFi in Portsmouth. If you want to disconnect from daily life during your escape, but still want to be connected to the web, these properties are just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Portsmouth?
Pick your dates and then make use of our filters to view holiday homes with ac in Portsmouth on Bookabach. With 43 air-conditioned properties available, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a holiday home in Portsmouth?
The minimum age permitted can differ between properties on Bookabach, so check the rules of the holiday home in Portsmouth you're interested in. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Portsmouth for?
The length of time you can rent a holiday home in Portsmouth is up to the property. Simply enter your selected dates to display a list of options offering extended stays. With tons of amenities like air conditioning and laundries, as well as some offering weekly or monthly discounts, you're sure to find a perfect place to call your home away from home in Portsmouth.

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