Portsmouth holiday rentals

We found 4,284 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:25 Dec - 1 Jan

Dining
Living area
Interior
Private kitchen
Exceptional
(201 reviews)

Award Winning Ocean Front Architectural Gem [Home Share per VA Beach Zoning]

Virginia Beach

8% off
AU$17,715
for 7 nights, 1 home
AU$2,531 per night
includes taxes & fees
Award Winning Ocean Front Architectural Gem [Home Share per VA Beach Zoning]
Exterior
Terrace/patio
Private kitchen
Dining
Exceptional
(5 reviews)

Luxury Multi-Level Oceanfront- Salt Water POOL- Heated Option &SPA, PET Friendly

Virginia Beach

14% off
AU$24,311
for 7 nights, 1 home
AU$3,473 per night
includes taxes & fees
Luxury Multi-Level Oceanfront- Salt Water POOL- Heated Option &SPA, PET Friendly
Interior
Dining
Interior
Private kitchen
Exceptional
(25 reviews)

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

Norfolk

8% off
AU$4,719
for 7 nights, 1 home
AU$674 per night
includes taxes & fees
Brand New & Fully Renovated Luxury! 3 Min Walk From Your Peaceful Beach!
Dining
Exterior detail
Interior
Interior
Exceptional
(251 reviews)

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

Spring Grove

13% off
AU$5,169
for 7 nights, 1 cottage
AU$738 per night
includes taxes & fees
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Exterior detail
Beach
Interior
Exterior
Exceptional
(66 reviews)

Booking FAST! BEST BEACH! 800' to TOES in the SAND! SUNDAY TO SUNDAY RENTAL

Virginia Beach

8% off
AU$13,032
for 7 nights, 1 home
AU$1,862 per night
includes taxes & fees
Booking FAST! BEST BEACH! 800' to TOES in the SAND! SUNDAY TO SUNDAY RENTAL
Nice place to relax by the water
Back yard looking at the water
Living area
Large kitchen fully equipped with everything you need.
Exceptional
(87 reviews)

3 BEDROOM 2 BATH ON THE WATER

Norfolk

5% off
AU$3,249
for 7 nights, 1 home
AU$464 per night
includes taxes & fees
3 BEDROOM 2 BATH ON THE WATER
Dining
Private kitchen
Room
Meeting facility
Exceptional
(13 reviews)

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

Hampton

24% off
AU$5,598
for 7 nights, 1 home
AU$800 per night
includes taxes & fees
Big Family Getaway - Walk to the Beach! Sleeps 10!
Welcome to Croatan Beach, an upscale neighborhood away from the crowds.
Private kitchen
The neighborhood is separated from the crowded resort area by an inlet
The living room has plenty of space to curl up and watch a movie.
Exceptional
(105 reviews)

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

Virginia Beach

8% off
AU$6,608
for 7 nights, 1 home
AU$944 per night
includes taxes & fees
Big Kitchen, Two Masters, Hot Tub, Short Walk from Croatan Beach
Seperate Entrance to Downstairs master bedroom
Full kitchen with above stove microwave, dishwasher and refrigerator.
Master upstars bedroom
Living Room with natural gas fireplace.
Wonderful
(81 reviews)

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

Virginia Beach

11% off
AU$2,913
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Bike to the Beach...Avoid Expensive and Hectic Parking! Also see listing 701927!
Queen bed.
Stairs to front door/entryway.
Dining
Sun filled Living room
Exceptional
(74 reviews)

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

Virginia Beach

8% off
AU$4,912
for 7 nights, 1 home
AU$702 per night
includes taxes & fees
Beautiful 3 bedroom house minutes from the beach and First Landing State park
Kitchen
Living Room/Kitchen
Back Exterior
Living Room
Exceptional
(85 reviews)

Fantastic Oceanside house -Short walk to the Beach - NEWLY REMODELED

Virginia Beach

9% off
AU$5,106
for 7 nights, 1 home
AU$729 per night
includes taxes & fees
Fantastic Oceanside house -Short walk to the Beach - NEWLY REMODELED
Interior
Living area
Living area
Terrace/patio
Exceptional
(10 reviews)

Welcome to Harper's Haven

Hampton

7% off
AU$1,972
for 7 nights, 1 home
AU$282 per night
includes taxes & fees
Welcome to Harper's Haven
Property grounds
Aerial view
Living area
Marina
Exceptional
(98 reviews)

Cozy Beach Cottage - Walking distance to the Beach!!

Virginia Beach

7% off
AU$4,296
for 7 nights, 1 cottage
AU$614 per night
includes taxes & fees
Cozy Beach Cottage - Walking distance to the Beach!!
Private kitchen
Terrace/patio
Interior
Exterior
Exceptional
(10 reviews)

Cute Wythe Two Bedroom at Robinson Park

Hampton

11% off
AU$2,946
for 7 nights, 1 home
AU$421 per night
includes taxes & fees
Cute Wythe Two Bedroom at Robinson Park
Private kitchen
Terrace/patio
Summer 2018
Living area
Exceptional
(327 reviews)

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

Virginia Beach

8% off
AU$2,699
for 7 nights, 1 cottage
AU$386 per night
includes taxes & fees
Adorable Cottage In The Heart Of The Old Beach Area, Close To The Boardwalk.
Private kitchen
Beach
Dining
Private kitchen
Exceptional
(8 reviews)

Oceanfront Oasis — Steps to Sand & Surf

Virginia Beach

8% off
AU$6,843
for 7 nights, 1 home
AU$978 per night
includes taxes & fees
Oceanfront Oasis — Steps to Sand & Surf
Dining
Private kitchen
Room
Interior
Wonderful
(20 reviews)

Children's Dream House! Walk to the Beach!

Hampton

15% off
AU$3,308
for 7 nights, 1 home
AU$473 per night
includes taxes & fees
Children's Dream House! Walk to the Beach!
Living area
Private kitchen
Dining
Room
Exceptional
(25 reviews)

Buckroe Beach Hideaway - Walk to the Beach!

Hampton

21% off
AU$3,082
for 7 nights, 1 home
AU$440 per night
includes taxes & fees
Buckroe Beach Hideaway - Walk to the Beach!
Exterior
Living area
Private kitchen
Interior
Wonderful
(22 reviews)

Olde Hampton, right in the center of Hampton Roads 1

Hampton

11% off
AU$2,347
for 7 nights, 1 home
AU$335 per night
includes taxes & fees
Olde Hampton, right in the center of Hampton Roads 1
Living area
Private kitchen
Room
Dining
Excellent
(5 reviews)

Poquoson 4 bed, 2 bath! Great Langley Access!

Poquoson

15% off
AU$4,399
for 7 nights, 1 home
AU$628 per night
includes taxes & fees
Poquoson 4 bed, 2 bath! Great Langley Access!
Living area
Outdoor dining
Long Driveway supplies ample parking
Private kitchen
Exceptional
(69 reviews)

Charming Oceanfront, Vibe District, Wavegarden, Dome Executive Townhouse

Virginia Beach

7% off
AU$5,069
for 7 nights, 1 home
AU$724 per night
includes taxes & fees
Charming Oceanfront, Vibe District, Wavegarden, Dome Executive Townhouse
Property grounds
Living area
Interior
Room
Wonderful
(28 reviews)

Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins

Virginia Beach

7% off
AU$6,997
for 7 nights, 1 apartment
AU$1,000 per night
includes taxes & fees
Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins
Queen sized bed is the focal point of this cozy bedroom.
Walkway leading to the beach. Just beautiful!
Quaint living room for reading, chatting, or sipping champagne upon arrival
House view as seen from the numbered street. Rental door is on the right.
Exceptional
(129 reviews)

North End Beach Cottage Apartment - One block from beach

Virginia Beach

6% off
AU$2,160
for 7 nights, 1 apartment
AU$309 per night
includes taxes & fees
North End Beach Cottage Apartment - One block from beach
Exterior
Private kitchen
Interior
Terrace/patio
Exceptional
(25 reviews)

Stylish Home in Phoebus - 5 min to Buckroe Beach

Hampton

15% off
AU$5,024
for 7 nights, 1 home
AU$718 per night
includes taxes & fees
Stylish Home in Phoebus - 5 min to Buckroe 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)
  • Cypress Point Country Club (8 mi / 12.8 km)
  • Riverfront Golf Club (8.6 mi / 13.8 km)
  • Eagle Haven Golf Course (9.8 mi / 15.8 km)
  • Virginia Beach National Golf Club (13.5 mi / 21.7 km)
  • Waters Edge Winery (4.5 mi / 7.2 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 best area to stay in Portsmouth when booking a holiday rental?
When considering a holiday rental in Portsmouth, Virginia, a popular area to stay is Olde Towne. This charming neighbourhood is known for its historic architecture and vibrant setting. You'll find a delightful mix of boutique shops, local eateries, and a strong sense of community. A top attraction in Olde Towne is the Portsmouth Naval Shipyard Museum, which offers fascinating insights into the city's maritime history. Additionally, the nearby waterfront provides lovely views and a pleasant space for leisurely strolls.Another appealing option is the Crystal Lake area, which is superb for those who enjoy outdoor activities. Crystal Lake Park is a highlight, featuring walking trails and picnic areas, making it an ideal spot for families or anyone looking to unwind in nature. The number of properties available in these areas tends to be varied, offering options that cater to different tastes and budgets.
Where are the best areas for renting a beach house in Portsmouth?
For renting a beach house in Portsmouth, the area around Virginia Beach offers some excellent options. This vibrant coastal city features a variety of holiday rentals along the waterfront, particularly near the popular Boardwalk area. Here, you can expect properties equipped with modern amenities such as ocean-view balconies, fully stocked kitchens, and access to communal pools or hot tubs, making them superb for families or groups seeking a beach getaway.In addition, the stretch near First Landing State Park provides a more serene atmosphere, with beach houses located amidst natural surroundings. Many of these rentals come with features like outdoor patios, private gardens, and even access to nearby hiking trails, allowing guests to enjoy both beach activities and nature walks. This area is known for its proximity to the Chesapeake Bay, offering opportunities for kayaking and fishing.Further along the coast, the North End of Virginia Beach is another ideal location, known for its quieter beaches and residential feel. Here, visitors can find charming beach cottages that often include amenities such as outdoor grills, bicycles for local exploration, and easy access to the sandy shores. The nearby local shops and restaurants enhance the convenience of this area, making it a delightful choice for those looking to immerse themselves in the beach lifestyle while enjoying the comforts of home.
Are there any houseboat rentals in Portsmouth?
In Portsmouth, Virginia, there are several houseboat rentals available, offering a unique way to experience the city's waterfront. These houseboats are typically docked in serene locations, providing stunning views of the Elizabeth River and easy access to nearby attractions like the historic Olde Towne district and the expansive waterfront parks.Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and outdoor decks or patios for enjoying the sunset. Some houseboats may also feature modern conveniences like Wi-Fi and air conditioning, making for a comfortable stay.
What is the most popular type of holiday rental accomodation in Portsmouth?
In Portsmouth, holiday houses are the most popular type of holiday rental, with around 204 available throughout the city. These homes often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or groups looking for a home-like experience. Additionally, there are about 40 apartments and 24 cottages, which provide a cozier atmosphere, typically including amenities like kitchen facilities and comfortable living areas. For those seeking a great experience, there are several houseboats and condos available as well.
Are there any family house rentals in Portsmouth?
In Portsmouth, Virginia, there are some family-friendly house rentals available, with around 28 options to choose from. The city offers a variety of welcoming neighbourhoods, such as Olde Towne, which is known for its historic charm and proximity to the waterfront. Here, families can find spacious homes that often come with amenities like fully equipped kitchens, ample living areas, and outdoor spaces great for children to play.Additionally, properties in the vicinity of the Naval Shipyard are appealing, as they provide easy access to local attractions such as the Children's Museum of Virginia and the picturesque waterfront parks. Visitors can also enjoy a short drive to nearby Norfolk, where further family-friendly activities await, including the Virginia Zoo and the Nauticus maritime museum.
Can I rent a holiday home with a pool or hot tub in Portsmouth?
In Portsmouth, Virginia, there are several holiday homes available for rent that feature pools or hot tubs, with around 10 options to choose from. The city offers a variety of neighbourhoods where these properties can be found, including the historic Olde Towne area, known for its charming cobblestone streets and waterfront views, as well as the more suburban settings in the surrounding areas.Travellers can expect a range of amenities in these rentals, such as private swimming pools, relaxing hot tubs, spacious outdoor seating areas, and fully equipped kitchens, great for enjoying meals together. Some properties may also include features like barbecue grills and beautiful gardens, adding to the outdoor enjoyment.
Are there pet-friendly house rentals in Portsmouth?
In Portsmouth, Virginia, there are several pet-friendly house rentals available, offering a welcoming environment for both travellers and their furry companions. Many of these holiday homes come with amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, allowing for a relaxing stay.The neighbourhood is conveniently located near various parks and recreational areas, making it easy to enjoy outdoor activities with pets. For instance, the nearby Waterside District features scenic waterfront views and is superb for leisurely strolls. Additionally, the Portsmouth City Park offers expansive green spaces and walking trails, ideal for exercising pets or enjoying picnics.
Are there any remote work holiday rentals in Portsmouth?
In Portsmouth, Virginia, there is a good selection of remote work holiday rentals available, with around 240 options for travellers looking to combine work and leisure. Many of these properties are equipped with essential amenities such as free Wi-Fi, dedicated workspace, and comfortable desks to ensure a productive environment.The downtown area offers a vibrant setting with easy access to cafés and local eateries, great for breaks or informal meetings. Additionally, properties in the historic Olde Towne neighbourhood often feature charming architectural details, and many come with cozy living spaces and kitchen facilities, making it easy to settle in. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Portsmouth?
In Portsmouth, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature onsite parking, making it convenient for those travelling with vehicles. For added comfort, you'll often find coffee and tea makers available, great for enjoying a warm beverage at any time. Additionally, rentals commonly provide desks, suiting visitors who may need to work or study while away. Outdoor spaces, such as decks or patios, are also frequently included, offering a pleasant area to relax and enjoy the surroundings.
When is the best time to visit Portsmouth for a holiday rental?
The peak season for visiting Portsmouth, Virginia, spans from May to July, with July being the most popular month for holiday rentals. During this time, visitors flock to the area to enjoy the vibrant waterfront, delightful historical sites, and an array of outdoor activities, all under the warm Virginia sun.Temperatures in Portsmouth during the summer typically range from the mid-teens to high 30s Celsius, making it ideal for beach outings and exploring the charming downtown area. The summer months also host numerous local events and festivals, offering a lively option that enhances the experience for travellers seeking adventure and cultural enrichment.If you're looking for a more budget-friendly option, consider visiting in December. While it's quieter, this month offers a unique charm with festive decorations and holiday events, as well as a chance to experience Portsmouth's history without the crowds.Ultimately, the best time to book a holiday rental in Portsmouth depends on whether you prefer the bustling energy of summer or the tranquil, festive vibe of December.
What are the top attractions in Portsmouth?
In Portsmouth, Virginia, visitors can explore a range of attractions that showcase the city's rich history and waterfront charm. The Olde Towne district is particularly top, featuring cobblestone streets and historic buildings, including the beautifully preserved Portsmouth Naval Shipyard Museum. Here, holiday rentals often provide easy access to local shops and restaurants, allowing guests to immerse themselves in the area's vibrant setting.Another key attraction is the Virginia Sports Hall of Fame and Museum, located near the waterfront, which celebrates the achievements of local athletes and offers interactive exhibits. For those interested in outdoor activities, the waterfront parks along the Elizabeth River provide scenic views and walking paths, superb for leisurely strolls or picnics.Nearby, the Portsmouth City Park offers expansive green spaces, a fishing pier, and playgrounds, making it a great spot for families.
Are all fees included in the Portsmouth holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Portsmouth holiday homes with parking?
Stayz offers a wide selection of holiday homes in Portsmouth with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Portsmouth holiday homes?
You can find great discounts on holiday homes in Portsmouth on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Portsmouth holiday home booking on Stayz?
To find Portsmouth holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Portsmouth?
A long-stay holiday home in Portsmouth is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Portsmouth holiday home?
Book your Portsmouth holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Portsmouth?
Prices for holiday homes in Portsmouth vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Portsmouth to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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