
Holiday houses in Portsmouth
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Portsmouth
Guests agree: these stays are highly rated for location, cleanliness and more.

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Mid-Century Modern Old Town Portsmouth 3bd/2.5 bth
In the heart of Colonial Portsmouth, VA, on a quiet one-way street -- nestled among homes that date back to the American Revolution & Underground Railroad -- you have found this unique gem... classic and unassuming on the outside, newly rebuilt and designed within. Glasgow Modern, the perfect home-away-from-home. Adjacent to an amazing park, blocks away from the water. We live here 6 months of the year, so the house has everything you need. Dine, Play, Explore, Enjoy... Our home is your home!

"The Ponderosa B" - Close to the Casino & Concerts
Lots of Great Concerts going on close by!! Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood about 1/2 mile Rivers Casino! -, Kick back and relax in this calm, stylish space. Private entrance and nice, safe, free parking for 1 vehicle. Large Sign for each Visitor Parking Space. One Bedroom w/very comfortable Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth 5.9 miles to Norfolk, 22 mi to VB Oceanfront.

Historic Hideaway Private Apartment/Suite
You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Enjoy easy access to everything from this perfectly located, fully furnished home. Walk to fine dining, museums, a historic theater. Visit the waterfront where you can view the Navy ships or ride the Ferry to Norfolk to experience Waterside & MacArthur Mall. This is a great place for traveling professionals or those in town for sightseeing or local events. Virginia Beach Oceanfront is 30 minutes away. Home is located in a beautiful, historic area and only 8 minutes from the new casino!

Charming cozy apt historic in Old Towne Portsmouth
Newly renovated, newly furnished, cozy and relaxing 1 bd 1 bath apt is available for your stay. Coffee shops, museums, restaurants, bars and the Commodore Theater are all within steps. The ferry to downtown Norfolk is a quick walk and most Saturday mornings the Farmers Market is literally around the corner. If you are in town for a concert, the Amphitheater is a short walk away. This is a 1st floor apartment in a duplex. The only coomon area is the main entrance to the building and foyer.

Cozy Ground Floor Apt in Historic Home
Charming 1st floor apartment with private entrance in circa 1795 home in the Olde Towne historic neighborhood. Guests enjoy an easy walk to downtown shops, restaurants, breweries, museums, and a movie theater. The waterfront is close with marinas, restaurants, and the Elizabeth River ferry to transport you to Norfolk to enjoy events on the waterfront. Business or military travelers are two blocks from the Renaissance Hotel and a 15-minute walk from the Portsmouth Naval Hospital.

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse
Your family will be close to everything when you stay at this centrally-located place. Beautiful re-done townhouse. New carpet and luxury vinyl, new vanities and toilets, Maytag washer and dryer, central heat and air, brand new hot water tank, small patio in back. Close to shopping, Kroger, T J Maxx, Walmart, CVS, and other shops. Plenty of take out food, like chick-fil-A, Panda Express, Wendys, Rallys, Dunkin Donuts, and more. Brand new Rivers Casino less than a mile away!

Best location in Olde Towne Portsmouth
This apartment is available for up to 6 months upon request. Perfect location for traveling medical professionals. Very convenient to the Naval Medical Center. Enjoy Historic Old Towne and stay in a home built in 1850. Stroll the neighborhood where you will see houses from the late 1700's. Take a short walk to numerous restaurants or take in a movie at the historic Commodore Theater. Two blocks away is the ferry terminal to Waterside in downtown Norfolk.

Gorgeous Olde Towne historic home - modern updates
Full of historic charm, modern in all the right places! This 1880s home is located in the heart of Olde Towne Portsmouth, just one block from the Elizabeth River harbor. Walk 3 minutes to the ferry stop and ride across the river to Norfolk's downtown and waterfront restaurants, or walk 5 minutes to Portsmouth's High Street to enjoy Olde Towne's charming coffee shops, restaurants, museums, and theaters. This location is unbeatable!

Entire Apartment - No Cleaning Fees!
A cozy and comfortable 800 sq ft apartment with available parking in the driveway, a private entrance, in a quiet neighborhood. This will feel like home for the week, weekend, or month you are here. 40 minutes to the Beach, Busch Gardens, Williamsburg, and 15 minutes from Norfolk makes this an ideal and convenient place to stay!
Popular amenities for Portsmouth holiday rentals
Other great holiday rentals in Portsmouth

Cozy Modern Cabin - Historic

In-law… Sweet!

Tudor Treasure in Olde Towne

The Harlequin Cottage

Waterfront/Arcade/Fishing Fun

Cozy Cute Apartment

Escape to a Waterfront Retreat

Cornick Corner near "Rivers Casino"
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $170 NZD | $164 NZD | $175 NZD | $180 NZD | $187 NZD | $202 NZD | $204 NZD | $188 NZD | $175 NZD | $178 NZD | $176 NZD | $178 NZD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Frequently Asked Questions
Where should I stay in Portsmouth?
Make yourself at home in Portsmouth by choosing from our most frequently booked neighborhoods. We have over 500 vacation rentals in Port Norfolk, over 500 vacation rentals in Olde Towne, and over 260 vacation rentals in Ghent.
Are there pet-friendly vacation rentals in Portsmouth?
Four-legged friends are welcome in Portsmouth. Choose from more than 160 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Portsmouth?
Yes! Work meets play with ease at over 300 vacation rentals in Portsmouth featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Portsmouth vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Portsmouth, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly condo rentals in Portsmouth?
Portsmouth has more than 10 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Portsmouth?
Experience the best of Portsmouth with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Portsmouth have air conditioning?
Absolutely! We offer over 300 house rentals with air conditioning in Portsmouth. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Portsmouth have wifi?
Absolutely! We offer over 120 apartment rentals with wifi in Portsmouth. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Portsmouth have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Portsmouth. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Portsmouth have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Portsmouth. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Portsmouth

Total holiday rentals
Explore 510 holiday rentals in Portsmouth

Nightly prices starting at
Portsmouth holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 20,040 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
490 of Portsmouth holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Portsmouth rentals

4.7 Average rating
Portsmouth stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Portsmouth's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
Destinations to explore
- Norfolk Holiday rentals
- New York City Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Ocean City Holiday rentals
- Rentals with a washing machine and dryer Portsmouth
- Rentals with lake access Portsmouth
- Rentals with outdoor seating Portsmouth
- Pet-friendly rentals Portsmouth
- Rentals with a fireplace Portsmouth
- Fitness-friendly rentals Portsmouth
- Rentals with beach access Portsmouth
- Rentals with a kayak Portsmouth
- House rentals Portsmouth
- Rentals with a patio Portsmouth
- Waterfront rentals Portsmouth
- Condo rentals Portsmouth
- Rentals with pools Portsmouth
- Apartment rentals Portsmouth
- Family-friendly rentals Portsmouth
- Rentals with breakfast Portsmouth
- Rentals with an EV charger Portsmouth
- Rentals with a fire pit Portsmouth
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Nauticus
- Kiptopeke Beach
- First Landing Beach
- Currituck Beach Lighthouse
- Neptune's Park
- Regent University
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- Virginia Living History Museum





