
House vacation rentals in Portsmouth
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Top-rated house rentals in Portsmouth
Guests agree: these houses are highly rated for location, cleanliness, and more.

Mason Manor - Downtown Smithfield next to WCP
Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

3 bedroom home, King's Forest Va. Beach, Virginia
Quiet neighborhood in the heart of Va. Beach w/ private driveway, 100 yds from a huge park w/ tennis courts, playground, long paved walking trail, grills & fishing pond. Blocks to the interstate, 6 miles to the Ocean Front and 2 miles to Town Center! I live in my own space behind the main house. The home is 100% private, soundproof and completely in your hands. My guests are thrilled to have a private home and an easily reached fix everything guy when needed! IMPORTANT! NO SMOKING INSIDE HOUSE.

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!

Penny’s Palace 1 Bed/1 Bath Home
Welcome to Penny’s Palace! A charming home nestled in quiet community of Portsmouth, VA. Entire home for you with sectioned off suite and bathroom. Penny’s Palace is vibrant & elegantly furnished yet practically designed to sleep 2 people comfortably. This bungalow offers an outdoor sitting area with a dreamy lighted canopy & outdoor grill. It’s perfectly located minutes from major Hampton Roads attractions: Olde Town Portsmouth, Children’s Museum, Downtown Norfolk, Casino, and Virginia Beach.

Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guest, 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!

Home-Sweet-Home
ADORABLE RANCH-STYLE-HOME! ONLY 1.5 Miles to Buckroe Beach! FIRE-PIT OUT BACK GARAGE w/ WORKOUT SPACE HAVE a great time at this adorable 3BR 1BA ranch home with large detached garage. Fully Renovated and Fully Furnished. Kitchen features new cabinets, stainless steel appliances and opens to family room. New flooring. Nice neighborhood. Ceiling fans throughout. Garage with workout bench and dumb-bells. Back yard with sail-shade, chairs, grill and fire-pit. Make this your GETAWAY home!!!

THE POINT! Private waterfront Oasis!
Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample spacw to spread out, this is IT! Convenient to Virginia Beach Oceanfront, Downtown Norfolk, Rivers Casino, Waterside District & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect for holiday family & group trips, 12 minutes from Carnival Cruise Half Moon port.🛳🌊🚢🏠😊!

Quiet East Beach Bungalow, 1 block to beach!
Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

The Cozy Cottage Two Bedroom, King bed House
This is a charming and cozy Cape Cod style house. It’s decorations are eclectic and comfortable. There is a king size bed in the master bedroom and a queen size bed in the second bedroom. There are smart TV’s in each bedroom and the living room. This home has brand new central heat and air conditioning, new stainless steel refrigerator and smooth top stove, microwave, and new carpeting. It’s centrally located and there is plenty of space for parking. This is truly a home away from home.

Bungalow at the Bay
This wonderfully decorated home is the perfect spot for a beach getaway with the whole family. Inside you will find a spacious living room, kitchen, bathroom, and two guest rooms with one queen, and a full. Outside there is a backyard porch, perfect for socializing, and a sizable backyard protected by a fence that stretches the property! Free parking is available inside and outside the property. Beach access and free parking is located on 11th view street about a two-minute walk away!

Perfect Getaway!
Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Sunset Sanctuary on the Water- Fast Wifi/Netflix
Escape to this 3 BEDS/2 BATH Sunset Sanctuary on the Water, a peaceful retreat where breathtaking sunsets meet serene waterfront views. Perfect for relaxation, this home offers comfort and charm with cozy living spaces and a welcoming atmosphere. Enjoy coffee on the deck, unwind by the water, or explore nearby attractions. Ideal for families or friends seeking a quiet getaway, our sanctuary blends natural beauty with modern convenience for a truly memorable stay.
Popular amenities for Portsmouth house rentals
House rentals with a pool

Country Comfort Close to the Beaches

The Seaglass Cottage

Elegance Escape on Saunders Dr

Private Pool at the Oceanfront in a Spacious Home

Gorgeous Vacation House

Salida del Sol, North End Beach

1-bedroom home in Suffolk

4BD home w/ game room & pool near Langley & PTC!
Weekly house rentals

Cozy 3Bed/3Bath Home near Portsmouth Naval-Casino

Relaxing 3BR River Stay • 8 Mins to Casino!

Portsmouth's Finest

Waterfront/Arcade/Fishing Fun

Cozy Home Near Hospitals & Beach

Home Away From Home

Beach Stay

Escape to a Waterfront Retreat
Private house rentals

The "Bison" contemporary retreat (King Bed)+

Fun 3BR-2bath with a game room-Near Rivers Casino

*Spacious Cozy Home* near Beach in Hampton

*Escape to Beach Dream*

PureLife Portsmouth 3BR | Fenced Yard, Near Casino

Tudor Treasure in Olde Towne

Modern, Homely 3-bdrm|wParking|Centrally located.

Quiet 4BR House — Comfortable & Convenient
When is the best time to visit Portsmouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $138 CAD | $140 CAD | $152 CAD | $159 CAD | $163 CAD | $175 CAD | $190 CAD | $168 CAD | $142 CAD | $138 CAD | $154 CAD | $152 CAD |
| 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 |
Quick stats about house rentals in Portsmouth

Total vacation rentals
Explore 300 vacation rentals in Portsmouth

Nightly prices starting at
Portsmouth vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 9,180 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 80 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wifi availability
290 of Portsmouth vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Portsmouth rentals

4.8 Average rating
Portsmouth stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Portsmouth’s top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
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- House rentals Virginia
- House rentals United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Golden Horseshoe Golf Club
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Red Wing Lake Golf Course




