Holiday Homes in Portsmouth

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Portsmouth holiday homes

Dining

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth

Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Portsmouth
9.6 out of 10, Exceptional, (4 reviews)
"Property is well maintained. Great AC. Perfect for a couple to get away for a week. Central location was perfect for everything we planned to do for the week. "
United States
Paige M.
The price is €231
includes taxes & fees
19 Jan - 20 Jan
Charming 1-Bedroom 1-Bath Unit with Beautiful Riverfront Sunsets in Portsmouth
Fridge, microwave, oven, stovetop

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!

Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Portsmouth
9.2 out of 10, Wonderful, (24 reviews)
"Great property "
United States
Brian C.
The price is €253
includes taxes & fees
1 Feb - 2 Feb
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
Living area

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC

Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Portsmouth
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay,host was very hospital.love to enjoy it again in December "
United States
earnest d.
The price is €300
includes taxes & fees
16 Jan - 17 Jan
Charming 2-bedroom house in fabulous Portsmouth with WiFi, AC
Smart TV

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
2.0 star property
Portsmouth
The price is €158
includes taxes & fees
18 Jan - 19 Jan
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Fridge, microwave, oven, stovetop

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
9.0 out of 10, Wonderful, (39 reviews)
"It was amazing. The house is dope, I highly recommend this house to anyone and I will be staying there again in the future!"
United States
Varstine S.
The price is €307
includes taxes & fees
22 Jan - 23 Jan
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Dining

Wooded Wonderland

Wooded Wonderland
Portsmouth
9.8 out of 10, Exceptional, (12 reviews)
"Well stocked and very clean. Beautiful home"
United States
Tammy K.
The price is €444
includes taxes & fees
18 Jan - 19 Jan
Wooded Wonderland
Games room

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
2.0 star property
Portsmouth
The price is €531
includes taxes & fees
18 Jan - 19 Jan
Centrally Located Hampton Roads Home w/ Game Room!
TV

The Art Door Duplex only minutes from beach

The Art Door Duplex only minutes from beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (104 reviews)
"This was just as advertised and perfect for our overnight stay. Easy drive to the beach."
United States
Laura K.
The price is €190
includes taxes & fees
18 Jan - 19 Jan
The Art Door Duplex only minutes from beach
Dining

10min to Ocean View: BBQ - Volleyball - Fire pit

10min to Ocean View: BBQ - Volleyball - Fire pit
Norfolk
10.0 out of 10, Exceptional, (1 review)
"Very nice property to stay at plenty to do staying there. Good location plenty of places around for anything you may need. Host was nice and available to answer any questions I had. Would love staying there again sometime!"
United States
Zachary C.
The price is €291
includes taxes & fees
19 Jan - 20 Jan
10min to Ocean View: BBQ - Volleyball - Fire pit
Terrace/patio

Water Front Delight on the Bay

Water Front Delight on the Bay
Willoughby Spit
7.8 out of 10, Good, (25 reviews)
"Everything was very nice really enjoyed "
United States
Deborah B.
The price is €290
includes taxes & fees
21 Jan - 22 Jan
Water Front Delight on the Bay
Beach nearby

#Buckroe Bungalow ~Escape to the Beach 2mins Away!

#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Hampton
9.0 out of 10, Wonderful, (18 reviews)
"Conveniently located by the beach and fun ocean color scheme. The "
United States
Hannah O.
The price is €290
includes taxes & fees
18 Jan - 19 Jan
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Dining

Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.8 out of 10, Exceptional, (15 reviews)
"It was great. Close to the beach and local restaurants "
United States
Steve K.
The price is €354
includes taxes & fees
18 Jan - 19 Jan
Beach Bungalow King Bed 1 Floor Living
Fridge, microwave, oven, stovetop

Sweet home to share with the family

Sweet home to share with the family
Hampton
8.8 out of 10, Excellent, (33 reviews)
"Great place to stay"
United States
Victor V.
The price is €381
includes taxes & fees
16 Jan - 17 Jan
Sweet home to share with the family
Interior

Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.6 out of 10, Exceptional, (28 reviews)
"My family enjoyed the experience of staying near the water. The views were lovely! "
United States
Precious E.
The price is €412
includes taxes & fees
19 Jan - 20 Jan
Sojourn Aviators Dream on Back River
On the beach

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House

Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Willoughby Spit
9.0 out of 10, Wonderful, (69 reviews)
"Amazing little cottage right on the water. Would love to stay again. "
United States
ROBYN B.
The price is €223
includes taxes & fees
10 Feb - 11 Feb
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
Interior

Large 2 bedroom | Queen beds | Safe Area

Large 2 bedroom | Queen beds | Safe Area
Wythe
7.8 out of 10, Good, (10 reviews)
"Clean, convenient and comfortable, would stay again."
United States
Riley
The price is €252
includes taxes & fees
18 Jan - 19 Jan
Large 2 bedroom | Queen beds | Safe Area
Terrace/patio

3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
2.0 star property
Chesapeake
10.0 out of 10, Exceptional, (42 reviews)
"Our 2nd time staying at this place and will most likely be our go to for future stays when we’re in the area."
United States
James S.
The price is €255
includes taxes & fees
3 Feb - 4 Feb
3-bedroom home away from home in fabulous Chesapeake, Virginia.
On the beach, sun-loungers

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!

Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Willoughby Spit
9.0 out of 10, Wonderful, (71 reviews)
"Clean well equipped for a nice getaway "
United States
Sheila H.
The price is €247
includes taxes & fees
15 Feb - 16 Feb
Cozy Historic Beach House only Steps Away from Beach and Fishing Pier!
Fridge, microwave, oven, stovetop

4 Bedroom Cottage - 5 Minutes from both beaches

4 Bedroom Cottage - 5 Minutes from both beaches
Hampton
9.2 out of 10, Wonderful, (27 reviews)
"Clean house. Very easy check in and out process. "
United States
Ryan P.
The price is €387
includes taxes & fees
18 Jan - 19 Jan
4 Bedroom Cottage - 5 Minutes from both beaches
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Portsmouth Hotel Reviews

Hyatt Place Virginia Beach / Oceanfront

Hyatt Place Virginia Beach / Oceanfront

10/10 Excellent
"Everything was great! Perfect view! Perfect room! Perfect bed! I couldn’t find one thing wrong with the property/ room!!"
Ann 2-night trip
Posted 8 hours ago
Hyatt Place Virginia Beach / Oceanfront

Find out more about Portsmouth

Portsmouth Holiday Homes information

Number of reviews
519
Accommodation
838 Holiday Homes
Lowest Price
€190
Highest Price
€444