Holiday Homes in Portsmouth

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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 AU$396
includes taxes & fees
20 Jan - 21 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 AU$424
includes taxes & fees
3 Feb - 4 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 AU$514
includes taxes & fees
19 Jan - 20 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 AU$272
includes taxes & fees
19 Jan - 20 Jan
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
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 AU$743
includes taxes & fees
19 Jan - 20 Jan
Wooded Wonderland
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 AU$517
includes taxes & fees
22 Jan - 23 Jan
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
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 AU$896
includes taxes & fees
1 Feb - 2 Feb
Centrally Located Hampton Roads Home w/ Game Room!
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 AU$495
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 AU$487
includes taxes & fees
22 Jan - 23 Jan
Water Front Delight on the Bay
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 AU$330
includes taxes & fees
19 Jan - 20 Jan
The Art Door Duplex only minutes from beach
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 AU$478
includes taxes & fees
19 Jan - 20 Jan
#Buckroe Bungalow ~Escape to the Beach 2mins Away!
Dining

Sojourn | Coastal Cottage | 3 BR

Sojourn | Coastal Cottage | 3 BR
Willoughby Spit
9.4 out of 10, Exceptional, (34 reviews)
"The house was clean and had everything you need. The neighborhood was quiet. Beach access was just a short walk away and not crowded. "
United States
Daniel P.
The price is AU$581
includes taxes & fees
16 Feb - 17 Feb
Sojourn | Coastal Cottage | 3 BR
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 AU$389
includes taxes & fees
19 Jan - 20 Jan
Large 2 bedroom | Queen beds | Safe Area
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.
Beach Bungalow King Bed 1 Floor Living
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 AU$392
includes taxes & fees
1 Feb - 2 Feb
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
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 AU$402
includes taxes & fees
4 Feb - 5 Feb
3-bedroom home away from home in fabulous Chesapeake, Virginia.
Beach nearby, sun-loungers, beach towels

Cozy Beach Home in Oceanview

Cozy Beach Home in Oceanview
Bayview
9.8 out of 10, Exceptional, (46 reviews)
"Loved staying here. The house had everything that was needed and it was in close proximity to everything. "
United States
Conor L.
The price is AU$483
includes taxes & fees
16 Feb - 17 Feb
Cozy Beach Home in Oceanview
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 AU$652
includes taxes & fees
19 Jan - 20 Jan
Sojourn Aviators Dream on Back River
Beach

Seaside Luxury Retreat - U. Peaceful getaway or an adventure-filled retreat!

Seaside Luxury Retreat - U. Peaceful getaway or an adventure-filled retreat!
Norfolk
9.6 out of 10, Exceptional, (4 reviews)
"We loved staying in this rental…it had everything we needed and more! It is very clean and the perfect location for a beach vacation. After I had asked if there were chairs for the beach, the host voluntarily went out and purchased some…talk about hospitality!! We highly recommend this rental."
United States
Donna B.
Seaside Luxury Retreat - U. Peaceful getaway or an adventure-filled retreat!
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 AU$639
includes taxes & fees
19 Jan - 20 Jan
Sweet home to share with the family
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.
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Top Portsmouth Hotel Reviews

Norfolk Waterside Marriott

Norfolk Waterside Marriott

10/10 Excellent
"Perfect snd the views "
Jacqueline 1-night trip
Posted 13 hours ago
Norfolk Waterside Marriott

Find out more about Portsmouth

Portsmouth Holiday Homes information

Number of reviews
503
Accommodation
838 Holiday Homes
Lowest Price
AU$330
Highest Price
AU$743