A marina with several boats docked, surrounded by modern buildings including a Hilton hotel and a SunTrust building.

Holiday Homes in Portsmouth

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Portsmouth holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a tiled backsplash.

1. Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home

Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
Portsmouth
8.0 out of 10, Very good, (48 reviews)
"Nice property. Neighborhood was very nice."
United States
John B.
The price is €307
includes taxes & fees
26 Oct - 27 Oct
Modern Oasis- Downtown Luxury Stay, Spacious Cozy Home
A kitchen with granite countertops, stainless steel appliances, and black bar stools.

2. 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, (31 reviews)
"Pretty clean, convenient location to my daily travel, host was wonderful and very helpful when I needed help with something in the house. I would definitely stay here again."
United States
Niya w.
The price is €267
includes taxes & fees
22 Nov - 23 Nov
Charming 2 bedroom, 2 bath townhome located in Portsmouth, Simple and elegant!!
A living room with a beige sofa, a white ottoman, a patterned rug, a wooden chair, and a small table.

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

Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
Portsmouth
8.8 out of 10, Excellent, (13 reviews)
"It was perfect! Just what we needed for a quick visit with family and could bring the dog!"
United States
Kimberly
The price is €222
includes taxes & fees
25 Oct - 26 Oct
Charming 1-bedroom in-law suite with functional kitchen in pleasant Portsmouth
A dining area with a wooden table and chairs, a large potted plant, and a white fireplace in the background.

4. Wooded Wonderland

Wooded Wonderland
Portsmouth
9.6 out of 10, Exceptional, (15 reviews)
"Great property not too far from the beaches! Between the pool, hot tub, mini golf, and theater room, our family had plenty to do at the house when we weren't out exploring Virginia Beach. Owner was quick to respond to any questions or needs as well."
United States
Erin W.
The price is €578
includes taxes & fees
22 Nov - 23 Nov
Wooded Wonderland
A lake with a dock and a row of houses in the background.

5. ODU Cozy Cottage with river views near bars, grills, brewery! 2 br/1 bath house!

ODU Cozy Cottage with river views near bars, grills, brewery! 2 br/1 bath house!
Norfolk
10.0 out of 10, Exceptional, (1 review)
"Great stay"
United States
Anonymous traveller
The price is €287
includes taxes & fees
22 Nov - 23 Nov
ODU Cozy Cottage with river views near bars, grills, brewery! 2 br/1 bath house!
A view from a room with a large window overlooking a deck with wicker furniture and a view of a distant building by the water.

6. 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
Norfolk
8.8 out of 10, Excellent, (92 reviews)
"Nice small rustic cottage right on the beach. Enjoyed my time there."
United States
Mary W.
The price is €245
includes taxes & fees
26 Oct - 27 Oct
Rustic Ocean View Beach House - BEST Location in Ocean View! 2 bed/1 bath House
A residential property with a swimming pool, a fenced yard, and a view of a river.

7. Spacious 4-bedroom townhome in gorgeous Chesapeake with AC and fitness room

Spacious 4-bedroom townhome in gorgeous Chesapeake with AC and fitness room
Deep Creek South
The price is €706
includes taxes & fees
17 Nov - 18 Nov
Spacious 4-bedroom townhome in gorgeous Chesapeake with AC and fitness room
A covered porch with a hanging chair, a small table, and a view of a snowy yard.

8. 3-bedroom home away from home in fabulous Chesapeake, Virginia.

3-bedroom home away from home in fabulous Chesapeake, Virginia.
Chesapeake
10.0 out of 10, Exceptional, (56 reviews)
"Great place to stay, everything was as described! Would definitely stay here again. "
United States
James W.
3-bedroom home away from home in fabulous Chesapeake, Virginia.
A modern interior with a staircase, a door with a decorative glass panel, and a hallway with a tiled floor.

9. Bright 3-bedroom beach house with AC in charming Norfolk

Bright 3-bedroom beach house with AC in charming Norfolk
Willoughby Spit
9.6 out of 10, Exceptional, (14 reviews)
"The property is spacious and conveniently located near the beach and restaurants. It is family-friendly and the host is exceptionally communicative. I plan to return in the future."
United States
Sheryll
The price is €299
includes taxes & fees
26 Oct - 27 Oct
Bright 3-bedroom beach house with AC in charming Norfolk
A modern kitchen with white cabinets, a wooden dining table, and a blue accent wall.

10. Beach Bungalow King Bed 1 Floor Living

Beach Bungalow King Bed 1 Floor Living
Bayview
9.6 out of 10, Exceptional, (23 reviews)
"The property was conveniently located at the beach yet close to Regent University. A great parents’ weekend and graduation getaway spot."
United States
Thomas M.
Beach Bungalow King Bed 1 Floor Living
A kitchen with a wooden island, bar stools, a ceiling fan, and a refrigerator.

11. Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly

Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
Bayview
8.6 out of 10, Excellent, (10 reviews)
"Very Clean, beautiful property situated just blocks from the beach. Neighborhood was very friendly. The entire stay in this charming cottage was delightful!"
United States
Todd C.
The price is €339
includes taxes & fees
2 Nov - 3 Nov
Cozy Beach Cottage - Oceanview Walk To The Beach & Pet Friendly
A beach with a wooden picnic table and a barbecue grill, surrounded by greenery and leading to the ocean.

12. Beachfront Bungalow w/ BEST Location in Ocean View!

Beachfront Bungalow w/ BEST Location in Ocean View!
Norfolk
8.4 out of 10, Very good, (28 reviews)
"Great host and great property! Will be coming back in the future! Loved the fire pit feet from the beach!!"
United States
Benjamin C.
The price is €281
includes taxes & fees
25 Oct - 26 Oct
Beachfront Bungalow w/ BEST Location in Ocean View!
A modern kitchen with white cabinets, stainless steel appliances, and a large island with bar stools.

13. Charming 3bd - Near beaches - Foosball & Backyard

Charming 3bd - Near beaches - Foosball & Backyard
Bayview
9.6 out of 10, Exceptional, (15 reviews)
"The property was great, 5 min walk to the beach. House was bright and cheery with plenty of space for our stay."
United States
Debbie M.
The price is €387
includes taxes & fees
25 Oct - 26 Oct
Charming 3bd - Near beaches - Foosball & Backyard
A modern interior with a staircase leading to a second floor, a living area with a grey sofa, and a kitchen with wooden cabinets.

14. Unique Luxurious Waterfront in Hampton

Unique Luxurious Waterfront in Hampton
Hampton
9.6 out of 10, Exceptional, (4 reviews)
"Great value for the money, great hosts, very renter friendly"
United States
WILLIAM M.
The price is €488
includes taxes & fees
5 Nov - 6 Nov
Unique Luxurious Waterfront in Hampton
A sunlit room with a ceiling fan, two wicker chairs with cushions, a striped rug, and a small table with a plant.

15. Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ

Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ
Cottage Park
9.2 out of 10, Wonderful, (7 reviews)
"Very nice place. We enjoyed the fire pit every night and the easy walk to the beach was a plus."
United States
Robin T.
The price is €411
includes taxes & fees
22 Nov - 23 Nov
Cozy 3BD Beachfront - Foosball & Yard Games w/ BBQ
A view through a window with a grid pattern, overlooking a calm sea and a sandy beach with a small structure and a lifebuoy.

16. Sojourn Aviators Dream on Back River

Sojourn Aviators Dream on Back River
Fox Hill
9.8 out of 10, Exceptional, (32 reviews)
"Great location. Excellent view. The F22 Raptors were cool to see. Not so loud. Host was great. The place does not have a full size oven, so plan accordingly. Beds were comfy."
United States
Jim G.
The price is €448
includes taxes & fees
5 Nov - 6 Nov
Sojourn Aviators Dream on Back River
A garage with a green sofa, a white table, and a patterned chair.

17. Cozy 1-bedroom barn in marvelous Hampton with AC

Cozy 1-bedroom barn in marvelous Hampton with AC
Hampton
10.0 out of 10, Exceptional, (1 review)
The price is €340
includes taxes & fees
5 Nov - 6 Nov
Cozy 1-bedroom barn in marvelous Hampton with AC
A waterfront view from a wooden deck with a white railing, a dock extending into the water, and a clear blue sky.

18. Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!

Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!
Willoughby Spit
9.0 out of 10, Wonderful, (7 reviews)
The price is €397
includes taxes & fees
25 Oct - 26 Oct
Big Waterfront House! Fishing Dock, Arcade, Garage Parking, Walk to Beach!
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

Sundial Inn

Sundial Inn

10/10 Excellent
"Me and my partner been staying at different hotels for awhile now and this is one of the best hotels we have stayed at. Great customer service, clean room, well maintained property"
Kimberly 1-night trip
Posted less than an hour ago
Sundial Inn

Find out more about Portsmouth

Portsmouth Holiday Homes information

Number of reviews
192
Accommodation
745 Holiday Homes
Lowest Price
€222
Highest Price
€706