A cable-stayed bridge over a river with snow-covered mountains in the background.

Holiday Homes in Portsmouth

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Portsmouth holiday homes

A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

1. Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Portsmouth
10.0 out of 10, Exceptional, (18 reviews)
"Place was very clean and well kept will definitely stay here again"
United States
eric
The price is NZ$469
includes taxes & fees
2 Nov - 3 Nov
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
A two-story house with a front porch, steps leading to the entrance, and a small garden area.

2. Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.

Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
Portsmouth
8.6 out of 10, Excellent, (18 reviews)
"Nice place well informed easy check in...lots of room...well done..thanks"
United States
earl l.
The price is NZ$558
includes taxes & fees
6 Nov - 7 Nov
Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
An outdoor patio area with wicker furniture, a brick wall, and string lights.

3. The Kitchie Kottage/ House

The Kitchie Kottage/ House
Portsmouth
10.0 out of 10, Exceptional, (26 reviews)
"Great place, wonderful host, nice neighborhood. Very happy. This is a regular stay for me. Highly recommended!"
United States
Anonymous traveller
The price is NZ$411
includes taxes & fees
4 Nov - 5 Nov
The Kitchie Kottage/ House
A single-story house with a covered porch, a small garden, and a large tree in the background.

4. Visit The Sage Door House

Visit The Sage Door House
Wheelersburg
10.0 out of 10, Exceptional, (2 reviews)
"Great place with more than adequate accommodations. "
United States
kandace F.
The price is NZ$699
includes taxes & fees
15 Nov - 16 Nov
Visit The Sage Door House
A bedroom with a bed, a bedside table, a mirror, a window, and a hanging chair.

5. Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.

Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
West Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"Great stay. This home is huge and spacious and was very clean and well kept. Communication with the owner was quick and easy. Would highly recommend! "
United States
Amanda L.
The price is NZ$285
includes taxes & fees
23 Nov - 24 Nov
Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
Exterior detail

6. Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
Portsmouth
The price is NZ$931
includes taxes & fees
6 Nov - 7 Nov
Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
A modern living room with a sofa, a lamp, and a round table.

7. Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.

Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.
West Portstmouth
8.0 out of 10, Very good, (2 reviews)
"All was good .....6ppnëhhc"
United States
anthony b.
The price is NZ$283
includes taxes & fees
23 Nov - 24 Nov
Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.
A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

8. Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
The price is NZ$348
includes taxes & fees
3 Nov - 4 Nov
Charming 2-bedroom house located in beautiful wooded setting!
A house with a porch and a gazebo by a pond.

9. Green Acres

Green Acres
Minford
10.0 out of 10, Exceptional, (29 reviews)
"The property was immaculate, gorgeous, and my kids had a lot of fun kayaking and fishing in the pond. We saw blue herons, deer and fish during our brief stay."
United States
Jessica J.
The price is NZ$604
includes taxes & fees
20 Nov - 21 Nov
Green Acres
A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

10. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
Grayson
8.8 out of 10, Excellent, (3 reviews)
"The home was as described.. clean .. location as great … bed was comfy!! Will definitely look to stay again!!"
United States
Ronald S.
The price is NZ$208
includes taxes & fees
29 Oct - 30 Oct
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A covered porch with a wooden railing, a table with four chairs, and a hanging planter.

11. Cozy Fonzie Flat

Cozy Fonzie Flat
Ashland
10.0 out of 10, Exceptional, (1 review)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
The price is NZ$545
includes taxes & fees
5 Nov - 6 Nov
Cozy Fonzie Flat
A hot tub with a control panel and a wooden cabinet.

12. Charming Home with private Hot Tub and Fire Pit

Charming Home with private Hot Tub and Fire Pit
South Point
10.0 out of 10, Exceptional, (18 reviews)
"The cleanliness and the small special items example the bottle of wine and snacks if we wanted them. Will definitely stay here again if we travel that way. "
United States
Elizabeth C.
The price is NZ$314
includes taxes & fees
13 Nov - 14 Nov
Charming Home with private Hot Tub and Fire Pit
A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

13. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
9.0 out of 10, Wonderful, (10 reviews)
"Very quiet location. The beds were super comfortable. Lots of room and close to restaurants. I messaged the host about check out and they responded within minutes. I would stay here again when we return."
United States
Shelia C.
The price is NZ$400
includes taxes & fees
17 Nov - 18 Nov
Charming 3BR Home - Near KDMC & Downtown
A single-story house with a covered porch and a front door.

14. Corner Cottage 2 bedroom pets welcome and close to downtown

Corner Cottage 2 bedroom pets welcome and close to downtown
Ashland
9.0 out of 10, Wonderful, (4 reviews)
"The host communicated promptly about pet friendly place. Home was great for my stay and needs."
United States
Jennifer A.
Corner Cottage 2 bedroom pets welcome and close to downtown
A modern kitchen with a central island, bar stools, a hanging light fixture, and a fireplace.

15. Grain Bin - Unique Stay

Grain Bin - Unique Stay
Peebles
9.2 out of 10, Wonderful, (26 reviews)
"Very nice stay. "
United States
Jennifer J.
The price is NZ$735
includes taxes & fees
28 Oct - 29 Oct
Grain Bin - Unique Stay
A small, single-story cabin with a porch, a front door, and a wreath decoration.

16. “Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking

“Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking
West Union
10.0 out of 10, Exceptional, (2 reviews)
"Clean, peaceful and relaxing!"
United States
April V.
The price is NZ$381
includes taxes & fees
9 Nov - 10 Nov
“Serenity Now” cozy 2BR country retreat in the heart of Amish Country and hiking
A balcony with a view of a lake, a grassy lawn, and a building in the background.

17. White Lake Retreat | Lakefront Views | Dock

White Lake Retreat | Lakefront Views | Dock
Waverly
The price is NZ$1,085
includes taxes & fees
17 Nov - 18 Nov
White Lake Retreat | Lakefront Views | Dock
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

Days Inn by Wyndham Grayson

Days Inn by Wyndham Grayson

8/10 Good
"The staff are exceptional, but the property is feeling its age. The rooms are clean but the plumbing probably needs an upgrade - the drains run a little slow. We are repeat customers because of the staff!"
S 1-night trip
Posted 20 hours ago
Days Inn by Wyndham Grayson

Find out more about Portsmouth

Portsmouth Holiday Homes information

Number of reviews
171
Accommodation
48 Holiday Homes
Lowest Price
NZ$208
Highest Price
NZ$1,085