A stone bridge with wooden railings over a calm river.

Holiday Homes in Williamsport

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Williamsport holiday homes

A spacious living room with a wooden ceiling, large windows, a fireplace, and a cozy seating area.

1. Large Family Home: 5 Mi to Dtwn Hagerstown!

Large Family Home: 5 Mi to Dtwn Hagerstown!
Williamsport
8.8 out of 10, Excellent, (21 reviews)
"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."
United States
Charlotte S.
The price is AU$643
includes taxes & fees
20 Oct - 21 Oct
Large Family Home: 5 Mi to Dtwn Hagerstown!
A square fire pit with a brick base, surrounded by outdoor furniture including a sofa and chairs.

2. Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
Boonsboro
9.8 out of 10, Exceptional, (18 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is AU$476
includes taxes & fees
14 Oct - 15 Oct
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

3. Inns of Whitetail #108

Inns of Whitetail #108
Mercersburg
6.0 out of 10, (2 reviews)
"Absolutely amazing ! Very clean and Check in was super easy . "
United States
Tiffany B.
The price is AU$345
includes taxes & fees
11 Oct - 12 Oct
Inns of Whitetail #108
A house with a well-lit entrance, a small garden, and a gravel driveway.

4. Custom Train-Themed Lodge on 7 Private Acres with Walking Trails

Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
Martinsburg
9.8 out of 10, Exceptional, (24 reviews)
"Nice place to stay. Could use some privacy."
United States
Arnold A.
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

5. Charming "Cream of the Crop" Cape ~❤️of Middletown

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (157 reviews)
"Perfect little house in a great historic location."
United States
Donald K.
The price is AU$353
includes taxes & fees
12 Oct - 13 Oct
Charming "Cream of the Crop" Cape ~❤️of Middletown
A kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

6. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is AU$441
includes taxes & fees
9 Nov - 10 Nov
Charming Shepherdstown Home - Walk to Downtown
A house with a deck, outdoor seating, and a fire pit.

7. Exclusive Wooded Chalet w Magnificent River Views

Exclusive Wooded Chalet w Magnificent River Views
Shepherdstown
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location, amazing views, clean property, responsive host"
United States
Brian
The price is AU$1,246
includes taxes & fees
20 Oct - 21 Oct
Exclusive Wooded Chalet w Magnificent River Views
A spacious living room with a staircase, a sofa, a television, and a large window.

8. BEST LOCATION: Historic Shepherdstown Getaway

BEST LOCATION: Historic Shepherdstown Getaway
Shepherdstown
10.0 out of 10, Exceptional, (112 reviews)
"Wonderful host, great location, everything was a expected"
United States
Dave D.
BEST LOCATION: Historic Shepherdstown Getaway
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

9. Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Jefferson
10.0 out of 10, Exceptional, (74 reviews)
"Lovely home. Great location! Host was amazingly helpful!"
United States
Tory D.
The price is AU$353
includes taxes & fees
15 Oct - 16 Oct
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

10. Hidden Creekside retreat near 5 national parks, including Harpers Ferry

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful location and property."
United States
Helen F.
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A bathroom with a towel rack, a mirror, a sink, and a potted plant.

11. Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.

Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
Highfield-Cascade
10.0 out of 10, Exceptional, (8 reviews)
The price is AU$329
includes taxes & fees
19 Oct - 20 Oct
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
An outdoor patio with a wooden deck, a hanging chair, a cushioned sofa, and various potted plants.

12. New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct

New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
Bolivar
9.8 out of 10, Exceptional, (48 reviews)
"Great location and incredibly well appointed!"
United States
Sarah M.
The price is AU$413
includes taxes & fees
12 Oct - 13 Oct
New AC. Luxury, Spa Bathroom, Movie Room, high-end design, fall colors Oct
A house with a front porch, a set of stairs leading to a double door with glass panels, and a small window above the door.

13. Eddies Place LLC

Eddies Place LLC
Berkeley Springs
9.0 out of 10, Wonderful, (6 reviews)
"Good spot and had a great time"
United States
B R.
The price is AU$236
includes taxes & fees
11 Oct - 12 Oct
Eddies Place LLC
A two-story house with a front porch, a staircase, and a mailbox.

14. Dog-Friendly | Hiking| Tubing near Harpers Ferry

Dog-Friendly | Hiking| Tubing near Harpers Ferry
Brunswick
2.0 out of 10, (1 review)
"No ac just window units it was soooooo hot"
United States
Anonymous traveller
The price is AU$332
includes taxes & fees
11 Oct - 12 Oct
Dog-Friendly | Hiking| Tubing near Harpers Ferry
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with wooden chairs and a table.

15. Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
9.0 out of 10, Wonderful, (29 reviews)
"It was exactly what we needed for my groomsmen and I the night before my wedding, a clean, open space with private bedrooms and 4 beds. Perfect for a quick stay!"
United States
Ethan L.
The price is AU$388
includes taxes & fees
12 Oct - 13 Oct
Modern, family-friendly, nature packed getaway
A deck with green chairs and a fire pit, surrounded by a house and trees.

16. 4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry

4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
Knoxville
10.0 out of 10, Exceptional, (31 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
The price is AU$712
includes taxes & fees
19 Oct - 20 Oct
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
A spacious living room with a stone fireplace, large windows, and a kitchen island.

17. Mountain retreat w/deck, game room & dog-friendly

Mountain retreat w/deck, game room & dog-friendly
The Woods
9.2 out of 10, Wonderful, (7 reviews)
"This property was exactly as advertised and our family had a great time. It was one of the cleanest homes we have stayed at and Tony and his crew responded quickly to any minor needs we had. It is very easy to highly recommend this home."
United States
Roy N.
The price is AU$905
includes taxes & fees
20 Oct - 21 Oct
Mountain retreat w/deck, game room & dog-friendly
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

18. Schilling House

Schilling House
3.0 star property
Bolivar
The price is AU$491
includes taxes & fees
12 Oct - 13 Oct
Schilling House
A four-poster canopy bed with a view of a cityscape through the window.

19. Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry

Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
Harpers Ferry
10.0 out of 10, Exceptional, (21 reviews)
"Great spot"
China
Clara
The price is AU$448
includes taxes & fees
18 Oct - 19 Oct
Eclectic & Romantic - Walk to Historic Downtown Harpers Ferry
A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

20. Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC

Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
Rohrersville
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is AU$634
includes taxes & fees
19 Oct - 20 Oct
Charming Historic Victorian 4 bedroom guesthouse in Rohrersville with WiFi, AC
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 Williamsport Hotel Reviews

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG

8/10 Good
"The room was clean. The staff was extremely welcoming and helpful when I had an issue. I did not use the pool or other amenities. And I did not have the breakfast there so I cannot speak to that."
James 1-night trip
Posted less than an hour ago
Holiday Inn Express Charles Town by IHG

Find out more about Williamsport

Williamsport Holiday Homes information

Number of reviews
537
Accommodation
255 Holiday Homes
Lowest Price
AU$236
Highest Price
AU$1,246