A stone bridge with wooden railings over a calm river.

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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 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 £344
includes taxes & fees
5 Nov - 6 Nov
Large Family Home: 5 Mi to Dtwn Hagerstown!
A wooden cabin with a patio area, outdoor seating, and a fire pit.

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, (19 reviews)
"Extremely cute and a wonderful place to relax."
United States
A D.
The price is £252
includes taxes & fees
2 Nov - 3 Nov
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
A house with a well-lit entrance, a small garden, and a gravel driveway.

3. 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.
The price is £196
includes taxes & fees
29 Oct - 30 Oct
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A nighttime forest path lit by string lights.

4. 1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield

1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
Sharpsburg
10.0 out of 10, Exceptional, (54 reviews)
"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."
United States
Nancy D.
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

5. Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront

Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
Sharpsburg
8.2 out of 10, Very good, (66 reviews)
"Lovely place along the c&o. The host was very accommodating and helpful."
United States
Laura D.
The price is £349
includes taxes & fees
1 Nov - 2 Nov
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A living room with two leather sofas, a coffee table, and a brick wall.

6. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is £257
includes taxes & fees
2 Nov - 3 Nov
Charming Shepherdstown Home - Walk to Downtown
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

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

Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Martinsburg
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful location and property."
United States
Helen F.
The price is £238
includes taxes & fees
13 Nov - 14 Nov
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

8. 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 £224
includes taxes & fees
29 Oct - 30 Oct
Inns of Whitetail #108
A spacious living room with a large window, a wooden coffee table, and a sofa.

9. Schilling House

Schilling House
3.0 star property
Bolivar
The price is £236
includes taxes & fees
10 Nov - 11 Nov
Schilling House
A two-story house with a front porch, a staircase, and a mailbox.

10. 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 £180
includes taxes & fees
15 Nov - 16 Nov
Dog-Friendly | Hiking| Tubing near 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
9.8 out of 10, Exceptional, (9 reviews)
The price is £169
includes taxes & fees
9 Nov - 10 Nov
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

12. 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 £197
includes taxes & fees
2 Nov - 3 Nov
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
A spacious living room with a stone fireplace, large windows, and a kitchen island.

13. 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 £457
includes taxes & fees
9 Nov - 10 Nov
Mountain retreat w/deck, game room & dog-friendly
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

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

Charming "Cream of the Crop" Cape ~❤️of Middletown
Middletown
10.0 out of 10, Exceptional, (160 reviews)
"Great little spot!"
United States
Shelby W.
The price is £198
includes taxes & fees
3 Nov - 4 Nov
Charming "Cream of the Crop" Cape ~❤️of Middletown
Private kitchen

15. The Woods Resort w/ Jacuzzi, 2 Decks +Fireplace

The Woods Resort w/ Jacuzzi, 2 Decks +Fireplace
The Woods
The price is £303
includes taxes & fees
2 Nov - 3 Nov
The Woods Resort w/ Jacuzzi, 2 Decks +Fireplace
A log cabin interior with a wooden bench, a leather sofa, a coffee table, and a bookshelf.

16. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property. I will definitely stay there again."
United States
Roger
The price is £202
includes taxes & fees
1 Nov - 2 Nov
Cozy Downtown Cabin - Family Friendly
A deck with green chairs and a fire pit, surrounded by a house and trees.

17. 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, (34 reviews)
"Great stay, super nice people and wonderful house."
United States
Kenzie S.
The price is £366
includes taxes & fees
29 Oct - 30 Oct
4 King Suites, Hot Tub, Ping Pong, Arcade, Chef's Kitchen – Harpers Ferry
A covered outdoor seating area with a table and chairs, large windows, and a view of a forest.

18. Modern w/ Hot Tub, Grill, WiFi & Resort Access

Modern w/ Hot Tub, Grill, WiFi & Resort Access
The Woods
The price is £409
includes taxes & fees
11 Nov - 12 Nov
Modern w/ Hot Tub, Grill, WiFi & Resort Access
An outdoor patio with wooden flooring, two white cushioned chairs, and a small table.

19. Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath

Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
Bolivar
10.0 out of 10, Exceptional, (64 reviews)
"Enjoyed our stay here. Host was very communicative and the place was very clean."
United States
Delaine F.
The price is £257
includes taxes & fees
23 Nov - 24 Nov
Icy mini split added, luxury, walk to Washington St, EV, Movie room, Spa bath
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, (22 reviews)
"Our stay was so enjoyable!"
United States
Kimberly C.
The price is £337
includes taxes & fees
4 Nov - 5 Nov
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

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

10/10 Excellent
"Great place to stay staff with friendly great breakfast shuttle to the casino beds were very comfortable"
Paul 1-night trip
Posted 1 day ago
The Inn at Charles Town - Hollywood Casino

Find out more about Williamsport

Williamsport Holiday Homes information

Number of reviews
517
Accommodation
246 Holiday Homes
Lowest Price
£169
Highest Price
£457