A stone bridge with wooden railings over a calm river.

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Check prices for these dates

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

Our top choices for Williamsport vacation 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.
Large Family Home: 5 Mi to Dtwn Hagerstown!
A cozy attic bedroom with a skylight, a wicker chair, a round table, and a bed with a headboard.

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 ￥23,453
￥52,009 total
includes taxes & fees
Nov 15 - Nov 16
Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit
KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

3. 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 ￥32,302
￥71,455 total
includes taxes & fees
Nov 4 - Nov 5
Taylor’s Landing Retreat, 6 Acres, C&O Canal Access, Event-Friendly Riverfront
A cozy lounge area with a stone fireplace, comfortable seating, and a ping pong table.

4. 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 ￥24,450
￥45,768 total
includes taxes & fees
Oct 24 - Oct 25
Inns of Whitetail #108
A nighttime forest path lit by string lights.

5. 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.
The price is ￥19,297
￥49,457 total
includes taxes & fees
Oct 27 - Oct 28
1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield
A house with a well-lit entrance, a small garden, and a gravel driveway.

6. 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 ￥13,524
￥40,932 total
includes taxes & fees
Oct 26 - Oct 27
Custom Train-Themed Lodge on 7 Private Acres with Walking Trails
A kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

7. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown
Shepherdstown
The price is ￥25,205
￥49,006 total
includes taxes & fees
Oct 26 - Oct 27
Charming Shepherdstown Home - Walk to Downtown
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

8. Schilling House

Schilling House
3.0 star property
Bolivar
The price is ￥42,944
￥53,787 total
includes taxes & fees
Oct 25 - Oct 26
Schilling House
A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

9. 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 ￥19,591
￥48,323 total
includes taxes & fees
Nov 13 - Nov 14
Hidden Creekside retreat near 5 national parks, including Harpers Ferry
Room

10. Eddie's Place

Eddie's Place
Berkeley Springs
9.6 out of 10, Exceptional, (17 reviews)
"Great location, value and property manager is easy to work with "
United States
Justin O.
The price is ￥15,673
￥25,492 total
includes taxes & fees
Oct 25 - Oct 26
Eddie's Place
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 ￥17,773
￥35,452 total
includes taxes & fees
Nov 9 - Nov 10
Charming 3 Bedroom Cottage minutes from Ski Liberty and Gettysburg Pa.
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with wooden chairs and a table.

12. Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway
Berkeley Springs
9.0 out of 10, Wonderful, (30 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 ￥19,607
￥42,411 total
includes taxes & fees
Oct 25 - Oct 26
Modern, family-friendly, nature packed getaway
A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

13. 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 ￥15,673
￥40,537 total
includes taxes & fees
Oct 26 - Oct 27
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.

14. 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 ￥32,219
￥93,801 total
includes taxes & fees
Nov 3 - Nov 4
Mountain retreat w/deck, game room & dog-friendly
A two-story house with a front porch, a chimney, and a small garden with pumpkins.

15. 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 ￥23,510
￥50,007 total
includes taxes & fees
Nov 15 - Nov 16
Charming "Cream of the Crop" Cape ~❤️of Middletown
A spacious living room with a large window, a wooden dining table, and a comfortable sofa.

16. Modern Cabin w Hot Tub & Indoor Pool/Gym Access!

Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
The Woods
9.0 out of 10, Wonderful, (13 reviews)
"Great location, everything was great and we would stay again!"
United States
Lauren P.
The price is ￥23,415
￥59,171 total
includes taxes & fees
Oct 25 - Oct 26
Modern Cabin w Hot Tub & Indoor Pool/Gym Access!
A spacious hallway with a wooden floor, a bookshelf with books, a large abstract painting, and a door leading to another room.

17. New, Contemporary House in Historic Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
Harpers Ferry
9.6 out of 10, Exceptional, (8 reviews)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is ￥15,673
￥57,789 total
includes taxes & fees
Oct 28 - Oct 29
New, Contemporary House in Historic Harpers Ferry
A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

18. 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 ￥33,148
￥39,955 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Downtown Cabin - Family Friendly
A covered outdoor seating area with a table and chairs, large windows, and a view of a forest.

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

Modern w/ Hot Tub, Grill, WiFi & Resort Access
The Woods
The price is ￥28,041
￥64,957 total
includes taxes & fees
Nov 4 - Nov 5
Modern w/ Hot Tub, Grill, WiFi & Resort Access
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, (21 reviews)
"Beautiful house in a bucolic setting. Perfect for a family for the night."
United States
Kate M.
The price is ￥43,101
￥70,773 total
includes taxes & fees
Nov 2 - Nov 3
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

10/10 Excellent
"Great experience every time I’ve stayed here!"
MARY 2-night trip
Posted 8 hours ago
Holiday Inn Express Charles Town by IHG

Find out more about Williamsport

Williamsport Vacation Homes information

Number of reviews
484
Accommodation
255 Vacation Homes
Lowest Price
￥25,492
Highest Price
￥93,801