Williamsport, MD Vacation Homes from AED 597

Williamsport Vacation Homes
Maryland
United States of America
Expedia.ae

A stone bridge with wooden railings over a calm river.

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Our top choices for Williamsport vacation homes

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

A compact kitchen with a stove, refrigerator, and a dining area with a table and chairs.

A cozy room with a wooden ceiling, a sofa, a small table with chairs, and a door with a 'Welcome' sign.

An outdoor patio with a round table and stools, a stone fireplace, and a wooden fence.

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)

8.8/10

Excellent

(21 reviews)

"Property was very nice, plenty of room for our family. We would definitely recommend this house and stay there again."

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.

A cozy room with a blue sofa, an orange chair, a hanging chair, a small table, and a patterned rug.

A rustic wooden building with a large umbrella, surrounded by greenery and a clear sky.

A brick house with a covered porch, a front door, and a small garden area with potted plants.

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)

9.8/10

Exceptional

(19 reviews)

"Extremely cute and a wonderful place to relax."

A D.

The price is AED 550

AED 550

AED 1,227 total

includes taxes & fees

9 Nov - 10 Nov

Historic Cottage Retreat-IG Hot Tub-Brick Fire Pit

KITCHEN/LIVING ROOM - 2nd floor long view showing the whole space, tv, wifi

DINING ROOM - 2nd floor dining room easily fits 6, spare chairs, stairs backyard

LIVING ROOM - 2nd floor, sitting area, bar area to eat at while looking outside.

HOUSE - brick walks, landscaped, deck on 2nd floor, patio below. Keyless entry.

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)

8.2/10

Very good

(66 reviews)

"Lovely place along the c&o. The host was very accommodating and helpful."

Laura D.

The price is AED 757

AED 757

AED 1,675 total

includes taxes & fees

5 Nov - 6 Nov

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.

A hallway with a wooden floor, a dark patterned rug, a chandelier, and framed artwork on the wall.

A hallway leading to a door, a framed picture on the wall, and two beige armchairs with a lamp.

A brick building with a red door, two windows with shutters, and a covered entrance area.

4. Inns of Whitetail #108

Inns of Whitetail #108

Mercersburg

6.0 out of 10, (2 reviews)

6.0/10

(2 reviews)

"Absolutely amazing ! Very clean and Check in was super easy . "

Tiffany B.

The price is AED 573

AED 573

AED 1,073 total

includes taxes & fees

24 Oct - 25 Oct

Inns of Whitetail #108

A nighttime forest path lit by string lights.

A casino with slot machines, red chairs, and a colorful carpet.

A kitchen with wooden cabinets, a black countertop, a stainless steel microwave, a stove, and a sink.

A glass of red wine with a label, a fire pit, and two Adirondack chairs in a natural setting.

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)

10/10

Exceptional

(54 reviews)

"The house was in a great location with the winery and battlefield nearby, and the house was very nice and comfortable."

Nancy D.

The price is AED 448

AED 448

AED 1,148 total

includes taxes & fees

27 Oct - 28 Oct

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.

A modern kitchen with stainless steel appliances, a window with a view of trees, and a blue countertop.

A wooden staircase leading to a lofted area with a sign reading "Station" and a "Laundry" sign above a door.

A dining area with a table set for two, a clock on the wall, and a blue door with a window.

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)

9.8/10

Exceptional

(24 reviews)

"Nice place to stay. Could use some privacy."

Arnold A.

The price is AED 314

AED 314

AED 951 total

includes taxes & fees

26 Oct - 27 Oct

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

A kitchen with wooden cabinets, a stainless steel refrigerator, and a microwave.

A natural outdoor area with a grassy lawn, a fallen tree trunk, and dense foliage.

A window with a view of a grassy yard and trees.

A two-story brick house with a front porch, a small garden, and a visible mailbox.

7. Charming Shepherdstown Home - Walk to Downtown

Charming Shepherdstown Home - Walk to Downtown

Shepherdstown

Charming Shepherdstown Home - Walk to Downtown

A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a window with curtains.

A kitchen with white cabinets, a black refrigerator, a wooden table, and a ceiling fan.

A spacious living room with a large window, a wooden coffee table, and a sofa.

A bathroom with a toilet, sink, and shower curtain.

8. Schilling House

Schilling House

3.0 star property

Bolivar

The price is AED 1,006

AED 1,006

AED 1,260 total

includes taxes & fees

25 Oct - 26 Oct

Schilling House

A spacious living area with two grey sofas, a wooden floor, and a kitchen in the background.

A modern kitchen with a central island, bar stools, a ceiling fan, pendant lights, a large flat-screen TV, wooden cabinetry, and a patterned rug.

A kitchen with granite countertops, stainless steel appliances, and blue pendant lights.

A spacious kitchen with granite countertops, stainless steel appliances, and wooden cabinets.

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)

10/10

Exceptional

(12 reviews)

"Wonderful location and property."

Helen F.

The price is AED 459

AED 459

AED 1,125 total

includes taxes & fees

13 Nov - 14 Nov

Hidden Creekside retreat near 5 national parks, including Harpers Ferry

10. Eddie's Place

Eddie's Place

Berkeley Springs

9.6 out of 10, Exceptional, (17 reviews)

9.6/10

Exceptional

(17 reviews)

"Great location, value and property manager is easy to work with "

Justin O.

The price is AED 367

AED 367

AED 597 total

includes taxes & fees

25 Oct - 26 Oct

Eddie's Place

A bathroom with a towel rack, a mirror, a sink, and a potted plant.

A fireplace with a TV above it, a patterned rug, and a wooden bench.

A white house with a dark roof, a front porch, and a circular garden with three pig statues.

A living room with a stone wall, a wooden staircase, a dark-colored sofa with cushions, and a small shelf with model buildings.

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)

10/10

Exceptional

(8 reviews)

The price is AED 417

AED 417

AED 831 total

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 stainless steel refrigerator, and a dining area with wooden chairs and a table.

A wooden deck with a metal chair, surrounded by trees and a clear sky.

A modern kitchen with a central island, a stone fireplace, and a dining area with a sofa and chairs.

A spacious living room with a stone fireplace, wooden beams, and modern lighting fixtures.

12. Modern, family-friendly, nature packed getaway

Modern, family-friendly, nature packed getaway

Berkeley Springs

9.0 out of 10, Wonderful, (30 reviews)

9.0/10

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!"

Ethan L.

The price is AED 459

AED 459

AED 994 total

includes taxes & fees

25 Oct - 26 Oct

Modern, family-friendly, nature packed getaway

A modern kitchen with white cabinets, a wooden table, a stainless steel refrigerator, and a wooden ceiling.

A staircase with white railings and wooden steps, leading to a door with a wreath and a framed picture on the wall.

A living room with a fireplace, a television, a staircase, and a bookshelf.

A hallway with a wooden barrel, wine glasses on a rack, and a sign reading "Bourbon Street".

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)

10/10

Exceptional

(74 reviews)

"Lovely home. Great location! Host was amazingly helpful!"

Tory D.

The price is AED 367

AED 367

AED 950 total

includes taxes & fees

26 Oct - 27 Oct

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.

A modern kitchen with white cabinets, a large island with bar stools, and pendant lighting.

A spacious living room with a stone fireplace, large windows, a ceiling fan, and a dining area.

A residential area with houses surrounded by autumn foliage.

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)

9.2/10

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."

Roy N.

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

A two-story house with a front porch, a chimney, and a small garden with pumpkins.

A porch with a stone wall, a red door, an American flag, a chair with a cushion, and a 'STAY' sign.

A spacious living room with a high ceiling, a staircase, a large window with a view, and a cozy fireplace area.

A modern kitchen with stainless steel appliances, a wooden island, and a 'Welcome' sign.

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)

10/10

Exceptional

(160 reviews)

"Great little spot!"

Shelby W.

The price is AED 551

AED 551

AED 1,172 total

includes taxes & fees

2 Nov - 3 Nov

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

A spacious living room with a large window, a wooden dining table, and a comfortable sofa.

A spacious living room with a large wooden dining table, comfortable seating, a flat-screen TV, and a large window offering a view of trees.

A dining area with a wooden table and chairs, a television, and a staircase leading to a balcony with a view of trees.

A modern living room with a large TV, a wooden dining table, and a 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)

9.0/10

Wonderful

(13 reviews)

"Great location, everything was great and we would stay again!"

Lauren P.

The price is AED 549

AED 549

AED 1,387 total

includes taxes & fees

25 Oct - 26 Oct

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.

A bedroom with a bed, a desk, a chair, and a small table with a lamp.

An outdoor patio area with a covered seating area and a view of a lush green landscape.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

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)

9.6/10

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. "

Erin J.

The price is AED 367

AED 367

AED 1,354 total

includes taxes & fees

28 Oct - 29 Oct

New, Contemporary House in Historic Harpers Ferry

A bedroom with a bed, a dresser, a ceiling fan, and a window with blinds.

A covered outdoor seating area with a sofa and a table, a sign with 'hello SPRING', and a view of a garden.

A two-story log cabin with a front porch and a red door.

A living room with a brick fireplace, a rocking chair, a patterned sofa, and a large rug.

18. Cozy Downtown Cabin - Family Friendly

Cozy Downtown Cabin - Family Friendly

Middletown

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Beautiful property. I will definitely stay there again."

Roger

The price is AED 777

AED 777

AED 936 total

includes taxes & fees

26 Oct - 27 Oct

Cozy Downtown Cabin - Family Friendly

A covered outdoor seating area with a table and chairs, large windows, and a view of a forest.

A wooden deck with two chairs and a table, large windows with a forest view, and a sun shining through.

A modern kitchen with dark cabinetry, a central island, and a bar area.

A cabin with a large deck area, a fire pit, and a covered outdoor seating area surrounded by trees.

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

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

The Woods

The price is AED 717

AED 717

AED 1,596 total

includes taxes & fees

3 Nov - 4 Nov

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

A modern kitchen with wooden cabinets, a large island with stools, and a bar area.

A spacious living room with a wooden floor, a dining table with chairs, a sofa, and a TV mounted on the wall.

A two-story house with a green exterior, a red door, and a porch with steps leading to the front door.

A living room with a fireplace, a television, and a dining area with a table and chairs.

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)

10/10

Exceptional

(21 reviews)

"Beautiful house in a bucolic setting. Perfect for a family for the night."

Kate M.

The price is AED 1,010

AED 1,010

AED 1,670 total

includes taxes & fees

29 Oct - 30 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

10/10 Excellent

"Great experience every time I’ve stayed here!"

MARY 2-night trip

Posted 3 hours ago

Holiday Inn Express Charles Town by IHG

Red Roof Inn Hagerstown - Williamsport, MD

10/10 Excellent

"Very well maintained, Clean & Odorless rooms."

Vigneswaran Krishna 1-night trip

Posted 4 hours ago

Red Roof Inn Hagerstown - Williamsport, MD

Country Inn & Suites by Radisson, Hagerstown, MD

10/10 Excellent

"Comfortable and clean room in a convenient location. The room was large, quiet and had nice amenities and convenient outlets."

Paula 1-night trip

Posted 9 hours ago

Country Inn & Suites by Radisson, Hagerstown, MD

Quality Inn Harpers Ferry - Charles Town

8/10 Good

"Our rooms thermostat (room 109) was not very good. The room got extremely hot then the AC kicked in. The room was then ice cold. It was hard to sleep because it was so hot then sooo cold. We liked the afternoon cookie though."

irene 2-night trip

Posted 12 hours ago

Quality Inn Harpers Ferry - Charles Town

Tru By Hilton Hagerstown

10/10 Excellent

"The woman t the front desk gave me excellent directions to get to our next stop, Gettysburg. The room was lovely and it was a great stopover."

Gregory 1-night trip

Posted 17 hours ago

Tru By Hilton Hagerstown

Holiday Inn Express & Suites Clear Spring by IHG

8/10 Good

"Room was clean and staff was good. Breakfast was awesome and gym also was good. Good for family stay."

fnu 1-night trip

Posted 1 day ago

Holiday Inn Express & Suites Clear Spring by IHG

Fairfield Inn & Suites by Marriott Hagerstown

10/10 Excellent

"Very friendly staff and the breakfast was pretty good too. Very clean."

Kimberly 2-night trip

Posted 1 day ago

Fairfield Inn & Suites by Marriott Hagerstown

Clarion Inn Harpers Ferry - Charles Town

8/10 Good

"Very clean close to harpers ferry"

loni 1-night trip

Posted 2 days ago

Clarion Inn Harpers Ferry - Charles Town

Super 8 by Wyndham Hancock MD

10/10 Excellent

"The top bed covers could be clanged both our covers had holes in them"

James 1-night trip

Posted 3 days ago

Super 8 by Wyndham Hancock MD

Search Vacation Homes in Williamsport

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Williamsport vacation homes

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

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

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

4. Inns of Whitetail #108

5. 1-Acre Hot Tub & Fire Pit Retreat, Steps to Winery and Battlefield

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

7. Charming Shepherdstown Home - Walk to Downtown

8. Schilling House

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

10. Eddie's Place

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

12. Modern, family-friendly, nature packed getaway

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

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

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

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

17. New, Contemporary House in Historic Harpers Ferry

18. Cozy Downtown Cabin - Family Friendly

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

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

Find vacation rentals that suit your style

Top Williamsport Hotel Reviews

Holiday Inn Express Charles Town by IHG