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Williamsport Vacation Rentals

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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Williamsport vacation rentals

Exterior
❤️ Secluded 1940s Romantic Tiny House on the River

Cabin in Shepherdstown

❤️ Secluded 1940s Romantic Tiny House on the River
9.8 out of 10, Exceptional, (66)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is ￥6,442
￥16,612 total
includes taxes & fees
Jan 1 - Jan 2, 2026
❤️ Secluded 1940s Romantic Tiny House on the River
Outdoor dining
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Cabin in The Woods

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
10.0 out of 10, Exceptional, (2)
"Weston was very welcoming and was prompt to answer any questions leading up to the trip. The home was clean and cozy. Although we didn’t use them due to weather, we enjoyed having the option to use the hot tub and fire pit. "
United States
Jaclyn K.
The price is ￥11,343
￥45,360 total
includes taxes & fees
Dec 21 - Dec 22
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
Interior
New, Contemporary House in Historic Harpers Ferry

Vacation Home in Harpers Ferry

New, Contemporary House in Historic Harpers Ferry
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 ￥15,560
￥57,532 total
includes taxes & fees
Dec 22 - Dec 23
New, Contemporary House in Historic Harpers Ferry
Interior
Bring Your Own Boat - Meticulously restored house on the Potomac River

Cottage in Hedgesville

Bring Your Own Boat - Meticulously restored house on the Potomac River
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
The price is ￥11,663
￥25,068 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Bring Your Own Boat - Meticulously restored house on the Potomac River
TV, fireplace, books, stereo
Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck

Chalet in The Woods

Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
9.2 out of 10, Wonderful, (5)
"Great location for a family getaway to the great outdoors."
United States
Eric H.
The price is ￥42,774
￥63,491 total
includes taxes & fees
Dec 22 - Dec 23
Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
Terrace/patio
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Cabin in Sleepy Hollow

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
9.8 out of 10, Exceptional, (10)
"Had an amazing stay! The VRBO was cozy, comfortable and clean in an amazing area. We loved the amenities, relaxing on the deck, by the fire pit, and in the hot tub were perfect! The host, Emily, was amazing and gave lots of great info about the area and was very responsive. Would love to stay here again!"
United States
Sarah H.
The price is ￥16,627
￥48,612 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
TV, foosball, books
Cozy Pine Tree Nest

Apartment in Frederick

Cozy Pine Tree Nest
9.4 out of 10, Exceptional, (11)
"Really nice apartment was just what we wanted for a weekend while here to run the JFK 50 miler"
United States
David S.
The price is ￥12,464
￥26,407 total
includes taxes & fees
Dec 29 - Dec 30
Cozy Pine Tree Nest
Property grounds
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.

Cabin in Waynesboro

Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
9.8 out of 10, Exceptional, (91)
"The Toll House was clean, had all the amenities advertised, and host had great communication. Very nice to have a fenced yard for my small dog to roam. I recommend this to others! "
United States
Sharon
The price is ￥15,560
￥36,115 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Antietam Toll House~ an historic waterfront cabin with fully fenced yard.
Interior
Historic Queen Anne Family Home w Modern Comforts

Vacation Home in Harpers Ferry

Historic Queen Anne Family Home w Modern Comforts
10.0 out of 10, Exceptional, (3)
"The location was great and the host was very east to communicate with."
United States
Liz B.
The price is ￥26,343
￥61,185 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Historic Queen Anne Family Home w Modern Comforts
Interior
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.

Chalet in The Woods

This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
9.8 out of 10, Exceptional, (19)
"Beautiful home, wonderful amenities, 2 great decks, pretty location. Would definitely recommend this home."
United States
William G.
The price is ￥26,458
￥59,735 total
includes taxes & fees
Jan 4 - Jan 5, 2026
This chalet is a 3 bedroom(s), 2 bathrooms, located in Hedgesville, WV.
Interior
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities

Chalet in The Woods

Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
9.0 out of 10, Wonderful, (4)
"Great stay! Peaceful and quiet area! Everything was wonderful!"
United States
Stephen C.
The price is ￥22,907
￥45,024 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Hot Tub, Fire Pit, Deck, Grill w Resort Amenities
Exterior
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Condo in Hagerstown

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
2.0 star property
10.0 out of 10, Exceptional, (1)
"The host is very responsive and helpful. The amenities were fantastic. The condo is super clean, well maintained and even has super soft towels and a little snack bar with coffee, tea, and chips. Very impressed with the host and the amenities. Location to dining and nightlife is great fir a family. Free parking also a great bonus. Wonderful place to stay! "
United States
Paul F.
The price is ￥22,562
￥38,265 total
includes taxes & fees
Dec 20 - Dec 21
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
WiFi
The Saloon, cabin retreat.

Cabin in Hedgesville

The Saloon, cabin retreat.
2.0 star property
The price is ￥8,480
￥19,767 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Saloon, cabin retreat.
Property grounds
Birch Cabin at Hunting Creek Hideaway

Cabin in Thurmont

Birch Cabin at Hunting Creek Hideaway
9.8 out of 10, Exceptional, (19)
"Was wonderful..private and peaceful. Perfect getaway. "
United States
Courtney G.
The price is ￥14,984
￥23,305 total
includes taxes & fees
Dec 22 - Dec 23
Birch Cabin at Hunting Creek Hideaway
Exterior detail
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.

Apartment in Blue Ridge Summit

Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
9.4 out of 10, Exceptional, (11)
"Great spot close to the wedding venue!!"
United States
Alfred T.
The price is ￥10,270
￥29,709 total
includes taxes & fees
Dec 27 - Dec 28
Charming Mountain Top Suite. Minutes from Ski Liberty and Gettysburg.
Terrace/patio
Stylish Retreat w Fireplace, Games & Pool Access

Cabin in The Woods

Stylish Retreat w Fireplace, Games & Pool Access
9.8 out of 10, Exceptional, (14)
"Perfect accommodations a weekend family reunion at The Woods. We will be back!"
United States
Kim P.
The price is ￥30,109
￥53,517 total
includes taxes & fees
Dec 20 - Dec 21
Stylish Retreat w Fireplace, Games & Pool Access
Property grounds
Perched in the Trees, Very Private, Screened in Porch with view

Chalet in Needmore

Perched in the Trees, Very Private, Screened in Porch with view
10.0 out of 10, Exceptional, (171)
"The cabin was just as cozy as expected. Property manager was great and very attentive to everything. Great stay, ."
United States
Cindi H.
The price is ￥14,782
￥28,671 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Perched in the Trees, Very Private, Screened in Porch with view
Interior
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Cottage in Berkeley Springs

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
9.4 out of 10, Exceptional, (19)
"Nice place to stay"
United States
Roy C.
The price is ￥23,171
￥64,720 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers
Fridge, microwave, oven, stovetop
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD

Vacation Home in Jefferson

Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
9.8 out of 10, Exceptional, (58)
"We loved visiting! Wish we could've stayed longer. The accommodations were great; super comfortable and inviting. Everyone enjoyed themselves. Thanks for having us!"
United States
David F.
The price is ￥24,118
￥49,316 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Welcome to the Rusty Rose-Restored Farmhouse feel in the heart of Jefferson, MD
Interior
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

Cabin in Middletown

Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
9.6 out of 10, Exceptional, (110)
"I’ve stayed here and will absolutely stay again."
United States
Katherine M.
The price is ￥14,782
￥33,317 total
includes taxes & fees
Dec 22 - Dec 23
Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.
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

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Pleasant stay. Very nice front desk staff on night and day! "
LAURA 1-night trip
Posted 2 days ago
Hampton Inn Martinsburg

Find out more about Williamsport

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Look no further and take a look at our great range of rental properties in Williamsport!

Frequently asked questions

Can I find vacation rentals in Williamsport?

Yes, you can find vacation rentals close to popular points of interest in Williamsport, or you can choose a more secluded option if you're looking for relaxation. Williamsport is known for its shopping and riverfront.

What are some of the best vacation rentals that Williamsport has to offer?

✨Luxurious Mountaintop Lodge🏔️WOW Scenic Views🫧Hot Tub under the BIG SKY STARS 🌟: This vacation home rental outside of Williamsport is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Williamsport?

Chesapeake and Ohio Canal and Potomac River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Williamsport Memorial Library and Williamsport City Hall.

What are vacation rentals like in Williamsport?

Vacation rentals are private accommodations you can stay in for a couple days or more in Williamsport. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.