Photo by Shelly Sisler

Westernport Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Westernport vacation rentals

Fridge, microwave, oven, stovetop
Charming Cottage on 15 Acre Farm near Romney, WV

Charming Cottage on 15 Acre Farm near Romney, WV

Charming Cottage on 15 Acre Farm near Romney, WV
Romney
10.0 out of 10, Exceptional, (9)
"Was a wonderful cabin, plan to go back every year"
United States
Ken H.
$138 nightly
The price is $153
Jan 2 - Jan 3
Total with taxes and fees
Charming Cottage on 15 Acre Farm near Romney, WV
Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (30)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
$170 nightly
The price is $180
Jan 7 - Jan 8
Total with taxes and fees
Oldtown Guesthouse
Cabin B
Abrams Creek Center

Abrams Creek Center

Abrams Creek Center
2.0 star property
Elk Garden
7.6 out of 10, Good, (45)
"We DID NOT SEE THOS PHOTO BEFORE RENTING!! There was no water/air conditioning or refrigerator?!? This was not the photo of the cabin I renter either!! We were supposed to have a cabin with enough room for 8 to sleep"
United States
Samantha
$70 nightly
The price is $79
Jan 12 - Jan 13
Total with taxes and fees
Abrams Creek Center
Smart TV, fireplace, DVD player, books
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.

Secluded, romantic cabin with hot tub on 12 acres of woodland.
Cumberland
10.0 out of 10, Exceptional, (106)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
$294 nightly
The price is $332
Jan 12 - Jan 13
Total with taxes and fees
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Fridge, microwave, oven, stovetop
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Cumberland
9.8 out of 10, Exceptional, (33)
"We had a nice relaxing stay at this lovely cottage. It was convenient to downtown and very clean."
United States
Reni J.
$168 nightly
The price is $178
Jan 11 - Jan 12
Total with taxes and fees
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, oven, stovetop
Full home near C&O! Perfect for bikers or families!

Full home near C&O! Perfect for bikers or families!

Full home near C&O! Perfect for bikers or families!
Cumberland
9.6 out of 10, Exceptional, (21)
"Overall our stay was fine."
United States
Steve J.
$220 nightly
The price is $233
Jan 2 - Jan 3
Total with taxes and fees
Full home near C&O! Perfect for bikers or families!
Property grounds
Big Rock Camping Cabin 1

Big Rock Camping Cabin 1

Big Rock Camping Cabin 1
2.0 star property
Mount Storm
10.0 out of 10, Exceptional, (1)
"It was off the grid well taking care of the cabins"
United States
Linda
$109 nightly
The price is $121
Jan 6 - Jan 7
Total with taxes and fees
Big Rock Camping Cabin 1
Smart TV
Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft two story with first floor workout room, WIFI, complete cottage to yourself

Loft two story with first floor workout room, WIFI, complete cottage to yourself
Grantsville
9.8 out of 10, Exceptional, (37)
"The clean and comfortable looking cabins "
United States
Torrance
$194 nightly
The price is $205
Jan 4 - Jan 5
Total with taxes and fees
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Terrace/patio
Farmhouse in the South Branch River Valley with idyllic views and country charm

Farmhouse in the South Branch River Valley with idyllic views and country charm

Farmhouse in the South Branch River Valley with idyllic views and country charm
2.5 star property
Romney
10.0 out of 10, Exceptional, (57)
"We loved everything about this stay and the area "
United States
Tina
$255 nightly
The price is $284
Jan 4 - Jan 5
Total with taxes and fees
Farmhouse in the South Branch River Valley with idyllic views and country charm
Fridge, microwave, oven, stovetop
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Cumberland
10.0 out of 10, Exceptional, (7)
"The property was exactly as described. The location was perfect for walking around safely to restaurants, and the communication with the property owner was excellent!"
United States
Evelyn W.
$167 nightly
The price is $177
Jan 2 - Jan 3
Total with taxes and fees
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
Terrace/patio
A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.

A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.

A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.
Meyersdale
10.0 out of 10, Exceptional, (10)
"This was a very nice place to stay and the host was very accommodating to a last minute booking! "
United States
Haley C.
$284 nightly
The price is $313
Jan 5 - Jan 6
Total with taxes and fees
A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.
Smart TV
5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.

5 minute walk to downtown. Cozy family sized home with everything you need.
Frostburg
9.4 out of 10, Exceptional, (27)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
$203 nightly
The price is $230
Jan 2 - Jan 3
Total with taxes and fees
5 minute walk to downtown. Cozy family sized home with everything you need.
Dining
Private Home in Garrett County, surrounded by trees, fields and farmland.

Private Home in Garrett County, surrounded by trees, fields and farmland.

Private Home in Garrett County, surrounded by trees, fields and farmland.
Grantsville
10.0 out of 10, Exceptional, (42)
"We had a very nice stay. Very comfortable and inviting a home away from home vibe. "
United States
Carol R.
$267 nightly
The price is $283
Jan 3 - Jan 4
Total with taxes and fees
Private Home in Garrett County, surrounded by trees, fields and farmland.
Exterior detail
Perfect 4 Holidays: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap

Perfect 4 Holidays: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap

Perfect 4 Holidays: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap
La Vale
9.6 out of 10, Exceptional, (7)
"Absolutely wonderful! Historic home with lots of charm in a great location. The house was very clean and well appointed. The owner was great to deal with and they even had extra tissues sent from Amazon knowing we were in town for a funeral! Will definitely stay here again! "
United States
Theresa F.
$446 nightly
The price is $473
Jan 20 - Jan 21
Total with taxes and fees
Perfect 4 Holidays: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap
Microwave, oven, stovetop, dishwasher
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
2.0 star property
Grantsville
$168 nightly
The price is $178
Jan 3 - Jan 4
Total with taxes and fees
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Outdoor spa tub
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!

Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!

Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Swanton
10.0 out of 10, Exceptional, (21)
"Excellent home in great location and host! Thank you!!"
United States
sharon d.
$463 nightly
The price is $491
Jan 12 - Jan 13
Total with taxes and fees
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
4 bedrooms, free WiFi, bed sheets
Knit Inn..

Knit Inn..

Knit Inn..
Frostburg
9.6 out of 10, Exceptional, (8)
"We loved our stay! Jennifer was very great and we loved the food and town of Frostburg "
United States
Anonymous traveler
$571 nightly
The price is $605
Jan 2 - Jan 3
Total with taxes and fees
Knit Inn..
Property grounds
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!

New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
2.0 star property
Oakland
10.0 out of 10, Exceptional, (13)
"The stay was great! Everyone loved the location and all the amenities provided! It was a great get away for all of our friends to get together and hangout! "
United States
Becca V.
$652 nightly
The price is $737
Jan 5 - Jan 6
Total with taxes and fees
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
Outdoor spa tub
Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 40R-Hot Tub, Dog Friendly

Mountainside Cabin 40R-Hot Tub, Dog Friendly
McHenry
10.0 out of 10, Exceptional, (2)
"This was our first stay. The cabin was clean and comfortable. The Hostess checked on us and was very kind. We had a very relaxing weekend and are hoping to stay again soon! "
United States
Dawn Michele P.
$358 nightly
The price is $379
Jan 5 - Jan 6
Total with taxes and fees
Mountainside Cabin 40R-Hot Tub, Dog Friendly
Coffee/tea maker
Mountainside Cabin 40L-Dog Friendly

Mountainside Cabin 40L-Dog Friendly

Mountainside Cabin 40L-Dog Friendly
McHenry
8.0 out of 10, Very Good, (1)
"This place was great for our little family (2 adults, 2 dogs). The room was nice and spacious. One hang up we did have was that the room we booked had adjoining room doors with the next cabin. Next time, we will be sure to book one of their single cabins. All in all, great stay and we enjoyed ourselves!"
United States
Drew M.
$317 nightly
The price is $336
Jan 5 - Jan 6
Total with taxes and fees
Mountainside Cabin 40L-Dog Friendly
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westernport Hotel Reviews

Hampton Inn Cumberland

Hampton Inn Cumberland

10/10 Excellent
"Best "
Milton 2-night trip
Posted 3 days ago
Hampton Inn Cumberland

Find out more about Westernport

Everything you need to know about Westernport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westernport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westernport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westernport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westernport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Westernport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $79 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westernport rentals

At Expedia, we put the best Westernport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westernport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westernport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westernport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Westernport?

Yes, we offer vacation rentals near the most popular sights in Westernport, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Westernport?

New! Epic lakefront home with indoor pool!: This vacation home rental outside of Westernport is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

What’s there to see and do in Westernport?

While exploring the area, visit family-friendly sights like Funland, or get outside and enjoy nature at Savage River. In the larger area, you’ll find Deep Creek Lake and New Germany State Park.

What’s a vacation rental in Westernport like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Westernport. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.