Photo by Shelly Sisler

Westernport Holiday Rentals

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Our top choices for Westernport holiday rentals

10.0 out of 10, Exceptional, (9)
"Was a wonderful cabin, plan to go back every year"
United States
Ken H.
The price is AU$282
includes taxes & fees
19 Jan - 20 Jan 2026
Charming Cottage on 15 Acre Farm near Romney, WV

Holiday Home in Oldtown

Oldtown Guesthouse
10.0 out of 10, Exceptional, (28)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
The price is AU$272
includes taxes & fees
31 Dec - 1 Jan 2026
Oldtown Guesthouse

Cabin in Elk Garden

Abrams Creek Center
2.0 star property
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
The price is AU$112
includes taxes & fees
8 Jan - 9 Jan 2026
Abrams Creek Center
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.
The price is AU$270
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
10.0 out of 10, Exceptional, (105)
"Very clean, nicely appointed, good quality."
United States
Yisrael D.
The price is AU$505
includes taxes & fees
13 Jan - 14 Jan 2026
Secluded, romantic cabin with hot tub on 12 acres of woodland.
9.6 out of 10, Exceptional, (21)
"Overall our stay was fine."
United States
Steve J.
The price is AU$343
includes taxes & fees
27 Dec - 28 Dec
Full home near C&O! Perfect for bikers or families!

Cabin in Mount Storm

Big Rock Camping Cabin 1
2.0 star property
10.0 out of 10, Exceptional, (1)
"It was off the grid well taking care of the cabins"
United States
Linda
The price is AU$190
includes taxes & fees
6 Jan - 7 Jan 2026
Big Rock Camping Cabin 1
9.8 out of 10, Exceptional, (37)
"The clean and comfortable looking cabins "
United States
Torrance
The price is AU$313
includes taxes & fees
30 Dec - 31 Dec
Loft two story with first floor workout room, WIFI, complete cottage to yourself
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.
The price is AU$473
includes taxes & fees
5 Jan - 6 Jan 2026
A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.
10.0 out of 10, Exceptional, (57)
"We loved everything about this stay and the area "
United States
Tina
The price is AU$452
includes taxes & fees
4 Jan - 5 Jan 2026
Farmhouse in the South Branch River Valley with idyllic views and country charm
9.4 out of 10, Exceptional, (27)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
The price is AU$346
includes taxes & fees
25 Dec - 26 Dec
5 minute walk to downtown. Cozy family sized home with everything you need.
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.
The price is AU$904
includes taxes & fees
20 Jan - 21 Jan 2026
Perfect 4 Holidays: Mountain view Grand 6BR 3BA LaVale Home, 15 min to Rocky Gap
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.
The price is AU$267
includes taxes & fees
4 Jan - 5 Jan 2026
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
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.
The price is AU$429
includes taxes & fees
26 Dec - 27 Dec
Private Home in Garrett County, surrounded by trees, fields and farmland.
The price is AU$269
includes taxes & fees
3 Jan - 4 Jan 2026
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
10.0 out of 10, Exceptional, (12)
"Cozy and great location for getting to the bike trail and around town."
United States
havala m.
The price is AU$286
includes taxes & fees
25 Dec - 26 Dec
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Property and location just as advertised. Owner was very good about communicating and letting you know he was available if any issues came up (which they did not). Would stay there again!"
United States
Bruce H.
Rustic Oasis for the Family - 6 min walk to Downtown

Holiday Home in Frostburg

Knit Inn..
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 traveller
The price is AU$914
includes taxes & fees
25 Dec - 26 Dec
Knit Inn..
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.
The price is AU$1,111
includes taxes & fees
5 Jan - 6 Jan 2026
New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp!
9.6 out of 10, Exceptional, (15)
"Beautiful home in a great location. Great hot tub and indoor pool. The house backs up to woods where we saw some bear passing through. I would recommend staying here. "
United States
Kevin L.
The price is AU$3,182
includes taxes & fees
29 Dec - 30 Dec
Brand NEW Build! Five Master Suites~Bunk Room~INDOOR POOL, Game ROOM & Hot Tub!
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 Westernport Hotel Reviews

Find out more about Westernport

Everything you need to know about Westernport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westernport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Westernport holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westernport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westernport holiday rentals we have selected for you start as low as AU$112 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Westernport rentals

At Expedia, we put the best Westernport holiday 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 holiday.

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. 

Frequently asked questions

Can I find a holiday rental in Westernport?

Yes, there are holiday rentals close to the most popular sights in Westernport, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Westernport has to offer?

New! Epic lakefront home with indoor pool!: This holiday home rental outside of Westernport is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 wider area, you’ll find Deep Creek Lake and New Germany State Park.

What’s a holiday rental in Westernport like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westernport. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.