Photo by Shelly Sisler

Search Vacation Homes in Westernport

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

Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Westernport vacation homes

Fridge, microwave, oven, stovetop
Oldtown Guesthouse

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (28)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
United States
Elizabeth
$171 nightly
The price is $181
Dec 17 - Dec 18
Total with taxes and fees
Oldtown Guesthouse
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)
"This stay was perfect for the beginning of our GAP Trail ride! "
United States
Marilyn S.
Full home near C&O! Perfect for bikers or families!
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.
$482 nightly
The price is $511
Dec 15 - Dec 16
Total with taxes and fees
Fall Colors! ! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location!
Interior
Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom

Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom

Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom
Cumberland
9.0 out of 10, Wonderful, (2)
"We had a great stay, it ended up being at a different property than we booked but it was still an enjoyable stay. Communication was excellent and I would recommend. Thank you"
United States
Tina B.
$337 nightly
The price is $357
Dec 16 - Dec 17
Total with taxes and fees
Historic Mountain Retreat: Breathtaking views, pet friendly, trampoline/playroom
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, (55)
"We loved everything about this stay and the area "
United States
Tina
$255 nightly
The price is $284
Dec 14 - Dec 15
Total with taxes and fees
Farmhouse in the South Branch River Valley with idyllic views and country charm
Interior
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access

Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
McHenry
10.0 out of 10, Exceptional, (4)
"incredible, everything was more than we expected and the host was super responsive and helpful throughout our time there, 10000/10 would recommend"
United States
Aleena H.
$738 nightly
The price is $783
Dec 15 - Dec 16
Total with taxes and fees
Dogs OK 5 Bedroom+2 Den Mansion w/ HOT TUB on top the mountain 7 min lake access
Fridge, oven, stovetop, dishwasher
Top of the GAP guesthouse on the Eastern Continental Divide.

Top of the GAP guesthouse on the Eastern Continental Divide.

Top of the GAP guesthouse on the Eastern Continental Divide.
Meyersdale
10.0 out of 10, Exceptional, (1)
"The house was very cozy, clean and had great amenities! "
United States
Cindy I.
$216 nightly
The price is $238
Dec 14 - Dec 15
Total with taxes and fees
Top of the GAP guesthouse on the Eastern Continental Divide.
Exterior
Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi

Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi

Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi
Old Fields
10.0 out of 10, Exceptional, (1)
"My wife and I stayed here looking for expansive views and quiet to enjoy the Fall foliage in late October. This property over-delivered. It was a wonderful stay with amazing views and extremely quiet and remote. We would definitely stay here again. Communication was superb - fast responses and super informative. "
United States
Dane P.
$336 nightly
The price is $363
Dec 14 - Dec 15
Total with taxes and fees
Chalet w Stunning Views, Hot Tub, Fire Pit, & WiFi
Outdoor spa tub
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!

#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!

#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!
McHenry
9.8 out of 10, Exceptional, (35)
"Great cabin, super clean and awesome location. Host was incredible- excellent communication and very nice. 5 stars "
United States
William C.
$545 nightly
The price is $578
Dec 14 - Dec 15
Total with taxes and fees
#1 Cabin~Walk to WISP! Lake access & dock! HOT Tub~Game room~Fire Pit & DOGS OK!
Smart TV, video games
In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"
Mountainside
9.6 out of 10, Exceptional, (5)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
$417 nightly
The price is $442
Dec 14 - Dec 15
Total with taxes and fees
In the heart of Deep Creek Lake! - "Shamrock Inn"
Fridge, microwave, oven, stovetop
Rustic Oasis for the Family - 6 min walk to Downtown

Rustic Oasis for the Family - 6 min walk to Downtown

Rustic Oasis for the Family - 6 min walk to Downtown
2.0 star property
Cumberland
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.
$324 nightly
The price is $344
Dec 18 - Dec 19
Total with taxes and fees
Rustic Oasis for the Family - 6 min walk to Downtown
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
Dec 14 - Dec 15
Total with taxes and fees
Knit Inn..
TV, fireplace
Grey Haven- Brand new Modern Farmhouse pool & theater

Grey Haven- Brand new Modern Farmhouse pool & theater

Grey Haven- Brand new Modern Farmhouse pool & theater
2.0 star property
Garrett County
$531 nightly
The price is $544
Dec 22 - Dec 23
Total with taxes and fees
Grey Haven- Brand new Modern Farmhouse pool & theater
Exterior detail
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap

NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap

NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
La Vale
9.4 out of 10, Exceptional, (6)
$471 nightly
The price is $499
Dec 14 - Dec 15
Total with taxes and fees
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap
Terrace/patio
5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room

5BR | Fireplace | Deck | Game Room
McHenry
10.0 out of 10, Exceptional, (12)
"We had a wonderful stay here and will absolutely be back! The house had fun games, the hot tub was clean and functioning and we even had a fire both nights. I would definitely return!"
United States
Suzie M.
$647 nightly
The price is $686
Dec 14 - Dec 15
Total with taxes and fees
5BR | Fireplace | Deck | Game Room
Property grounds
Private Room 3 & Bath, 10 quiet acres, Lake Access

Private Room 3 & Bath, 10 quiet acres, Lake Access

Private Room 3 & Bath, 10 quiet acres, Lake Access
Swanton
$470 nightly
The price is $504
Dec 14 - Dec 15
Total with taxes and fees
Private Room 3 & Bath, 10 quiet acres, Lake Access
Property grounds
Bask in the Pond View of Room 5, Lake Access, Golf

Bask in the Pond View of Room 5, Lake Access, Golf

Bask in the Pond View of Room 5, Lake Access, Golf
Swanton
$470 nightly
The price is $504
Dec 14 - Dec 15
Total with taxes and fees
Bask in the Pond View of Room 5, Lake Access, Golf
Property grounds
Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated
Swanton
9.8 out of 10, Exceptional, (10)
"The Historic Farm property was beautiful! Our family enjoyed fishing at the pond and biking in and around the property. We hiked and swam in the nearby State Parks. The bedrooms were spacious and the king sized beds comfortable. It was great to have meals with the whole family around the large dining room table. The ice machine in the cozy kitchen was an added bonus."
United States
Cheryl W.
$2,058 nightly
The price is $2,301
Dec 14 - Dec 15
Total with taxes and fees
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Indoor pool, outdoor pool
New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!

New! Epic lakefront home with indoor pool!
McHenry
10.0 out of 10, Exceptional, (3)
"My family had an amazing time. The accommodations were exceptional the amenities like to basketball court and Movie theater were outstanding. The indoor Spa pool and waterfall were truly spectacular."
United States
Sheila L.
$1,860 nightly
The price is $1,972
Dec 14 - Dec 15
Total with taxes and fees
New! Epic lakefront home with indoor pool!
1 bedroom, WiFi
Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access
Swanton
$470 nightly
The price is $504
Dec 14 - Dec 15
Total with taxes and fees
Private Room 2 & Bath, 10 Acres, Lake Access
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

Best Western Braddock Inn

Best Western Braddock Inn

10/10 Excellent
"Nice location, room was clean and staff was very courteous. Breakfast was good and plentiful."
Jason 3-night trip
Posted 3 days ago
Best Western Braddock Inn

Find out more about Westernport

Westernport Vacation Homes information

Number of reviews
190
Accommodation
1799 Vacation Homes
Lowest Price
$181
Highest Price
$2,301

Explore a world of travel with Expedia