Woodland Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Woodland vacation rentals

Fridge, microwave, oven, stovetop

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (30 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is ￥16,687
￥29,317 total
includes taxes & fees
Feb 15 - Feb 16
Oldtown Guesthouse
Dining

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

Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Grantsville
10.0 out of 10, Exceptional, (2 reviews)
"Loved the cottage. Clean, cozy and comfy. Very nice host. Will be back! "
United States
Kathryn B.
The price is ￥22,680
￥27,289 total
includes taxes & fees
Mar 12 - Mar 13
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
Lake

BIG D's POND & North Branch of the Potomac river Camping.

BIG D's POND & North Branch of the Potomac river Camping.
Cumberland
10.0 out of 10, Exceptional, (3 reviews)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
United States
Mary G.
The price is ￥9,595
￥17,541 total
includes taxes & fees
Feb 16 - Feb 17
BIG D's POND & North Branch of the Potomac river Camping.
Outdoor dining

Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
Springfield
10.0 out of 10, Exceptional, (38 reviews)
"Excellent stay at this cabin, extremely clean, smooth check in and out process, and all amenities were available plus a well stocked kitchen. Highly recommended stay for a nice quiet getaway. "
United States
Alex K.
The price is ￥21,147
￥50,143 total
includes taxes & fees
Feb 23 - Feb 24
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
4 bedrooms, WiFi, bed sheets

Right off the bike trail.

Right off the bike trail.
Meyersdale
9.6 out of 10, Exceptional, (101 reviews)
"What a wonderful, homely spot! If only those walls could tell their stories. "
United States
Anthony
The price is ￥15,324
￥21,109 total
includes taxes & fees
Feb 13 - Feb 14
Right off the bike trail.
Interior

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 reviews)
"The clean and comfortable looking cabins "
United States
Torrance
The price is ￥18,619
￥31,269 total
includes taxes & fees
Feb 18 - Feb 19
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Interior

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, (108 reviews)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
The price is ￥28,623
￥49,321 total
includes taxes & fees
Feb 16 - Feb 17
Secluded, romantic cabin with hot tub on 12 acres of woodland.
Interior

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, (43 reviews)
"We thoroughly enjoyed our stay. The location is wonderful and the accommodations are very comfortable. Highly recommend!"
United States
Carl G.
The price is ￥19,768
￥37,847 total
includes taxes & fees
Feb 13 - Feb 14
Private Home in Garrett County, surrounded by trees, fields and farmland.
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!
Cumberland
10.0 out of 10, Exceptional, (7 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is ￥20,120
￥24,576 total
includes taxes & fees
Feb 15 - Feb 16
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
TV

Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Cumberland
9.8 out of 10, Exceptional, (15 reviews)
"Nice place. Clean & quiet. Safe neighborhood. Close to the GAP and C&O trails. "
United States
Larry H.
The price is ￥20,894
￥25,396 total
includes taxes & fees
Feb 21 - Feb 22
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Smart TV, books

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 review)
"The house was very cozy, clean and had great amenities! "
United States
Cindy I.
The price is ￥31,445
￥39,777 total
includes taxes & fees
Feb 15 - Feb 16
Top of the GAP guesthouse on the Eastern Continental Divide.
View from property

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake

Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
Accident
10.0 out of 10, Exceptional, (218 reviews)
"Family friendly "
United States
Henok
The price is ￥25,514
￥65,220 total
includes taxes & fees
Feb 17 - Feb 18
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
Exterior detail

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, (28 reviews)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
The price is ￥17,623
￥35,181 total
includes taxes & fees
Feb 13 - Feb 14
5 minute walk to downtown. Cozy family sized home with everything you need.
Terrace/patio

Historic Farm, Near Lake, 10 Acres, Newly Renovated

Historic Farm, Near Lake, 10 Acres, Newly Renovated
Swanton
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place to have a group gathering for married couples. We all had an amazing time! The place was beautiful. The host was gracious. Looking forward to returning again. "
United States
Taifa G.
The price is ￥252,846
￥359,014 total
includes taxes & fees
Feb 13 - Feb 14
Historic Farm, Near Lake, 10 Acres, Newly Renovated
Business center

Knit Inn..

Knit Inn..
Frostburg
9.6 out of 10, Exceptional, (8 reviews)
"Great location! The host was very nice and easy to get a hold of for questions. Would definitely stay here every trip to Frostburg!"
United States
Lori F.
The price is ￥61,296
￥92,750 total
includes taxes & fees
Feb 15 - Feb 16
Knit Inn..
Property grounds

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

Bask in the Pond View of Room 5, Lake Access, Golf
Swanton
The price is ￥33,713
￥77,852 total
includes taxes & fees
Feb 13 - Feb 14
Bask in the Pond View of Room 5, Lake Access, Golf
Property grounds

Private Room 2 & Bath, 10 Acres, Lake Access

Private Room 2 & Bath, 10 Acres, Lake Access
Swanton
The price is ￥33,713
￥77,852 total
includes taxes & fees
Feb 13 - Feb 14
Private Room 2 & Bath, 10 Acres, Lake Access
Exterior

Luxury Chalet: Hot Tub + Sauna + Tesla EV + Starlink. Mins to Wisp!

Luxury Chalet: Hot Tub + Sauna + Tesla EV + Starlink. Mins to Wisp!
Swanton
10.0 out of 10, Exceptional, (5 reviews)
"Our stay at the Four Seasons Chalet in Swanton was absolutely perfect in every way! The location, amenities, furnishings, and thoughtful appointments made the home feel warm, welcoming, and fully stocked with everything we could have possibly needed. Communication was excellent, quick responses and helpful area recommendations were greatly appreciated and made our trip even smoother. We jet-skied, went to the beach at the lake, hiked Swallow Falls, and did the mountain coaster at Wisp! We would...
United States
Valentina B.
The price is ￥68,805
￥135,308 total
includes taxes & fees
Mar 8 - Mar 9
Luxury Chalet: Hot Tub + Sauna + Tesla EV + Starlink. Mins to Wisp!
Property grounds

Prvt Rm 4, Upper floor, pond view, gas fireplace

Prvt Rm 4, Upper floor, pond view, gas fireplace
Swanton
The price is ￥33,713
￥78,340 total
includes taxes & fees
Feb 17 - Feb 18
Prvt Rm 4, Upper floor, pond view, gas fireplace
Property grounds

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

Private Room 3 & Bath, 10 quiet acres, Lake Access
Swanton
The price is ￥33,713
￥78,340 total
includes taxes & fees
Feb 18 - Feb 19
Private Room 3 & Bath, 10 quiet 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.
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Top Woodland Hotel Reviews

Keyser Inn

Keyser Inn

10/10 Excellent
"Staff was friendly and welcoming. Definitely would stay here again"
Jessica 6-night trip
Posted 4 days ago
Keyser Inn

Find out more about Woodland

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Frequently asked questions

Can I find a vacation rental in Woodland?

Yes, we have vacation rentals close to popular attractions in Woodland, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Woodland?

Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit: This vacation home rental near Woodland is located on a lake and has an indoor pool, a fireplace, 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. It offers a balcony, a garden, and a pool table so you can immerse yourself in your vacation.

What can I see and do in Woodland?

While exploring the area, visit family-friendly sights like Tri-State Zoological Park, or get outside and enjoy nature at Savage River. In the larger area, you’ll find Noah's Ark and Frostburg State University Arboretum.

What are vacation rentals like in Woodland?

Vacation rentals are privately owned properties you can book for several days or longer in Woodland. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family getaway.