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Woodland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Woodland vacation rentals

4 bedrooms, WiFi, bed sheets

Right off the bike trail.

Right off the bike trail.
Meyersdale
9.6 out of 10, Exceptional, (108 reviews)
"Old place, felt like staying at my grandparents, but clean and everything worked. The hose was turned off but Karen came out and turned it on quickly and was very nice. We very much enjoyed our stay and would stay there again if in town."
United States
Samuel
The price is ￥16,254
￥22,390 total
includes taxes & fees
Jul 8 - Jul 9
Right off the bike trail.
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 ￥23,243
￥54,171 total
includes taxes & fees
Jul 6 - Jul 7
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit
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, (5 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is ￥30,070
￥36,009 total
includes taxes & fees
Jul 6 - Jul 7
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
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, (115 reviews)
"We had a very relaxing stay! Loved the hot tub and the fireplace!"
United States
Jeanelle B.
The price is ￥30,111
￥51,885 total
includes taxes & fees
Jul 7 - Jul 8
Secluded, romantic cabin with hot tub on 12 acres of woodland.
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, (40 reviews)
"Everything was lovely! The loft was stocked with everything we needed, it was spotlessly clean, and very comfortable."
United States
Leanna B.
The price is ￥19,749
￥33,339 total
includes taxes & fees
Jul 6 - Jul 7
Loft two story with first floor workout room, WIFI, complete cottage to yourself
Exterior

Trailside Tiny Home Retreat - Steps from GAP Trail

Trailside Tiny Home Retreat - Steps from GAP Trail
Meyersdale
10.0 out of 10, Exceptional, (1 review)
"Great proximity to the GAP trail and easy walk into town for meals."
United States
Mike J.
The price is ￥20,890
￥28,438 total
includes taxes & fees
Jul 5 - Jul 6
Trailside Tiny Home Retreat - Steps from GAP Trail
Terrace/patio

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Cumberland
10.0 out of 10, Exceptional, (58 reviews)
"Place was clean and comfortable."
United States
Marc R.
The price is ￥19,505
￥28,428 total
includes taxes & fees
Jul 16 - Jul 17
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /
Fridge, microwave, oven, stovetop

Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (33 reviews)
"This was a wonderful place clean, private, spacious and convenient will definitely recomend"
United States
Karen C.
The price is ￥17,717
￥31,013 total
includes taxes & fees
Jul 7 - Jul 8
Oldtown Guesthouse
Property grounds

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, (39 reviews)
"House was very clean and comfortable, and very convenient to downtown Cumberland. "
United States
Larry M.
The price is ￥19,505
￥31,357 total
includes taxes & fees
Jul 16 - Jul 17
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
Fridge, microwave, coffee/tea maker, toaster

One of a Kind Custom Airstream / Steps to the GAP bike trail / Meyersdale PA

One of a Kind Custom Airstream / Steps to the GAP bike trail / Meyersdale PA
Meyersdale
10.0 out of 10, Exceptional, (13 reviews)
"Great and fun place to stay in Meyersdale when riding the GAP"
United States
Antoine
The price is ￥21,512
￥29,129 total
includes taxes & fees
Jul 3 - Jul 4
One of a Kind Custom Airstream / Steps to the GAP bike trail / Meyersdale PA
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, (219 reviews)
"The hosts are amazing. This is great spot, we shall be back in summer. The best hosts we have had in deep creek lake area. "
United States
Sid D.
The price is ￥59,327
￥113,563 total
includes taxes & fees
Jul 21 - Jul 22
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
Outdoor spa tub

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres

Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
Keyser
10.0 out of 10, Exceptional, (1 review)
"My wife and I had a great stay at this property, we would happily visit again!"
United States
Cole D.
The price is ￥32,183
￥60,207 total
includes taxes & fees
Jul 6 - Jul 7
Luxury Nomadic Yurt Romantic Getaway with Sauna and Hot Tub on private 8 acres
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, (8 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is ￥21,741
￥28,232 total
includes taxes & fees
Jul 10 - Jul 11
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
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, (50 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 ￥24,218
￥44,106 total
includes taxes & fees
Jul 19 - Jul 20
Private Home in Garrett County, surrounded by trees, fields and farmland.
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 ￥96,386
￥136,455 total
includes taxes & fees
Jul 8 - Jul 9
Knit Inn..
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, (17 reviews)
"Lovely place! "
United States
Courtney N.
The price is ￥21,561
￥28,028 total
includes taxes & fees
Jul 5 - Jul 6
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!
Pool

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 ￥10,094
￥18,453 total
includes taxes & fees
Jul 6 - Jul 7
BIG D's POND & North Branch of the Potomac river Camping.
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, (31 reviews)
"Great location. Lots of space. Easy parking."
United States
Mary
The price is ￥18,692
￥37,660 total
includes taxes & fees
Jul 4 - Jul 5
5 minute walk to downtown. Cozy family sized home with everything you need.
Interior

The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.6 out of 10, Exceptional, (4 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is ￥22,756
￥27,567 total
includes taxes & fees
Jul 5 - Jul 6
The Suite On Smallwood
Interior

Historic Mountain Retreat: Breathtaking views, pet friendly, family friendly.

Historic Mountain Retreat: Breathtaking views, pet friendly, family friendly.
Cumberland
8.8 out of 10, Excellent, (3 reviews)
"Wonder place - super convenient to downtown and the interstates. Host was super responsive!"
United States
scott w.
The price is ￥41,773
￥69,089 total
includes taxes & fees
Jul 28 - Jul 29
Historic Mountain Retreat: Breathtaking views, pet friendly, family 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.
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Top Woodland Hotel Reviews

Keyser Inn

Keyser Inn

10/10 Excellent
"Great place for an overnight getaway. Would definitely stay again!"
Gina 1-night trip
Posted 1 hour ago
Keyser Inn

Find out more about Woodland

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

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?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This vacation home rental near Woodland is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

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.

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.