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Our top choices for Woodland holiday rentals

1. 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, (33 reviews)
"Lovely place, had all we needed for a comfortable stay. Thanks!"
United States
Molly M.
The price is £166
includes taxes & fees
6 Oct - 7 Oct
5 minute walk to downtown. Cozy family sized home with everything you need.

2. 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, (63 reviews)
"Host was very polite and helpful!"
United States
Quintin
The price is £134
includes taxes & fees
2 Oct - 3 Oct
Private 2 Bedroom Apt with bike storage 1 mile to the GAP and C&O Canal /

3. 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, (11 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
The price is £151
includes taxes & fees
11 Oct - 12 Oct
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

4. 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, (4 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 £102
includes taxes & fees
30 Sept - 1 Oct
BIG D's POND & North Branch of the Potomac river Camping.

5. Right off the bike trail.

Right off the bike trail.
Meyersdale
9.6 out of 10, Exceptional, (118 reviews)
"We loved everything about this house: the spaciousness, cleanliness, location, quiet and comfort. It had everything we needed and Karen was a great hostess."
United States
Kathy
The price is £106
includes taxes & fees
6 Oct - 7 Oct
Right off the bike trail.

6. 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, (51 reviews)
"The house was very clean and the view from the deck was spectacular."
United States
Toni R.
The price is £146
includes taxes & fees
27 Sept - 28 Sept
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

7. 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, (43 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 £156
includes taxes & fees
30 Sept - 1 Oct
Loft two story with first floor workout room, WIFI, complete cottage to yourself

8. 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 £504
includes taxes & fees
27 Sept - 28 Sept
Knit Inn..

9. 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, (14 reviews)
"Great and fun place to stay in Meyersdale when riding the GAP"
United States
Antoine
The price is £154
includes taxes & fees
2 Oct - 3 Oct
One of a Kind Custom Airstream / Steps to the GAP bike trail / Meyersdale PA

10. Newly renovated 1905 house, within walking distance to all downtown attractions!

Newly renovated 1905 house, within walking distance to all downtown attractions!
Cumberland
The price is £214
includes taxes & fees
7 Oct - 8 Oct
Newly renovated 1905 house, within walking distance to all downtown attractions!

11. 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, (6 reviews)
"Great place to stay!! Very clean and extremely close to local attractions. "
United States
Mitchum
The price is £172
includes taxes & fees
27 Sept - 28 Sept
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.

12. Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale
La Vale
8.8 out of 10, Excellent, (3 reviews)
"This was a really lovely place to stay on a quick trip to Cumberland. It’s in a quiet neighborhood with a great Mountain View off the back deck. The property was clean and the owner was communicative. Convenient to town and the scenic railroad. The only complaint I have was the thermostat was auto set to a temp that was too high for the summer, and I had to wake up twice to make it cooler. Other than that it really is exactly as advertised and I would stay again."
United States
Kasey G.
The price is £164
includes taxes & fees
6 Oct - 7 Oct
Gorgeous, fully renovated 3-bedroom house with AC in tranquil La Vale

13. 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, (59 reviews)
"Awesome house. And great location "
United States
Richard M.
The price is £189
includes taxes & fees
4 Oct - 5 Oct
Private Home in Garrett County, surrounded by trees, fields and farmland.

14. 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 £149
includes taxes & fees
27 Sept - 28 Sept
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

15. The Suite On Smallwood

The Suite On Smallwood
Cumberland
9.8 out of 10, Exceptional, (9 reviews)
"Perfect accommodation for our party. Great coffee bar and television selection. Very clean."
United States
Thomas
The price is £139
includes taxes & fees
19 Oct - 20 Oct
The Suite On Smallwood

16. Oldtown Guesthouse

Oldtown Guesthouse
Oldtown
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property and house. Very clean and comfortable."
United States
Don B.
The price is £160
includes taxes & fees
28 Sept - 29 Sept
Oldtown Guesthouse

17. 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, (121 reviews)
"Everything we expected and more. Visited relatively early in the Spring so we're coming back in June to make better use of outdoor dining, etc. The cabin was super cozy and we made full use of the hot tub and fireplace. We really enjoyed our stay."
United States
Steven H.
The price is £248
includes taxes & fees
30 Sept - 1 Oct
Secluded, romantic cabin with hot tub on 12 acres of woodland.

18. 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, (45 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 £253
includes taxes & fees
27 Sept - 28 Sept
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

19. Romantic Riverside Getaway! Riverview Hot Tub!

Romantic Riverside Getaway! Riverview Hot Tub!
Grantsville
The price is £300
includes taxes & fees
6 Oct - 7 Oct
Romantic Riverside Getaway! Riverview Hot Tub!

20. Trailside Tiny Home Retreat - Steps from GAP Trail

Trailside Tiny Home Retreat - Steps from GAP Trail
Meyersdale
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed my stay."
United States
Lora V.
The price is £143
includes taxes & fees
3 Oct - 4 Oct
Trailside Tiny Home Retreat - Steps from GAP Trail
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

Find out more about Woodland

Everything you need to know about Woodland 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 Woodland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Woodland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodland. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodland 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 Woodland holiday rentals we have selected for you start as low as £102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodland rentals

At Expedia, we put the best Woodland 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 Woodland 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 Woodland 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 Woodland. 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 Woodland?

Yes, there are holiday rentals close to the most popular sights in Woodland, 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 Woodland has to offer?

Lakefront, Pet Friendly w Firepit in Quiet Cove: This holiday home rental outside of Woodland is located on a lake, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Woodland?

While you're exploring the area, Savage River and Allegheny Passage are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Noah's Ark and Frostburg State University.

What are holiday rentals like in Woodland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodland. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.