Woodland Holiday Rentals

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Holiday Rentals in Woodland

A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.

10.0 out of 10, Exceptional, (5)
The price is AU$386
includes taxes & fees
30 Sept - 1 Oct
A Cozy Tiny house by the GAP Trail & view of the Sand Patch grade.

Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)

10.0 out of 10, Exceptional, (298)
"Beautiful house and property. The host was very responsive. We hope we will be back. "
Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym)

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

9.8 out of 10, Exceptional, (23)
"Great, cozy little place. Nice little get-away. Host communicated well and was not overbearing. We enjoyed ourselves. "
The price is AU$275
includes taxes & fees
30 Sept - 1 Oct
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

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

2.0 star property
10.0 out of 10, Exceptional, (32)
"Property was amazing and everything you would need and more loved everything and would diffently recommend to anyone looking for a nice relaxing get away "
The price is AU$501
includes taxes & fees
30 Sept - 1 Oct
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

Full home near C&O! Perfect for bikers or families!

9.6 out of 10, Exceptional, (15)
"Super clean. Love the neighborhood and older houses. "
The price is AU$353
includes taxes & fees
7 Oct - 8 Oct
Full home near C&O! Perfect for bikers or families!

Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake

9.8 out of 10, Exceptional, (33)
"Great location "
The price is AU$507
includes taxes & fees
19 Oct - 20 Oct
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake

Private Home in Garrett County, surrounded by trees, fields and farmland.

10.0 out of 10, Exceptional, (37)
"We enjoyed our overnight stay here! It’s was clean, plenty of space, cows, creek, and a beautiful starry sky!"
The price is AU$420
includes taxes & fees
1 Oct - 2 Oct
Private Home in Garrett County, surrounded by trees, fields and farmland.

Dog Friendly Luxe Deep Creek Stay w/ Indoor Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay!"
Dog Friendly Luxe Deep Creek Stay w/ Indoor Pool

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

10.0 out of 10, Exceptional, (3)
"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"
The price is AU$177
includes taxes & fees
1 Oct - 2 Oct
BIG D's POND & North Branch of the Potomac river Camping.

Secluded, romantic cabin with hot tub on 12 acres of woodland.

10.0 out of 10, Exceptional, (101)
"What a lovely place for a getaway! Secluded, beautifully decorated. We enjoyed the hot tub and the deck. "
The price is AU$571
includes taxes & fees
20 Oct - 21 Oct
Secluded, romantic cabin with hot tub on 12 acres of woodland.

Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit

9.0 out of 10, Wonderful, (96)
"Despite the weather, we had a wonderful stay. The house was very clean. The views were amazing and makes you feel secluded. It was the perfect location. The only thing I could say is we wish the indoor pool was a little warmer but we still made the best of it. Would absolutely stay again!! "
Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit

Oldtown Guesthouse

10.0 out of 10, Exceptional, (23)
"Absolutely loved this little guesthouse. It was Elian’s yet simple"
The price is AU$266
includes taxes & fees
30 Sept - 1 Oct
Oldtown Guesthouse

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

10.0 out of 10, Exceptional, (1)
"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! "
The price is AU$1,177
includes taxes & fees
30 Sept - 1 Oct
NEW ON VRBO Mountain view Grand 6BR 3BA Large Home in LaVale, 15min to Rocky Gap

Cannon Cliffside River Retreat- FREE WIFI

10.0 out of 10, Exceptional, (32)
"Property was clean and quiet, matched the description. We enjoyed our trip!"
Cannon Cliffside River Retreat- FREE WIFI

Luxury Lake Escape w/Lake Access & Indoor Pool

9.4 out of 10, Exceptional, (3)
"We had a great stay"
Luxury Lake Escape w/Lake Access & Indoor Pool

Top of the GAP guesthouse on the Eastern Continental Divide.

10.0 out of 10, Exceptional, (1)
"The house was very cozy, clean and had great amenities! "
The price is AU$329
includes taxes & fees
30 Sept - 1 Oct
Top of the GAP guesthouse on the Eastern Continental Divide.

Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

9.8 out of 10, Exceptional, (19)
"Plenty of room for all the family and friends! "
Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

Run away to the mountains of WV! Peaceful country home is waiting for you!

10.0 out of 10, Exceptional, (49)
"Very cozy, home offered just about anything you would need. The owners are very nice and very quick to respond to any questions. The large property and privacy was an added bonus. Would highly recommend this property and personally love to return. "
Run away to the mountains of WV! Peaceful country home is waiting for you!

Hilltop 10 acre Cabin Retreat Getaway - WiFi!

9.2 out of 10, Wonderful, (37)
"Rented house for a work trip and it was great"
Hilltop 10 acre Cabin Retreat Getaway - WiFi!

Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!

10.0 out of 10, Exceptional, (3)
"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!"
The price is AU$227
includes taxes & fees
1 Oct - 2 Oct
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
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

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, 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 favourite 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 depend 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 AU$177 per night. Entering your travel dates in the search wizard might find you 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?

Deep Creek Lake and Wisp just minutes away, includes pass to CARC (pool/gym): This holiday home rental outside of Woodland is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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.