Woodland Holiday Rentals from €101: Search Short-Term Rentals

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Holiday Rentals in Woodland

Our top choices for Woodland holiday rentals

"Perfect place to stay...highly recommend. We didn't stay long enough to enjoy the cottage but the time we were there was great."

includes taxes & fees

5 Sept - 6 Sept

"It was an absolute pleasure to stay in this home away from home. The hot tub made for a relaxed time after our daily adventures. "

"We loved staying at this cabin in April. This cabin has so many thoughtful details and beautiful views. Both of my teenagers already want to know when we can come back, which is a glowing recommendation from them as well. Thanks for the great trip!"

includes taxes & fees

3 Sept - 4 Sept

"Beds were very comfortable. It was great for our family of six."

includes taxes & fees

1 Sept - 2 Sept

"Great stay!"

"It was a fantastic place to stay with a group or a large family."

"Property was clean and quiet, matched the description. We enjoyed our trip!"

"Big D'S Pond is beautiful and the owner, is very kind and helpful. We had an amazing time!"

includes taxes & fees

2 Sept - 3 Sept

"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!! "

"Easy access to trails. Quiet spot just ouside Cumberland. "

"A beautiful, tucked away cabin that gives you a relaxing getaway. We had a little trouble finding it (if you go on the dirt road, you've gone too far) but owners say they are putting up more signs. It was definitely worth the small trek in as there was a large hot tub, plenty of beds to choose from, and a cozy atmosphere. They had a small refrigerator, kitchenette space/supplies, and microwave/coffee maker. We would definitely recommend staying here! Oh, there is a train track nearby so you will...

includes taxes & fees

1 Sept - 2 Sept

"Property was very nice, very spacious with plenty of room."

"This place was awesome. It’s beautiful, well laid out and the master bathroom was beautiful. I only have one suggestion. The master bathroom also needs a grab bar by the toilet. But I honestly would love to live in a place like this and we will definitely be back. "

includes taxes & fees

2 Sept - 3 Sept

"Enjoyed our stay for a weekend trip"

includes taxes & fees

1 Sept - 2 Sept

"Very clean and charming."

includes taxes & fees

10 Sept - 11 Sept

"Property was just as described, we had a great time, spent time riding bikes on the C&O Canal NHP, and hiking at Rocky Gap State Park."

includes taxes & fees

1 Sept - 2 Sept

"This stay was perfect for the beginning of our GAP Trail ride! "

"Great property - recommend."

"Rented house for a work trip and it was great"

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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 €101 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?

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.

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Holiday Rentals in Woodland

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Holiday Rentals in Woodland

Our top choices for Woodland holiday rentals

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

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

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

Right off the bike trail.

New! Discover Serendipity: Lake Front, Dogs Ok, Pool, Hot Tub!

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

Cannon Cliffside River Retreat- FREE WIFI

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

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

Awesome New Property/ CANAL RIVER RETREAT

The Lodge, a Cozy Lodge Cabin by the GAP Trail & view of the Sand Patch grade.

Cozy Cabin with Hot Tub, Lake Access, Screened Porch, & Firepit

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

Top of the GAP guesthouse on the Eastern Continental Divide.

Spacious Victorian Home 2nd floor apartment

Oldtown Guesthouse

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

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

Waterfront Retreat: Lakefront, Golf Area, Indoor Pool, Dock Slip!

Hilltop 10 acre Cabin Retreat Getaway - WiFi!

Top Woodland Hotel Reviews

Find out more about Woodland

Frequently asked questions