Woodland Holiday Rentals

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Holiday Rentals in Woodland

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

2.0 star property
10.0 out of 10, Exceptional, (23)
"Very well appointed property. Lovely view. Looking forward to a future trip back!"
The price is NZ$596
includes taxes & fees
23 July - 24 July
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

Spacious Victorian Home 2nd floor apartment

10.0 out of 10, Exceptional, (42)
"Enjoyed our stay for a weekend trip"
The price is NZ$202
includes taxes & fees
9 July - 10 July
Spacious Victorian Home 2nd floor apartment

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

10.0 out of 10, Exceptional, (95)
"The cabin in the woods was an absolutely stunning, quiet, romantic retreat. "
The price is NZ$537
includes taxes & fees
14 July - 15 July
Secluded, romantic cabin with hot tub on 12 acres of woodland.

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

9.6 out of 10, Exceptional, (21)
"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. "
Vintage 1960s Cardinal Cottage, w/ hot tub, fire pit, and 5 mins from the Lake

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

10.0 out of 10, Exceptional, (11)
"We were very impressed with this location. It is in a beautiful section of town and close to town. It was everything we could ask for for our family of 5."
The price is NZ$377
includes taxes & fees
14 July - 15 July
Full home near C&O! Perfect for bikers or families!

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 NZ$187
includes taxes & fees
6 July - 7 July
BIG D's POND & North Branch of the Potomac river Camping.

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

10.0 out of 10, Exceptional, (29)
"Very clean, very comfortable. Was so nice to be out of town and away from people 100% loved this place!"
The price is NZ$448
includes taxes & fees
7 July - 8 July
Private Home in Garrett County, surrounded by trees, fields and farmland.

Awesome New Property/ CANAL RIVER RETREAT

9.8 out of 10, Exceptional, (108)
"Absolutely beautiful and the hospitality was amazing also. Thank you for sharing the beautiful place with the world. It’s so peaceful and relaxing. Everything was perfect and cozy. "
Awesome New Property/ CANAL RIVER RETREAT

Two-story cottage near the lake with a firepit, wood stove, & washer/dryer

8.8 out of 10, Excellent, (13)
"The cabin is located in a secluded area but very close to everything. The grounds are great and the property is very nice. The smell people had mention in previous comments is dampness in the finished basement"
Two-story cottage near the lake with a firepit, wood stove, & washer/dryer

Unique, renovated, dog-friendly chalet with private hot tub & gas firepit

Unique, renovated, dog-friendly chalet with private hot tub & gas firepit

474, Your Mountain Getaway.

10.0 out of 10, Exceptional, (2)
"We were in town for sad circumstances, but Aldo’s place was just what we need for rest. We loved the views, morning coffee outside was perfect and he had more than what you could ask for. I would highly recommend staying here and I know we would stay there again in a heartbeat. "
474, Your Mountain Getaway.

Oldtown Guesthouse

10.0 out of 10, Exceptional, (23)
"Very clean and charming."
The price is NZ$306
includes taxes & fees
7 July - 8 July
Oldtown Guesthouse

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

9.0 out of 10, Wonderful, (91)
"Great stay here with the family for the weekend! A combination of leisure and activity"
Private Indoor Swim Pool,Hot Tub, Free Golf & Mini Golf, Tennis, Fire Pit

4 BR, Lake Access on 2 acres, private setting, Dogs Welcome!

9.4 out of 10, Exceptional, (14)
"Everything about our stay was great. The place was extremely clean, had a great kitchen, and was private. The only neighbors we saw were some deer with a dawn every morning!"
4 BR, Lake Access on 2 acres, private setting, Dogs Welcome!

Lake Access, Dock, Hot Tub, Fire Pit , Game Room, + More!

10.0 out of 10, Exceptional, (24)
"Lovely place. Clean and plenty of room. "
Lake Access, Dock, Hot Tub, Fire Pit , Game Room, + More!

Cannon Cliffside River Retreat- FREE WIFI

10.0 out of 10, Exceptional, (26)
"Property was clean and quiet, matched the description. We enjoyed our trip!"
Cannon Cliffside River Retreat- FREE WIFI

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

9.6 out of 10, Exceptional, (12)
"It was a fantastic place to stay with a group or a large family."
Alvie House: 5 min from Wisp&DCL, Outdoor Fire Pit, Fireplaces, Country Kitchen

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

9.8 out of 10, Exceptional, (12)
"Nice clean well kept cottage. "
The price is NZ$293
includes taxes & fees
8 July - 9 July
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi

New! Happy Times: Dogs OK, Lakefront, Dock Slip, A/C, Fire Pit!

8.8 out of 10, Excellent, (3)
"Great property and stay. However, I didnt understand the purpoae of having to clean dishes and take iutbthe trash. Its been my experience that the prooerties are professiinalky cleaned after each use. "
New! Happy Times: Dogs OK, Lakefront, Dock Slip, A/C, Fire Pit!

Right off the bike trail.

9.6 out of 10, Exceptional, (83)
"An amazing place to stay. "
The price is NZ$227
includes taxes & fees
9 July - 10 July
Right off the bike 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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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?

Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi: This holiday home rental outside of Woodland is equipped with a BBQ, 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 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.