Woodland Holiday Rentals

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Our top choices for Woodland holiday rentals

10.0 out of 10, Exceptional, (37 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 NZ$559
includes taxes & fees
19 Jan - 20 Jan
Milam Ridge: Modern Cabin Escape. Hot Tub, Covered Deck, Fire Pit

Holiday Home in Oldtown

Oldtown Guesthouse
10.0 out of 10, Exceptional, (30 reviews)
"Very clean, host was responsive, cute, small house"
United States
Wayne F.
The price is NZ$316
includes taxes & fees
21 Jan - 22 Jan
Oldtown Guesthouse
10.0 out of 10, Exceptional, (43 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 NZ$483
includes taxes & fees
16 Jan - 17 Jan
Private Home in Garrett County, surrounded by trees, fields and farmland.
10.0 out of 10, Exceptional, (106 reviews)
"Perfect place to relax and enjoy the peace and quiet!"
United States
Melinda S.
The price is NZ$549
includes taxes & fees
20 Jan - 21 Jan
Secluded, romantic cabin with hot tub on 12 acres of woodland.
9.8 out of 10, Exceptional, (37 reviews)
"The clean and comfortable looking cabins "
United States
Torrance
The price is NZ$352
includes taxes & fees
22 Jan - 23 Jan
Loft two story with first floor workout room, WIFI, complete cottage to yourself
The price is NZ$308
includes taxes & fees
25 Jan - 26 Jan
Spacious riverfront cottage with full kitchen, cozy charm, and Casselman views.
9.8 out of 10, Exceptional, (33 reviews)
"We had a nice relaxing stay at this lovely cottage. It was convenient to downtown and very clean."
United States
Reni J.
The price is NZ$332
includes taxes & fees
8 Feb - 9 Feb
Cozy Cottage 2 bedroom house one and half bathrooms Cumberland, Md with AC, WiFi
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 NZ$197
includes taxes & fees
15 Jan - 16 Jan
BIG D's POND & North Branch of the Potomac river Camping.

Holiday Home in Meyersdale

Right off the bike trail.
9.6 out of 10, Exceptional, (99 reviews)
"What a wonderful, homely spot! If only those walls could tell their stories. "
United States
Anthony
The price is NZ$239
includes taxes & fees
15 Jan - 16 Jan
Right off the bike trail.
9.6 out of 10, Exceptional, (21 reviews)
"Nice place, and perfect stopover for cycling on the C&O. "
United States
Jay S.
The price is NZ$433
includes taxes & fees
14 Feb - 15 Feb
Full home near C&O! Perfect for bikers or families!
10.0 out of 10, Exceptional, (7 reviews)
"Easy walk into town and the train station."
United States
Kathy M.
Relaxing Rustic Oasis II - 6 min walk to Downtown! Cyclist Welcomed!
9.4 out of 10, Exceptional, (28 reviews)
"Cozy and charming. Great location. Would certainly book again. "
United States
Dennis F.
The price is NZ$398
includes taxes & fees
15 Jan - 16 Jan
5 minute walk to downtown. Cozy family sized home with everything you need.
10.0 out of 10, Exceptional, (217 reviews)
"Family friendly "
United States
Henok
The price is NZ$734
includes taxes & fees
20 Jan - 21 Jan
Minutes from Deep Creek Lake, Located on 24-acre farm with private 1-acre lake
10.0 out of 10, Exceptional, (1 review)
"The house was very cozy, clean and had great amenities! "
United States
Cindy I.
The price is NZ$402
includes taxes & fees
15 Jan - 16 Jan
Top of the GAP guesthouse on the Eastern Continental Divide.
9.8 out of 10, Exceptional, (14 reviews)
"Cozy and great location for getting to the bike trail and around town."
United States
havala m.
The price is NZ$317
includes taxes & fees
1 Feb - 2 Feb
Relaxing Rustic Oasis - 6 min walk to Downtown! Cyclist Welcomed & Pet friendly!

Holiday Home in Frostburg

Knit Inn..
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 NZ$1,017
includes taxes & fees
15 Jan - 16 Jan
Knit Inn..
The price is NZ$884
includes taxes & fees
27 Jan - 28 Jan
Bask in the Pond View of Room 5, Lake Access, Golf
The price is NZ$884
includes taxes & fees
27 Jan - 28 Jan
Private Room 2 & Bath, 10 Acres, Lake Access
10.0 out of 10, Exceptional, (5 reviews)
"Our stay at the Four Seasons Chalet in Swanton was absolutely perfect in every way! The location, amenities, furnishings, and thoughtful appointments made the home feel warm, welcoming, and fully stocked with everything we could have possibly needed. Communication was excellent, quick responses and helpful area recommendations were greatly appreciated and made our trip even smoother. We jet-skied, went to the beach at the lake, hiked Swallow Falls, and did the mountain coaster at Wisp! We would...
United States
Valentina B.
The price is NZ$1,511
includes taxes & fees
25 Jan - 26 Jan
Luxury Chalet: Hot Tub + Sauna + Tesla EV + Starlink. Mins to Wisp!
10.0 out of 10, Exceptional, (11 reviews)
"The Historic Farm property was beautiful! Our family enjoyed fishing at the pond and biking in and around the property. We hiked and swam in the nearby State Parks. The bedrooms were spacious and the king sized beds comfortable. It was great to have meals with the whole family around the large dining room table. The ice machine in the cozy kitchen was an added bonus."
United States
Cheryl W.
The price is NZ$3,761
includes taxes & fees
23 Jan - 24 Jan
Historic Farm, Near Lake, 10 Acres, Newly Renovated
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, 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 NZ$197 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 Arboretum.

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.