Book Holiday Homes in Woodland

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Featured Holiday Homes in Woodland

Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Grand Lake Stream
When you stay at this vacation home in Princeton, you'll be on the waterfront and within a 5-minute drive of West Grand Lake.
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
Beautiful Waterfront Home on Pristine West Grand Lake

Beautiful Waterfront Home on Pristine West Grand Lake

Grand Lake Stream
When you stay at this vacation home in Princeton, you'll be on the waterfront and 7 minutes by foot from West Grand Lake.
Beautiful Waterfront Home on Pristine West Grand Lake
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.

Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.

Alexander
When you stay at this vacation home in Baileyville, you'll be on the beach and 8 minutes by car from Moosehorn National Wildlife Refuge.
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.
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Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border

Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border

Calais
A stay at this vacation home places you in the heart of Calais, within a 5-minute drive of Washington County Community College and Calais Regional Hospital.
Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border
3-Bedroom w/Attached Garage

3-Bedroom w/Attached Garage

Baileyville
Located in Baileyville, this vacation home is within a 15-minute drive of Moosehorn National Wildlife Refuge and Charlotte County Museum.
3-Bedroom w/Attached Garage
Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️

Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️

2 out of 5
Baileyville
The price is AU$552 per night from 24 Dec to 25 Dec
AU$552
includes taxes & fees
24 Dec - 25 Dec
Located in Baileyville, this vacation home is within a 15-minute drive of Moosehorn National Wildlife Refuge and Charlotte County Museum.
Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️
Bayview 3-bedroom house in Robbinston with WiFi

Bayview 3-bedroom house in Robbinston with WiFi

Robbinston
With a stay at this vacation home in Robbinston, you'll be within a 10-minute drive of St. Croix Island and 45th Parallel North Marker.
Bayview 3-bedroom house in Robbinston with WiFi
Charming Lakeside Home,Dream Location, beach, Kayaks,nature, fishing

Charming Lakeside Home,Dream Location, beach, Kayaks,nature, fishing

Grand Lake Stream
When you stay at this vacation home in Princeton, you'll be on a lake and 4 minutes by foot from West Grand Lake.
Charming Lakeside Home,Dream Location, beach, Kayaks,nature, fishing
Perry Shore Road Cottage

Perry Shore Road Cottage

Perry
When you stay at this vacation home in Perry, you'll be 10 minutes by car from 45th Parallel North Marker.
Perry Shore Road Cottage
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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.

Woodland Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Woodland vacation homes are the perfect way for you to wing it.

Holiday houses in Woodland let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Woodland in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Woodland adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woodland with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Woodland vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Woodland Holiday Homes essential information

Accommodation
11 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$552
Popular accommodation
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine, Beautiful Waterfront Home on Pristine West Grand Lake, Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s. , Pet friendly Maine Waterfront Farmhouse with Amazing Views @Canadian Border, 3-Bedroom w/Attached Garage, Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️, Bayview 3-bedroom house in Robbinston with WiFi, Charming Lakeside Home,Dream Location, beach, Kayaks,nature, fishing, Perry Shore Road Cottage

Top trending hotels in Woodland

3-Bedroom w/Attached Garage

3-Bedroom w/Attached Garage

Baileyville
Located in Baileyville, this vacation home is within a 15-minute drive of Moosehorn National Wildlife Refuge and Charlotte County Museum.
3-Bedroom w/Attached Garage
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Grand Lake Stream
When you stay at this vacation home in Princeton, you'll be on the waterfront and within a 5-minute drive of West Grand Lake.
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
Cozy Lakefront Family Camp

Cozy Lakefront Family Camp

Cooper
With a stay at this cabin in Meddybemps, you'll be 12 mi (19.4 km) from Moosehorn National Wildlife Refuge and 21.1 mi (34 km) from Bad Little Falls Park.
Cozy Lakefront Family Camp
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Bear Mountain Lodge

Bear Mountain Lodge

4 out of 5
920 Goulding Lk Rd, Robbinston, ME
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 6 Jan to 7 Jan
AU$220
includes taxes & fees
6 Jan - 7 Jan 2025
With a stay at Bear Mountain Lodge in Robbinston, you'll be on the beach, and 7.3 mi (11.8 km) from St. Croix Island and 7.9 mi (12.8 km) from Mainely Smoked ...
Bear Mountain Lodge
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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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^Subject to availability and chosen travel dates.