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 Grand Lake Stream, you'll be on the waterfront and 12 minutes by foot from West Grand Lake.
Opens in a new windowNewly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
Pet Friendly Waterfront Farmhouse- PVT OFC, Views, Kayaks, Game Room &  Playset

Pet Friendly Waterfront Farmhouse- PVT OFC, Views, Kayaks, Game Room & Playset

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.
Opens in a new windowPet Friendly Waterfront Farmhouse- PVT OFC, Views, Kayaks, Game Room & Playset
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.
Opens in a new windowMeddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.
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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 Grand Lake Stream, you'll be on the waterfront and 7 minutes by foot from West Grand Lake.
Opens in a new windowBeautiful Waterfront Home on Pristine West Grand Lake
Bear Mountain Lodge - Maine - Guest Lodge

Bear Mountain Lodge - Maine - Guest Lodge

robbinston
The price is AU$1,442 per night from 12 Nov to 13 Nov
AU$1,442
12 Nov - 13 Nov
includes taxes & fees
With a stay at this vacation home in Robbinston, you'll be 6.1 mi (9.7 km) from Moosehorn National Wildlife Refuge and 7.3 mi (11.8 km) from St. Croix ...
Opens in a new windowBear Mountain Lodge - Maine - Guest Lodge
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
Located in Baileyville, this vacation home is within a 15-minute drive of Moosehorn National Wildlife Refuge and Charlotte County Museum.
Opens in a new windowEscape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️
Blueberry Hill Lakeside Retreat. Family/pet friendly.

Blueberry Hill Lakeside Retreat. Family/pet friendly.

Robbinston
With a stay at this vacation home in Robbinston, you'll be 5.9 mi (9.6 km) from Moosehorn National Wildlife Refuge and 7.2 mi (11.7 km) from St. Croix ...
Opens in a new windowBlueberry Hill Lakeside Retreat. Family/pet friendly.
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.
Opens in a new window3-Bedroom w/Attached Garage
Perry Shore Road Cottage

Perry Shore Road Cottage

Perry
When you stay at this vacation home in Perry, you'll be 6 minutes by car from 45th Parallel North Marker.
Opens in a new windowPerry 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
10 Holiday Homes
Lowest Price
AU$200
Highest Price
AU$1,442
Popular accommodation
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine, Pet Friendly Waterfront Farmhouse- PVT OFC, Views, Kayaks, Game Room & Playset , Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s. , Beautiful Waterfront Home on Pristine West Grand Lake, Bear Mountain Lodge - Maine - Guest Lodge, Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️, Blueberry Hill Lakeside Retreat. Family/pet friendly., 3-Bedroom w/Attached Garage, Perry Shore Road Cottage

Top trending hotels in Woodland

Cozy 2-bedroom Duplex in lovely Baileyville with WiFi

Cozy 2-bedroom Duplex in lovely Baileyville with WiFi

Baileyville
With a stay at this apartment in Baileyville, you'll be within a 15-minute drive of Moosehorn National Wildlife Refuge and Charlotte County Museum.
Opens in a new windowCozy 2-bedroom Duplex in lovely Baileyville with WiFi
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.
Opens in a new window3-Bedroom w/Attached Garage
Bear Mountain Lodge

Bear Mountain Lodge

2.5 out of 5
920 Goulding Lk Rd, Robbinston, ME
The price is AU$200 per night from 17 Nov to 18 Nov
AU$200
17 Nov - 18 Nov
includes taxes & fees
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 ...
Opens in a new windowBear Mountain Lodge
Save an average of 15% on thousands of hotels when you're signed in
Redclyffe Shore Motor Inn

Redclyffe Shore Motor Inn

2.5 out of 5
U.S Route 1, Robbinston, ME
Located in Robbinston, Redclyffe Shore Motor Inn is by the ocean, within a 10-minute drive of St. Croix Island and 45th Parallel North Marker.
Opens in a new windowRedclyffe Shore Motor Inn
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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.