Woodland Holiday Rentals

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Holiday Rentals in Woodland

3-Bedroom w/Attached Garage
9.8 out of 10, Exceptional, (8)
"Such a beautiful beautiful spot and the owner host was above and beyond amazing thank you so much for letting us stay there 🙏we will be back☺️☺️"
3-Bedroom w/Attached Garage
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
9.8 out of 10, Exceptional, (116)
"Always a wonderful stay at this cabin- quiet, comfortable, with the beauty of the lake right outside. Reading and hikes during the day, watching the sunset and maybe a movie at night. The kitchen is simple but always seems to have what I need. This is my 3rd visit and I'll be coming back again!"
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
Cozy Lakefront Family Camp
10.0 out of 10, Exceptional, (2)
"This is an AMAZING place to go for either a family vacation or some quiet time away! Great host, and great neighbors too! We thoroughly enjoyed our time here and we will definitely be back!"
Cozy Lakefront Family Camp
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Peaceful Downeast Maine Waterfront Cottage Amazing Views @Canadian Border
9.2 out of 10, Wonderful, (5)
"Can’t say enough good things about this house. It was perfect. Every detail was thought through from the abundance of cozy blankets to the cute fireplace heaters in every room. The house was super clean and just perfect. We only had two adults staying a few nights for work travel (pretending it was a girls week lol) but I could see it comfortably fitting lots of people as there was so much space! I wish it was warmer out so I could have taken advantage of the outside spaces. Hope I get to come...
Peaceful Downeast Maine Waterfront Cottage Amazing Views @Canadian Border
The Moose Cabin, cozy cabin right on the Atv and snowmobile trail access road.
10.0 out of 10, Exceptional, (1)
"This cabin in the woods is exactly what we were looking for! It's new and still smells like wood. It is tucked into a lush forest near a back road with very little traffic - I think I saw 4 pick-ups drive by. The fire pit is large with a huge stack of wood. We had a super chill time, exactly what we needed on this leg of our epic New England tour! We would stay here again."
The price is NZ$616
includes taxes & fees
17 Jun - 18 Jun
The Moose Cabin, cozy cabin right on the Atv and snowmobile trail access road.
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.
8.8 out of 10, Excellent, (30)
"Perfect size home for our family and our puppy. Had everything we needed. We loved the beach and pond, lots of fishing and swimming"
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.
Beautiful Waterfront Home on Pristine West Grand Lake
10.0 out of 10, Exceptional, (11)
"The property at Grand Lake Stream was exactly as advertised. It was clean, plenty big enough and the setting simply could not have been better. Even during a cooler than usual late August, we were in the water every day (don’t forget your water shoes, you’ll need them). The kayaks and canoes were great, and the fire pit was the highlight at the end of virtually every day—a mere 20-feet from water’s edge. A wonderful spot, with incredibly responsive hosts"
Beautiful Waterfront Home on Pristine West Grand Lake
Lake front property with gorgeous views of Big Lake
10.0 out of 10, Exceptional, (56)
"This is our 3rd time staying here. Ken is always very helpful with anything we made need. We always enjoy our stay."
Lake front property with gorgeous views of Big Lake
New Cabin on Pennamaquan River. Relax in comfort and privacy .
10.0 out of 10, Exceptional, (2)
"If you're looking for a peaceful, restful stay, this is for you. This secluded cabin overlooks the river, and is in a great location. It was originally booked for my husband and I, but at the last minute, my brother-in-law needed a place to stay and Kelly was able to accommodate us. She was excellent to work with, and always available to answer questions. We're hoping to go back in the summer. We loved it."
The price is NZ$545
includes taxes & fees
30 Jun - 1 Jul
New Cabin on Pennamaquan River. Relax in comfort and privacy .
Waterfront Log Home on West Grand Lake
9.8 out of 10, Exceptional, (13)
"Great location, beautiful camp! Host was very nice and helpful! Planning on another trip next year"
Waterfront Log Home on West Grand Lake
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
9.4 out of 10, Exceptional, (39)
"Property as advertised. Owners extremely friendly and helpful. Hopefully we'll be back soon"
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine
Spacious cabin on beautiful Long Lake w/waterfront view, private dock, fire pit.
10.0 out of 10, Exceptional, (1)
"Great cabin!! I could move here!! Recently remodeled! 2 bedrooms downstairs and one large bedroom with 2 beds upstairs. Extra outdoor cooking/dining area, with gas grill, blackstone and picnic table. Down the hill is a dock, bit of a steep climb, but great for fishing and swimming. Canoe and kayaks available. Friendly owners right next door and willing to accommodate guest however needed. Definitely will be staying here again when we all come up to visit family!!"
Spacious cabin on beautiful Long Lake w/waterfront view, private dock, fire pit.
Relaxing rustic cabin on the lake 25 feet from the shore.
Relaxing rustic cabin on the lake 25 feet from the shore.
Rustic log cottage, River-view, Pet-friendly, Downeast Maine
9.8 out of 10, Exceptional, (16)
"Absolutely PERFECT stay for our honeymoon!!"
Rustic log cottage, River-view, Pet-friendly, Downeast Maine
***THE DOLL HOUSE*** Close to Eastport, ME, USA
***THE DOLL HOUSE*** Close to Eastport, ME, USA
Rustic two-story log cottage, River-view, Pet-friendly, Downeast Maine
10.0 out of 10, Exceptional, (13)
"We had a great time at the cottage! Everything we needed, besides food and family, were there and ready for us!!"
Rustic two-story log cottage, River-view, Pet-friendly, Downeast Maine
Lakefront Cottage on Round Pond
Lakefront Cottage on Round Pond
Rustic, two-story, log cottage, Lake-view, Pet-friendly, Downeast Maine
Rustic, two-story, log cottage, Lake-view, Pet-friendly, Downeast Maine
WATERFRONT SOLAR-POWERED COTTAGE ON CATHANCE LAKE
10.0 out of 10, Exceptional, (27)
"We absolutely loved our stay here. Don and Rebecca are wonderful hosts! We arrived to homemade blueberry muffins, which were delicious. The house is spacious, clean, and comfortable. We brought our pup along and she had a blast swimming right off the dock in the crystal clear water. We took the boat out a few times and had fun fishing for smallmouth bass. The screened-in, wrap-around porch is perfect for sitting in and listening to the loons call on the lake during the evening. We had one awful...
WATERFRONT SOLAR-POWERED COTTAGE ON CATHANCE LAKE
Charming Lakeside Home,Dream Location, beach, Kayaks,nature, fishing
10.0 out of 10, Exceptional, (1)
Charming Lakeside Home,Dream Location, beach, Kayaks,nature, fishing
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See all available properties in Woodland
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.

Other types of properties in Woodland you may be interested in

3-Bedroom w/Attached Garage
9.8 out of 10, Exceptional, (8)
"Such a beautiful beautiful spot and the owner host was above and beyond amazing thank you so much for letting us stay there 🙏we will be back☺️☺️"
3-Bedroom w/Attached Garage
Redclyffe Shore Motor Inn
2.5 star property
8.6 out of 10, Excellent, (414)
"If you like retro, this is the place for you. Great views and very nice surroundings. The room was dated, and the floor was sagging, causing the head of the bed to be lower than the foot area. Nice place to stay to enjoy the area though. The staff was friendly and very welcoming."
The price is NZ$213
includes taxes & fees
17 Jun - 18 Jun
Redclyffe Shore Motor Inn
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
9.8 out of 10, Exceptional, (116)
"Always a wonderful stay at this cabin- quiet, comfortable, with the beauty of the lake right outside. Reading and hikes during the day, watching the sunset and maybe a movie at night. The kitchen is simple but always seems to have what I need. This is my 3rd visit and I'll be coming back again!"
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Woodland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Woodland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Woodland. Seeing all the best attractions is bound to make you fall in love with Woodland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Woodland short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals 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?

3-Bedroom w/Attached Garage: This highly rated holiday home rental in Woodland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Woodland?

Explore the area and family-friendly sights such as Huntsman Marine Science Centre, or get out into nature at a spot like Moosehorn National Wildlife Refuge. Chocolate Museum and St. Croix Island are a couple of places you'll find in the wider area.

What’s a holiday rental in Woodland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodland. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.

Recent reviews of Woodland properties
Expedia verified reviews