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Vacation rentals in Woodland

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Top-rated vacation rentals in Woodland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A stylishly furnished sleeping area features a queen bed with crisp linens. Soft lighting is provided by two bedside lamps, and decorative window treatments add a touch of elegance. A comfortable seating area is visible in the background, along with a small round table.
Train in Florenceville-Bristol
4.96 out of 5 average rating, 223 reviews

Romancing the Rails

Fulfill your Romantic dreams of railways and sense of adventure by staying in one of two authentic train cars at Shogomoc Railway Site in downtown Florenceville-Bristol, N. B., Canada. Note travel restrictions at this time. Romancing the Rails Train car is stylishly furnished with a queen bed, an electric fireplace, seating area, ensuite washroom, kitchenette with continental breakfast and everything you need for that romantic train get-away that you have always dreamed of. *Price includes HST

Top guest favorite
The entrance of the property is softly illuminated at night, featuring a black door with glass panels. Flower pots with blooming plants are placed on either side, while additional soft lighting enhances the surroundings, creating a welcoming ambiance.
Guesthouse in Clair
4.98 out of 5 average rating, 205 reviews

Guest House/Apt, private fully equipped, sleeps 4

We offer everything to make you feel at home. We are also pet friendly. Enjoy your own space with private entrance, 1 bedroom (king bed with heated mattress if reqd) plus extra sleeping space on a queen pull out sofa. *air mattress and/or inflatable toddler bed also available for extra sleeping (by request)* Fully equipped kitchen and bathroom with full size washer/dryer. Five minutes to border crossing to Maine, USA (Fort Kent). Close to ski resorts (5 mins) and scenic snowmobile trails.

Guest favorite
A window frame showcases a view of trees displaying autumn colors against a tranquil lake backdrop. Soft natural light filters through sheer curtains, highlighting the peaceful atmosphere within the Tiny House.
Tiny home in Lakeville
4.94 out of 5 average rating, 201 reviews

"Two by the Lake" - a delightful tiny house for 2

Reconnect with nature at this unforgettable escape nestled on the banks of a protected lake in New Brunswick, Canada, where you can canoe, kayak, enjoy stargazing and campfires*, and snuggle in together for some quality couples time. (*regulations permitting) ****Price shown includes HST Close to the Trans-Canada for those travelling through Carleton County, NB. Note that this Tiny House only accommodates two people; we are, of course, open to a child as one of the two at "Two by the Lake".

Guest favorite
Home in New Sweden
4.9 out of 5 average rating, 48 reviews

Large 5 bedroom home on 88 acres

House is located on 88 acres with beautiful views. House has 2 bathrooms. 1 bedroom with king size bed. 2 bedrooms each with a double bed and 2 bedrooms each with a twin bed. There are two living rooms, an office and kitchen. Trails are easily accessible by both ATV and snowmobile. Property is within 5 minutes of both Little Madawaska and Madawaska Lake. Long Lake is within 15 miles. There are 3 man made ponds on the property along with multiple walking trails in which you may see wildlife.

Top guest favorite
The cabin's exterior is showcased with a wooden facade and a red metal roof. A spacious porch is visible, adorned with hanging plants. Surrounding greenery reflects the natural setting. A gravel driveway leads to the entrance, providing easy access to the rustic retreat.
Home in Caribou
4.91 out of 5 average rating, 196 reviews

River House Cabin Rentals

Cabin is located on the Aroostook River in Caribou, Maine. ITS 88 can be accessed from this property. Sledding / ATV riding right from the cabin. 4 miles to Caribou and 6 miles to Presque Isle. You’ll love this cabin because of the outdoors and the view of the river. Perfect private getaway. Secluded, yet close to shopping and other venues. Great for couples, outdoors enthusiasts, hunters, fisherman, business travelers, or vacationers. We can even stock the cupboards and fridge for you.

Superhost
Apartment in Fort Fairfield
4.5 out of 5 average rating, 4 reviews

Cozy Home Away From Home with easy trail access!

This stylish apartment located in Friendly Fort Fairfield is the ideal place to stay when you're away from home. The unit is close to town and all the amenities and easy access to the ATV and snowmobile trails. The space includes a kitchen with laundry area, dining room, living room, bedroom and bathroom with a full tub/shower. After a long day, curl up next to the fireplace on the cozy couch and put your feet up for a while while you watch TV in the living room and unwind!

Top guest favorite
A cozy seating area features a gray sofa adorned with two decorative pillows. Natural light filters through sheer white curtains on two windows, illuminating the light wood floor and creating a calm ambiance. A floor lamp stands next to the sofa.
Apartment in Caribou
4.94 out of 5 average rating, 179 reviews

The comforts of home away from home.

Located in a quiet neighborhood close to downtown. Private entrance. Spacious bedroom (14 X 11) with large closet and dresser. Open concept living room (14X11) with queen size sofa bed and dining table with 4 chairs. Small kitchen includes small electric stove, refrigerator, microwave, toaster oven, dishes and some cookware and Crockpot. Smart TV and WiFi. Bedding and towels provided. Full bath NO PETS. No smoking or vaping on premise or property.

Top guest favorite
An aerial view showcases Gram's Cabin nestled among lush, green trees. The property is positioned near a winding river, embraced by expansive woodland and distant mountains under a clear sky. The cabin's roof features a modern design, harmonizing with the surrounding natural landscape.
Home in Lorne Parish
4.98 out of 5 average rating, 130 reviews

Gram's Cabin

Gram's Cabin is the perfect place to rest on your hiking trip to Mt. Carleton, or to unwind on a hunting excursion. Secluded yet modern accommodations include a furnished kitchen and Starkink WiFi to stay in touch with the world. The Cabin is accessible by car, via Route 108. With accommodations for 6, and room for more, this is the ideal spot for a retreat. Gram’s cabin is 20 minutes from Plaster Rock, and 40 minutes from Mount Carleton.

Superhost
Home in Caribou
4.75 out of 5 average rating, 16 reviews

The Rider’s Rest @ 56

Welcome to your cozy getaway in the heart of Caribou, Maine! This charming blue house sits on a sunny corner lot at 56 Rose Street and offers the perfect mix of comfort and adventure. Just minutes from snowmobile and ATV trails, it’s an ideal spot for outdoor enthusiasts year-round. After a day of exploring, come back to relax in a warm, inviting space designed for rest and recharge.

Top guest favorite
The cabin is viewed from a stone patio adorned with flower pots. Comfortable seating and a table with an umbrella are arranged outside, complemented by trees that provide a natural backdrop. Warm lights illuminate the cabin’s porch, creating a welcoming ambiance.
Cabin in Mars Hill
4.88 out of 5 average rating, 240 reviews

Pet-Friendly Cabin with Canadian Views & Trails

Our cabin is fixated on the backside of Mars Hill Mountain with Big Rock Ski Resort a couple of miles away. Views of Canada. Suitable for families, friends, hunters, skiers, snowmobilers, and more! Our location is the first place for the sun to rise! 27 acres allows your pets and children to have plenty of room to run and enjoy nature. This is a home away from home!

Top guest favorite
A spacious two-story house is positioned on a well-manicured lawn. The structure is accented by large windows and a welcoming porch, with a section of grass in the foreground. A garage with a double door layout is visible on the right.
Home in Caribou
5 out of 5 average rating, 38 reviews

Connor township quick stay. Hot Tub/Trail access.

Route 1 travelers, ATVers, snowmobliers, anglers, kayakers we have a comfortable place to stay for all your county activities. Trail access is located across the road with the Aroostook wildlife refuge, little Madawaska river and Connor Recreation nearby. Enjoy the hot tub after a day of exploring Northern Maine.

Top guest favorite
The exterior of a single-story home is displayed, featuring a light-colored siding with multiple windows. A front porch with steps leads to the entrance, while a grassy area surrounds the structure. A cloudy sky is visible overhead, creating a serene outdoor environment.
Home in Caribou
4.97 out of 5 average rating, 112 reviews

Located on a fun and family friendly farm

Bring the whole family to this great place with lots of room for fun. This property is located on a 350-acre family owned and operated farm that you are welcome to explore and enjoy the beautiful scenery in your own private, spacious getaway!

Popular amenities for Woodland vacation rentals

  1. Airbnb
  2. United States
  3. Maine
  4. Aroostook County
  5. Woodland