Holiday houses in Woodland

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Top-rated holiday rentals in Woodland

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Guest favourite
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, 213 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 favourite
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, 199 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 favourite
Home in New Sweden
4.89 out of 5 average rating, 46 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.

Guest favourite
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, 194 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.

Top Guest favourite
The image showcases two vacation cabins positioned on a hillside overlooking a tranquil pond. The reflection of the cabins and surrounding trees is visible in the still water, enhancing the serene atmosphere of the natural setting.
Home in Fort Kent
4.98 out of 5 average rating, 50 reviews

Comfort, Your Way | In Town | King | Trail Access

Welcome to J19 South in Fort Kent, Maine, where rustic charm meets modern comfort! •This family friendly, newly renovated retreat offers privacy, fast Wi-Fi, in town ease, direct snowmobile/ATV access, and access to the Fish River. •Visiting for work, family, or play—there’s ATVing, snowmobiling, skiing, fishing, hiking, and more to enjoy! •Unwind in nature’s embrace while enjoying all the amenities you need for a cozy, relaxing stay. •Your perfect getaway awaits—be our guest today!

Top Guest favourite
The exterior of the building features a modern design with brick and neutral siding. A covered entryway is visible at the front, with large windows on either side. The surrounding area includes trees and a paved parking space.
Home in Plaster Rock
4.94 out of 5 average rating, 141 reviews

Modern Living Facility

Welcome to 116 Main Street, located in the heart of Plaster Rock. What once was the village medical clinic, has now been repurposed as a modern & sleek living facility. This space is absolutely beautiful. It has 6 bedrooms and 4 bathrooms with a large open-concept kitchen area that connects with a fully furnished lounge area. Rooms will be unlocked in accordance with how many guests are staying in the residence. Other key features include: wifi, laundry, enhanced security, and privacy.

Superhost
A spacious interior showcases high ceilings with wooden beams and large windows, allowing natural light to flood the living area. Views of the river are visible through the glass, reflecting shimmering light. Various seating options are arranged around a central space.
Cabin in Wade
4.85 out of 5 average rating, 33 reviews

Relaxation River and Snowmobile Cabin

Tranquil Getaway on the Aroostook River. This property has 800 feet of riverfront access and is one of the best locations on the river, the views are spectacular. This location has some of the best fishing spots on the river as well as Salmon Brook and Gardner Creek. Snowmobile trails and access are a few miles away. There is plenty of room to park sled trailers Local activities include kayaking, hot-air ballooning, tubing, hunting, and snowmobiling. If its fun, its gotta be Maine!

Top Guest favourite
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, 175 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.

Guest favourite
A red cabin with a green roof is set against a backdrop of a vast sky, showcasing soft clouds. The cabin features a spacious porch that invites relaxation, surrounded by lush grass and trees, contributing to a serene countryside ambiance.
Cabin in Fort Fairfield
4.93 out of 5 average rating, 187 reviews

The Eagles Nest

In the Eagles Nest you are located in the country side of Fort Fairfield directly across the road from Aroostook Valley Country Club house and hole one. You will see the beautiful countryside, animals, and have access to snow mobile trails. We are located in Zone 6 for hunters. The perfect place for any outdoorsmen. We now have a second comp . Its the Bears Den. it's on it's own 100 acres overlooking a trout pond.

Guest favourite
A spacious two-bedroom house is depicted, featuring a light-colored exterior and large windows. Surrounding natural scenery includes autumn foliage and a grassy yard. A garage is visible on one side, with a gravel driveway leading up to the front entrance.
Home in Monticello
4.97 out of 5 average rating, 154 reviews

Monticello Home for Families and Sportsmen

Complete 2 bedroom 2 bath house with a porch that has a full size bed, and the dry basement also has a full size bed. Less than 100 yards from snowmobile and ATV trails! Located less than a mile from unorganized territory with excellent grouse, deer and moose hunting (WMD zone 6). Close to Conroy lake which offers brook trout fishing and now ice fishing. Guide service available upon request.

Guest favourite
Home in Caribou
4.79 out of 5 average rating, 14 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 favourite
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, 33 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.

Popular amenities for Woodland holiday rentals

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