Vacation rentals in Woodland

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Top-rated vacation rentals in Woodland

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Top guest favorite
A spacious living area is furnished with two black sofas facing each other, illuminated by natural light from a nearby window. A ceiling fan can be seen overhead, and a view of the kitchen is visible in the background, featuring light-colored cabinetry and countertops.
Home in Woodland
5 out of 5 average rating, 20 reviews

Tracey's Knoll: On ITS90

Relax with the whole family or all your best pals. We are directly across the road from ITS90, this is one of the main snowmobile trails in Aroostook County. We are 3 miles from town (Caribou). There are two bedrooms, each with two twin beds, which can be combined. We also offer a queen size bed in the back bedroom. air mattress for additional guest (max 6) can be added to back bedroom. We are committed to ensuring you have an amazing stay, let us know how we can welcome you to Tracey's Knoll.

Top guest favorite
A single-story home is showcased, featuring a light-colored exterior and a gently sloping front lawn. Steps lead up to a welcoming porch, framed by a mix of colorful shrubs and plants. Ample blue sky and soft clouds provide a bright backdrop.
Home in Presque Isle
4.98 out of 5 average rating, 116 reviews

Bright and relaxing, private and accessible

Whether visiting for business, pleasure, or medical/family reasons, this bright airy space is designed to make winter travel easier. Spacious garage, plowed and shoveled drives, ramp & walkways. Large entry room for all your winter gear. New bathroom, walk-in shower, breakfast counter with USB plugins, hardwired smoke and carbon monoxide monitors. Welcoming for guests with disabilities. WiFi, cable tv. Daybed for 4th guest. Cancel your booking without charge up to 24 hours before check-in.

Guest favorite
A spacious house is depicted, featuring a light-colored exterior with dark shutters and a green roof. The structure includes a chimney and several windows, surrounded by a grassy area. A nearby garage is visible, with trees in the background suggesting an expansive outdoor setting.
Home in New Sweden
4.88 out of 5 average rating, 43 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 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, 191 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 favorite
A spacious living area features warm wooden walls and a high, wood-beamed ceiling. A modern stone fireplace is centrally located, complemented by cozy seating arrangements. Large windows allow natural light to fill the room, showcasing views of the surrounding nature.
Cabin in Fort Fairfield
5 out of 5 average rating, 59 reviews

Secluded 3-Bedroom Log Cabin W/ Fireplace and View

Relax with the family at this peaceful hideaway. The cabin overlooks the Aroostook River Valley near major access points to snowmobile and ATV trails and the North Maine Woods. The cabin is on top of the world, providing spectacular views of sunrises, sunsets, and countless stars on clear nights. Achieve a feeling of escape just minutes from town. The bedrooms sleep 6 (a queen, full, and two twins). The queen pullout sofa and pullout ottoman provide additional sleeping for 3.

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, 165 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, 119 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.

Top guest favorite
The exterior of a two-story house is surrounded by a lush green lawn. A neatly trimmed bush is positioned in the foreground, while the entrance features a welcoming porch. Mature trees provide shade and enhance the tranquil setting.
Home in Caribou
5 out of 5 average rating, 53 reviews

Lovely country home-winter or summer.

Whether you enjoy snowmobiling, XC or downhill skiing, 4-wheeling, hunting, hiking, biking, fishing, or water sports, you will be close to everything when you stay at this centrally located place. Our property is next to ITS 83 for your snowmobile and ATV fun. A country club and 9-hole golf course are right beside the property as well. There are numerous lakes and rivers nearby. And Canada is a half hour drive away!

Top guest favorite
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 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, 20 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
4.98 out of 5 average rating, 103 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!

Guest favorite
A doorway framed in white leads into a bright dining area with light wood flooring. Yellow walls brighten the space, while a round table surrounded by black chairs invites gathering. A framed artwork is visible on the wall near the entrance.
Apartment in Caribou
5 out of 5 average rating, 9 reviews

Vitality Apartment

Have fun with the whole family at this stylish place. Conveniently located within walking distance to cute coffee shops, shopping, scenic walking paths as well as Rejuvenate Medical Spa. Within 1 mile to Cary Medical Center.

Popular amenities for Woodland vacation rentals

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