Holiday houses in Woodland

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Top-rated holiday rentals in Woodland

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Guest favourite
An open-concept kitchen and dining area display modern appliances and cabinetry. A spacious dining table with white chairs complements the contemporary kitchen design. A cozy living area is visible in the background, featuring a reclining chair and a gray sofa, with natural light illuminating the space.
Apartment in Fort Fairfield
5 out of 5 average rating, 12 reviews

Sleek & Contemporary 2BR Getaway

Nestled in the heart of Fort Fairfield, this stylish second floor2-bedroom apartment offers a cozy, modern retreat. With a spacious living area, well-appointed kitchen, and comfortable bedrooms, it’s the perfect spot to relax and recharge. Just steps away from local shops, a new bakery, Boondock's Restaurant, it’s an ideal base for your Northern Maine getaway. Other amenities in the apartment include flat screen television, k-cup coffee maker, full size fridge, and super comfortable mattresses!

Guest favourite
The open living area features cathedral ceilings and large windows, allowing for ample natural light. A dining table with chairs is positioned near the kitchen, while a cozy seating arrangement in the living room is complemented by a television and decorative accents.
Place to stay in Caribou
4.9 out of 5 average rating, 42 reviews

Luxury 3-Bedroom Home

3 Bedroom Split Plan Luxury Home. Queen bed in master, 2 twin beds in second bedroom, queen bed in-law suite with second living room separating, cathedral ceilings, skylights. His & Hers sinks and jacuzzi in master. Full second bathroom, breakfast nook, washer and dryer. Surround sound, Wii with games, rokus, cable, phone, high speed internet. Fully furnished with fully equipped kitchen. Snow Sled & ATV trail accessible, trailer parking. The ultimate vacation spot to enjoy a upper class home.

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, 198 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
A welcoming living area features a comfortable brown leather sofa and a light grey couch, positioned around a wooden coffee table atop an area rug. Two windows allow natural light to brighten the space, while a small lamp and wooden furniture add warmth.
Apartment in Presque Isle
4.98 out of 5 average rating, 50 reviews

MBB- New Apt w/Direct Access Snowmobile/ATV Trail

Relax with the whole family at Merritt Brook- The perfect location for any Northern Maine Adventure. Central in Aroostook County to Recreational Trail Systems for your ATV or Snowmobile, Ski Slopes, Hunting, Golfing, State Parks, and Boating or Fishing the Lakes and Rivers. Direct access to the ITS 88 with plenty of room to park your trucks and trailers! 5 Minutes from the Airport and just 3 minutes outside of town makes this a convenient and quiet stay for you here in Presque Isle!

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
4.93 out of 5 average rating, 185 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 single-story ranch home is shown, featuring grey siding, a small front porch, and two entrance doors. Green shutters frame the windows, while a well-maintained lawn surrounds the property. A glimpse of the street is visible in the foreground.
Home in Washburn
4.97 out of 5 average rating, 69 reviews

"Snowmobile/ATV Haven LLC" w/access to ITS 83/105

Snowmobile/ATV Haven, located in Washburn, Maine "The Hub of Aroostook County." Our 3 bedroom ranch home has direct access to ITS 83/105 snowmobile/ATV trails. There are various small and large trail loops for your riding enjoyment. Non-ethanol fuel is available locally, as well as a small local diner and Country Store. Additional dining/shopping options are available in nearby Presque Isle (10 Miles) and Caribou (8 Miles).

Top Guest favourite
A serene lake view is presented at sunset, with vibrant orange and pink hues reflecting on the water's surface. A wooden dock extends from the shoreline, while a canoe rests on the grassy bank, framed by trees on either side.
Apartment in Stockholm
4.93 out of 5 average rating, 56 reviews

Cozy Cross Lake Studio

Stay on the lake and make this cozy studio apartment a home base for all your Northern Maine adventures! This is a self-contained unit above a detached garage. Room to park two to three vehicles outside and space for several snowmobiles. Kayaks are available to borrow. Cross Lake is on the Fish River chain of lakes providing miles of open water for fishing and water sports. Easy access to ATV and snowmobile trails.

Top 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, 191 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.

Top Guest favourite
Home in Portage Lake
4.88 out of 5 average rating, 16 reviews

Portage Trailside

Experience the best of Portage Lake Maine, at this newly built getaway! Direct access to ITS 85 for snowmobiling and ATV adventures. Minutes away from the lake, ample parking for your trailers, fantastic hunting, fishing spots nearby, Deans Motor Lodge and the Country Store with gas a few doors down. It’s the perfect retreat for outdoor enthusiasts. Couldn’t ask for a better place for snowmobilers.

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, 43 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.

Guest favourite
The exterior of the home features a charming two-story structure with a grey façade and red roof accents. A spacious driveway leads to a two-car garage, complemented by a welcoming front porch and surrounding greenery.
Home in Presque Isle
4.92 out of 5 average rating, 84 reviews

Comfortable Home w/ Direct Access to Trail

Welcome to Trail’s End! Located within the city limits of Presque Isle, yet directly on the Aroostook Valley Trail, this 3 bedroom, 1.5 bathroom home is perfect for families, friend groups, snowmobilers, ATVers, outdoor enthusiasts and many more.

Top Guest favourite
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, 115 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 holiday rentals

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