Vacation rentals in Woodland

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Top-rated vacation rentals in Woodland

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Guest favorite
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!

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
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.

Top guest favorite
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, 45 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!

Guest favorite
The kitchen and dining area feature wooden cabinets with a mix of appliances, including a refrigerator and stove. A table with dark wooden surfaces is surrounded by chairs. Natural light enters through a window dressed with red curtains, creating a bright and functional space.
Home in Limestone
5 out of 5 average rating, 19 reviews

3Br, Hunters Getaway Atv/Sled

Lovely 3 Bedroom Hunters Getaway Escape to the heart of Northern Maine with this cozy 3-bedroom trailer, perfectly situated for outdoor enthusiasts. Rental offers direct ATV and snowmobile access right from the driveway, making it an ideal base for your adventures. Whether you're here for hunting, exploring, or simply enjoying the great outdoors, our getaway provides all the comfort and convenience you need. Book your stay and experience the best of Northern Maine!

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
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
4.92 out of 5 average rating, 53 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.

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
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