Holiday rentals in Woodland

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Top-rated holiday rentals in Woodland

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Top guest favourite
The exterior of Cedar Haven is visible, showcasing a single-story home with a sloped roof and wooden siding. Large windows provide ample light, and a modest porch is present at the entrance. Surrounding greenery indicates a natural landscape, with trees in the background and a clear sky above.
Home in Cross Lake Township
4.97 out of 5 average rating, 34 reviews

Home in Sinclair

Check out this new listing in Sinclair. Cedar Haven is a cozy, quiet, and comfortable space. This is a 3 bed 1 bath 4 season home. We have taken this quaint space and created a relaxed, warm welcoming spot for family & friends to gather. We want to bring something special to anyone who stays with us. Accessible to the ITS83 snowmobile trail system, hunting, fishing, boating, and ATV trail. Located on the shores of Mud Lake. Don’t let the name fool you. This is a beautiful lake in Northern Maine.

Top guest favourite
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, 121 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 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, 193 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 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, 18 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 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.
Flat 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 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.
Flat in Stockholm
4.92 out of 5 average rating, 51 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.

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.

Guest favourite
A comfortable brown sofa is adorned with an assortment of decorative pillows, including floral and patterned designs. A wooden coffee table sits in front, topped with a potted orchid. Natural light filters in through nearby windows, enhancing the cozy atmosphere.
Home in Presque Isle
4.81 out of 5 average rating, 118 reviews

Charming 2 BR 1BA Cape in Perfect Location

Your family will be close to everything when you stay at this centrally-located home. Close to hospital, university, post office, shopping, and dining. The community bike path runs right behind the property. This home is situated in town on a double lot, which provides plenty of outdoor space for gathering, playing, or relaxing while still being close to everything.

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, 31 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 favourite
Home in Presque Isle
5 out of 5 average rating, 21 reviews

2 bedroom duplex in a beautiful neighborhood

Beautiful 2 bedroom duplex in an equally beautiful neighborhood. Seconds from the hospital, shopping, restaurants, sled trails, ATV trails, and much more. The place is nearly brand new, very clean, and up to date. Laundry, indoor parking in the 1 car garage, 2 queen beds.

Superhost
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.
Flat in Caribou
4.81 out of 5 average rating, 16 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. 5 minutes from the ITS Snowmobile trails!

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, 110 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