Holiday houses in Woodland

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Top-rated holiday rentals in Woodland

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Top Guest favourite
A charming exterior view of a gray shingled house is presented, featuring white railings adorned with evergreen decorations. Snow covers the ground, and blue sky with scattered clouds serves as the backdrop. The front door is painted in a welcoming shade of red.
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
A cozy living room is presented with soft, gray seating and a coffee table adorned with decorative bowls. Natural light filters through sheer window treatments, illuminating the space. A ceiling fan adds a functional touch, while a television is positioned for entertainment.
Home in Chapman
5 out of 5 average rating, 40 reviews

Adalyn's Retreat

We are located on the ATV route access & 2600 FT to the snowmobile trail. Whether you’re an avid ATV Rider or snowmobiler, you will enjoy the County trail system. It is minutes from Presque Isle, where you will find groceries, restaurants, gift shops, and more. It is also a short distance from Mapleton, where you will find a convenience store, gas station, and restaurant. We are minutes from Quoggy Jo Ski Center and Nordic Heritage Ctr. for winter fun and 20 minutes from BigRock Ski.

Guest favourite
Apartment in Presque Isle
5 out of 5 average rating, 9 reviews

The Parkhurst Meetinghouse 1

This modern, charming two-bedroom apartment has everything you'll need for a comfortable stay. We use comforts like 1000-thread-count Egyptian cotton sheets, ensuring a great night's sleep. Cleanliness and comfort are our top priorities. Enjoy your stay in this stylish first-floor apartment, which features a spacious bathroom equipped with a full-size laundry and walk-in shower that's stocked with essentials just in case. We’re confident you’ll have a fantastic experience. Enjoy!

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
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 cozy living area features two comfortable seating options, including a recliner and a stylish chair adorned with a textured throw. A patterned area rug covers the floor, while soft light filters through sheer curtains. Decorative wall hangings add a bohemian touch to the space.
Home in Sisson Ridge
4.99 out of 5 average rating, 205 reviews

Boho Haven | 3BR House | Quiet & Peaceful

Escape to Boho Haven, a cozy, boho-inspired retreat in a peaceful natural setting. Enjoy a fully equipped kitchen, comfortable bedrooms, WiFi, and breathtaking views. Now featuring on-site EV charging (Level 2, Tesla & J1772 compatible). Check-in is at 4PM with your code. We're here to assist throughout your stay. Book now and experience the charm of Boho Haven!

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.

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!

Guest favourite
A bright living room features a large window allowing natural light to illuminate the space. A round coffee table sits centered on a soft area rug, while a comfortable sectional sofa is positioned nearby. Soft grey curtains frame the window, complementing the vibrant pink walls.
Apartment in Caribou
5 out of 5 average rating, 10 reviews

Rest & Retreat

At this Peaceful & Restful retreat you are centrally located to down town. A 2 min. Walk from local coffee shops, movie theater and shopping. A 4 minute walk to a local Bike/ Walk/ ATV trail and One mile from Cary Medical Center.

Popular amenities for Woodland holiday rentals

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