Holiday rentals in Woodland

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Top-rated holiday rentals in Woodland

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Top guest favourite
A stylishly furnished sleeping area features a queen bed with crisp linens. Soft lighting is provided by two bedside lamps, and decorative window treatments add a touch of elegance. A comfortable seating area is visible in the background, along with a small round table.
Train in Florenceville-Bristol
4.95 out of 5 average rating, 219 reviews

Romancing the Rails

Fulfill your Romantic dreams of railways and sense of adventure by staying in one of two authentic train cars at Shogomoc Railway Site in downtown Florenceville-Bristol, N. B., Canada. Note travel restrictions at this time. Romancing the Rails Train car is stylishly furnished with a queen bed, an electric fireplace, seating area, ensuite washroom, kitchenette with continental breakfast and everything you need for that romantic train get-away that you have always dreamed of. *Price includes HST

Top guest favourite
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.
Guest house in Clair
4.98 out of 5 average rating, 201 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.

Top guest favourite
A comfortable living area features a light-colored sofa draped with a soft throw, positioned near a large window with sheer curtains. A wooden console table displays decorative items, and a view of a kitchen area can be seen in the background, with warm wooden tones throughout.
Home in Presque Isle
4.94 out of 5 average rating, 35 reviews

Aroostook Rentals, The Elisha Emery House

This spacious 3-bedroom house, features 7 beds and 2 bathrooms. The open-concept first floor and vaulted ceilings on the second floor provide plenty of space for your comfort, and each of the three bedrooms have their own smart TV and heat pump (A/C). There is a 14'x28' carport available for sleds, bikes, vehicles, and more. The ITS trail (88) runs behind the house, along with the Aroostook River. We are located less than 7 miles outside of Presque Isle, and Aroostook Rentals is who we are!

Top 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, 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 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, 52 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
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, 188 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 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.

Top guest favourite
The cabin is viewed from a stone patio adorned with flower pots. Comfortable seating and a table with an umbrella are arranged outside, complemented by trees that provide a natural backdrop. Warm lights illuminate the cabin’s porch, creating a welcoming ambiance.
Cabin in Mars Hill
4.87 out of 5 average rating, 238 reviews

Pet-Friendly Cabin | Winter Fun & Canadian Views

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 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, 210 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, 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.

Guest favourite
A vibrant yellow home sits along the shoreline, surrounded by lush greenery. The property is complemented by a gently sloping lawn that leads to the water's edge, where kayaks are visible on the dock. Soft clouds drift across the sky, adding to the serene atmosphere.
Guest suite in Upper Kent
4.92 out of 5 average rating, 274 reviews

Riverside Retreat

Riverside Retreat is a fully equipped guest suite located on the mighty Saint John River in Upper Kent, NB, Canada. This peaceful retreat offers something for everyone to enjoy. Amenities include 2 kayaks (seasonal), fireplace, lawn games, beautiful grounds, a deck and dock area.

Popular amenities for Woodland holiday rentals

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