Holiday rentals 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.
Flat 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 favourite
A seating area features two dark leather chairs positioned around a decorative area rug. A small electric fireplace is situated nearby, complemented by a floral arrangement. Natural light enters through two windows adorned with patterned red and floral valances, enhancing the cozy ambiance.
Train in Florenceville-Bristol
4.96 out of 5 average rating, 225 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

Guest favourite
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 favourite
A wooden porch is showcased, featuring a rustic chair with a cushion. The view includes lush greenery from surrounding trees and a glimpse of the Aroostook River in the distance. Potted flowers add a touch of color to the outdoor space.
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.

Superhost
A spacious interior showcases high ceilings with wooden beams and large windows, allowing natural light to flood the living area. Views of the river are visible through the glass, reflecting shimmering light. Various seating options are arranged around a central space.
Cabin in Wade
4.85 out of 5 average rating, 33 reviews

Relaxation River and Snowmobile Cabin

Tranquil Getaway on the Aroostook River. This property has 800 feet of riverfront access and is one of the best locations on the river, the views are spectacular. This location has some of the best fishing spots on the river as well as Salmon Brook and Gardner Creek. Snowmobile trails and access are a few miles away. There is plenty of room to park sled trailers Local activities include kayaking, hot-air ballooning, tubing, hunting, and snowmobiling. If its fun, its gotta be Maine!

Top guest favourite
Flat in Presque Isle
5 out of 5 average rating, 13 reviews

Aroostook Rentals, 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
Flat in Caribou
4.94 out of 5 average rating, 180 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 favourite
A cozy studio apartment features wood-paneled walls and large sliding glass doors that open to a view of nature. A wooden kitchen island with three stools sits in the center, and a sofa faces a coffee table adorned with a patterned rug. Soft lighting enhances the welcoming ambiance.
Flat 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.

Top guest favourite
A rustic cabin is illuminated under a clear night sky filled with stars. The structure features a covered porch with evenly spaced columns, and a lush green lawn extends towards a tree line in the background.
Cabin in Fort Fairfield
4.93 out of 5 average rating, 189 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
Guest suite in Bedell
5 out of 5 average rating, 288 reviews

Stunning Walkout with Panaromic Country Views

Walkout Suite is situated less than 5 minutes from Trans Canada Highway and Hwy 95 to the USA. Suite has a full kitchen, dining area, living room, 1 bedroom, 1 bath. It has it's own separate driveway and private entrance. Self check in. Close to USA border. No smoking or drugs on property please. No pet exceptions sorry. Property is intended for guests listed on the reservation only.

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 favourite
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!

Popular amenities for Woodland holiday rentals

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