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Vacation rentals in Woodland

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Top-rated vacation rentals in Woodland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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!

Guest favorite
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, 221 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 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, 204 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.

Guest favorite
Apartment in Presque Isle
5 out of 5 average rating, 11 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 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, 178 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.

Superhost
Home in Caribou
4.73 out of 5 average rating, 15 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
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
4.88 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!

Superhost
Home in Mapleton
4.88 out of 5 average rating, 17 reviews

Mapleton Farmhouse

This spacious Farmouse located in Mapleton has direct access to Trl. #105. From there it's easy access the rest of Northern Maine trail system. This warm home has retro charm and space for the whole crew after a day of riding. Close to local restaurants and shopping, but far enough away to enjoy all the true Maine outdoor adventures you've been dreaming of.

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