Vacation rentals in Woodland

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Top-rated vacation rentals in Woodland

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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, 8 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
4.96 out of 5 average rating, 215 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, 199 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
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, 195 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 favorite
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, 42 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.

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, 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 favorite
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 favorite
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 favorite
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, 207 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 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, 36 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.

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.
Apartment 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 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, 111 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