Holiday houses in Woodland

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Top-rated holiday rentals in Woodland

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Top Guest favourite
The exterior of Cedar Haven is visible, showcasing a single-story home with a sloped roof and wooden siding. Large windows provide ample light, and a modest porch is present at the entrance. Surrounding greenery indicates a natural landscape, with trees in the background and a clear sky above.
Home in Cross Lake Township
4.97 out of 5 average rating, 37 reviews

Home in Sinclair

Check out this new listing in Sinclair. Cedar Haven is a cozy, quiet, and comfortable space. This is a 3 bed 1 bath 4 season home. We have taken this quaint space and created a relaxed, warm welcoming spot for family & friends to gather. We want to bring something special to anyone who stays with us. Accessible to the ITS83 snowmobile trail system, hunting, fishing, boating, and ATV trail. Located on the shores of Mud Lake. Don’t let the name fool you. This is a beautiful lake in Northern Maine.

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.
Guesthouse in Clair
4.98 out of 5 average rating, 202 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 favourite
Home in New Sweden
4.89 out of 5 average rating, 47 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.

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, 176 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 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.

Top Guest favourite
A modern kitchen is displayed with white cabinetry and stainless steel appliances. A sleek refrigerator and a microwave are visible, along with a black oven. A marble countertop runs along the kitchen, complemented by square tiles in a gray tone on the backsplash.
Guest suite in Bedell
5 out of 5 average rating, 279 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.

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, 239 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, 212 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.

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, 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 holiday rentals

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