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Holiday rentals in Woodland

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Top-rated holiday rentals in Woodland

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

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Top guest favourite
A single-story home is showcased, featuring a light-colored exterior and a gently sloping front lawn. Steps lead up to a welcoming porch, framed by a mix of colorful shrubs and plants. Ample blue sky and soft clouds provide a bright backdrop.
Home in Presque Isle
4.98 out of 5 average rating, 119 reviews

Bright and relaxing, private and accessible

Whether visiting for business, pleasure, or medical/family reasons, this bright airy space is designed to make winter travel easier. Spacious garage, plowed and shoveled drives, ramp & walkways. Large entry room for all your winter gear. New bathroom, walk-in shower, breakfast counter with USB plugins, hardwired smoke and carbon monoxide monitors. Welcoming for guests with disabilities. WiFi, cable tv. Daybed for 4th guest. Cancel your booking without charge up to 24 hours before check-in.

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, 191 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 favourite
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
4.87 out of 5 average rating, 31 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
A modern kitchen features sleek white cabinets and a spacious granite countertop. Stainless steel appliances include an oven and refrigerator, complemented by a microwave and additional countertop appliances. The room is well-lit with recessed lighting and has ample seating at a wooden breakfast bar.
Flat in Presque Isle
4.98 out of 5 average rating, 50 reviews

Merritt Brook- A

Relax with the whole family at Merritt Brook- The perfect location for any Northern Maine Adventure. Central in Aroostook County to Recreational Trail Systems for your ATV or Snowmobile, Ski Slopes, Hunting, Golfing, State Parks, and Boating or Fishing the Lakes and Rivers. Direct access to the ITS 88 with plenty of room to park your trucks and trailers! 5 Minutes from the Airport and just 3 minutes outside of town makes this a convenient and quiet stay for you here in Presque Isle!

Top guest favourite
A spacious living area features light wooden paneling and an open staircase leading to the loft. A comfortable seating arrangement is positioned near a wall-mounted television. A round dining table with woven chairs is present, along with a cozy armchair in the corner.
Guest house in Carlow
4.98 out of 5 average rating, 150 reviews

Salmon Hill Loft

The loft has approx. 900 square feet of open space with a natural and comfortable atmosphere to relax or work. Well stocked kitchen, groomed nature trails to hike, ski or snow shoe. The main house has a hot tub that is private and for your enjoyment during your stay where you can enjoy the breathtaking Saint John River view. Did you know that ranked in the seven most scenic drives in the world is The Saint John River!! Plus, nighttime offers the Milky Way and more!

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, 172 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 spacious living area is furnished with two black sofas facing each other, illuminated by natural light from a nearby window. A ceiling fan can be seen overhead, and a view of the kitchen is visible in the background, featuring light-colored cabinetry and countertops.
Home in Woodland
5 out of 5 average rating, 21 reviews

Tracey's Knoll: On ITS90

Relax with the whole family or all your best pals. We are directly across the road from ITS90, this is one of the main snowmobile trails in Aroostook County. We are 3 miles from town (Caribou). There are four bedrooms, two with two twin beds, one room with a queen bed, and one room with a king size bed. We are committed to ensuring you have an amazing stay, let us know how we can welcome you to Tracey's Knoll.

Guest favourite
A comfortable brown sofa is adorned with an assortment of decorative pillows, including floral and patterned designs. A wooden coffee table sits in front, topped with a potted orchid. Natural light filters in through nearby windows, enhancing the cozy atmosphere.
Home in Presque Isle
4.81 out of 5 average rating, 118 reviews

Charming 2 BR 1BA Cape in Perfect Location

Your family will be close to everything when you stay at this centrally-located home. Close to hospital, university, post office, shopping, and dining. The community bike path runs right behind the property. This home is situated in town on a double lot, which provides plenty of outdoor space for gathering, playing, or relaxing while still being close to everything.

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, 200 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!

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, 22 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
4.98 out of 5 average rating, 104 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!

Top guest favourite
A bright living room features a large window allowing natural light to illuminate the space. A round coffee table sits centered on a soft area rug, while a comfortable sectional sofa is positioned nearby. Soft grey curtains frame the window, complementing the vibrant pink walls.
Flat in Caribou
5 out of 5 average rating, 10 reviews

Rest & Retreat

At this Peaceful & Restful retreat you are centrally located to down town. A 2 min. Walk from local coffee shops, movie theater and shopping. A 4 minute walk to a local Bike/ Walk/ ATV trail and One mile from Cary Medical Center.

Popular amenities for Woodland holiday rentals

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