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Holiday houses 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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Superhost
A serene lakeside scene features two individuals standing on a wooden dock extending over calm water. Lush greenery surrounds the shoreline, and soft reflections of the sky can be seen on the lake's surface. The setting suggests a peaceful atmosphere for relaxation.
Cottage in Westmanland
4.83 out of 5 average rating, 225 reviews

Shelby's Shangri-La lakefront cabin with Wi-Fi

Year round heated lake front cottage on one of northern Maine's pristine lakes. 800 square foot cottage with one queen in bedroom, loft with full size futon, twin on glassed in porch and queen sleeper sofa in open concept kitchen living area. Outdoor fireplace with umbrella table and chairs, dock in season, private driveway. Great location for all season's sports and recreation. 3PM In, 11AM Out-With Wi-Fi but NO STREAMING. Fort Kent 40 minutes-Presque Isle 40 minutes-Allagash-ME 80 minutes.

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, 20 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 two bedrooms, each with two twin beds, which can be combined. We also offer a queen size bed in the back bedroom. air mattress for additional guest (max 6) can be added to back bedroom. We are committed to ensuring you have an amazing stay, let us know how we can welcome you to Tracey's Knoll.

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, 115 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
Apartment in Presque Isle
5 out of 5 average rating, 5 reviews

The 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!

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, 163 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
The exterior of a two-story house is surrounded by a lush green lawn. A neatly trimmed bush is positioned in the foreground, while the entrance features a welcoming porch. Mature trees provide shade and enhance the tranquil setting.
Home in Caribou
5 out of 5 average rating, 52 reviews

Lovely country home-winter or summer.

Whether you enjoy snowmobiling, XC or downhill skiing, 4-wheeling, hunting, hiking, biking, fishing, or water sports, you will be close to everything when you stay at this centrally located place. Our property is next to ITS 83 for your snowmobile and ATV fun. A country club and 9-hole golf course are right beside the property as well. There are numerous lakes and rivers nearby. And Canada is a half hour drive away!

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, 186 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 charming tiny home is nestled among lush greenery, featuring a rustic wooden exterior and a distinctive red metal roof. Windows offer glimpses of the cozy interior, while the surrounding apple trees contribute to the tranquil setting.
Tiny home in Littleton
4.96 out of 5 average rating, 255 reviews

Apple Tree Cottage Tiny Home

Come and see what Tiny Home living is all about! This cute little cottage is nestled along a big apple tree. Our rustic queen bed cabin is a cute, relaxing little getaway for two with a big screened in porch. We're located along the main ATV trail, just pull right in! There are thirty-seven acres with hiking trails throughout, and Big Brook borders one side of the property. Enjoy our Northern Maine getaway!

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
4.98 out of 5 average rating, 192 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, 20 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
A well-equipped kitchen features wooden cabinetry and a spacious countertop. A large window allows natural light to enter, while a dining area is visible in the background. The room is characterized by a warm wooden interior and light-colored furnishings, creating a welcoming environment.
Cabin in Houlton
4.96 out of 5 average rating, 266 reviews

Cabin On The Hill

Cabin on the Hill is a comfortable home away form home located in a quiet country setting. Has a large private backyard with firepit. Either it be a short walk to the river or a five minute drive into town, its a perfect location for many different activities.

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, 103 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