Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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

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Guest favourite
A charming wooden chalet is surrounded by vibrant fall foliage, showcasing a welcoming deck with red Adirondack chairs. An American flag gently flutters outside, while the natural landscape offers a serene backdrop to the cozy exterior.
Cabin in Greenwood
4.93 out of 5 average rating, 149 reviews

Cozy Cabin w/ Hot Tub & Fire Pit-Walk to Ski Lift!

Whether you want to relax by the fire pit or chill in the hot tub under the stars, grill out on deck w/ mountain views, get cozy by the fireplace playing board games, hike local trails & waterfalls, swim/boat/fish at the beach, or walk to Mt Abram 2 min from cabin to hike/mountain bike/ski/snowmobile &enjoy live music, dinner & drinks at the outdoor beer garden-The Mountain House truly has it all! Explore surrounding area with a quick drive to downtown Bethel,Sunday River,& The White Mountains!

Guest favourite
A calm lake reflects the surrounding greenery under a partly cloudy sky. A wooden dock extends into the water, while a canoe rests alongside, ready for exploration. The stillness of the scene invites tranquility and outdoor adventure.
Farm stay in Norway
4.94 out of 5 average rating, 223 reviews

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

Top guest favourite
A serene mountain view is presented, featuring rolling peaks partially shrouded in morning mist. Lush greenery in the foreground is accented by hints of autumn colors, creating a tranquil backdrop against the clear blue sky.
Apartment in Newry
4.97 out of 5 average rating, 125 reviews

Skiers Get-Away (1 BR near AT - w/views)

This newer House has a private 1-BR above-the-garage with a private back-entrance with a Living-room, Full Kitchen with a 2-person island, Large Bath with double-wide shower and a large BR w/ views of Sunday River as well as Mahoosuc Notch. Perfect for a two-person get-away, in the Western Mountains of ME. Great for Winter Sports at Sunday River, or Mt. Abrams, outdoor activities or quick-access to downtown Bethel. Accommodates Up to 2-Guests on our 9+ Acre lot. A/4WD required in Winter

Top guest favourite
A spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.
Loft in Bridgton
4.94 out of 5 average rating, 675 reviews

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Top guest favourite
The kitchen features a mix of cabinetry and counter space with a double sink, electric stove, and refrigerator. A tiled floor with a patterned design provides a clean and functional aesthetic. Natural light enters through the window, illuminating the space.
Apartment in West Paris
4.98 out of 5 average rating, 242 reviews

Private Apartment in the Foothills! A Gem!

One mile from Route 26! Charming apartment with private locked entrance and separate driveway attached to historic 1880s farmhouse in the foothills of Western Maine. Clean and cozy, it has one bedroom with a queen bed and two sofa sleepers which make it a great spot for a couple or a family of four. We're only fifteen minutes to Mt. Abram and 30 minutes to Sunday River. There's easy-access to snowmobile trails and Moose Pond right across the road. Oxford Casino is 30 minutes south.

Guest favourite
The living area features a cozy blue sectional sofa complemented by an accent chair and a decorative pouf. Natural light fills the space through large windows, which are adorned with woven shades. Wall art and unique decor, including a moose silhouette, enhance the welcoming atmosphere.
Cabin in Greenwood
4.94 out of 5 average rating, 267 reviews

Let's Ski! Snow & fun on the Pond, mins to slopes

Winter at Camp Wigwam! Lake cottage on North Pond. Skate, hike, enjoy the firepit in the snow. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the 100+ DVDs and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 278 reviews

Treehouse With Hot Tub Close to Sunday River!

This authentic, luxury treehouse was designed by B'Fer Roth, DIY Network TV host of The Treehouse Guys and built by the Treehouse Guys. Nestled in the woods on a quiet, private rd with no neighbors in sight, the treehouse is just 15 minutes to Sunday River Ski Resort, 5 minutes to Mt. Abram and 10 minutes to downtown Bethel. The treehouse is abutted by 626 acres of Bucks Ledge Community Forest (7 miles of hiking/snowshoeing trails accessible from the treehouse).

Top guest favourite
A mobile home is set within a spacious, grassy area, surrounded by trees and mountains in the background. A white picket fence delineates the property, while a small garden with flower beds is visible. The setting offers a peaceful, rural atmosphere.
Home in Andover
4.98 out of 5 average rating, 137 reviews

Cozy comfortable mobile home on private farm.

My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

Top guest favourite
A cozy cabin interior features warm wooden walls and flooring. Twinkling string lights adorn the ceiling, creating a soft glow. A comfortable armchair is positioned beside a small lamp, with a spacious bed visible in the background, framed by large windows allowing natural light.
Cabin in Lovell
4.97 out of 5 average rating, 396 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

Top guest favourite
A cozy cottage is nestled among the trees, featuring large windows that invite natural light. A small deck with seating is visible in front, surrounded by lush greenery and a wooden base that enhances the connection to nature.
Guesthouse in Greenwood
4.96 out of 5 average rating, 112 reviews

The Burrow at Patch Mountain

Surrounded by nature, this is a perfect getaway for anyone seeking an active outdoor adventure or a quiet restful retreat. The Burrow is a small studio cottage, set between two other buildings, on a wooded 4.2 acre property. It’s a cozy space with a full kitchen, views of the river and abundant natural light. It has its own sunny patio for eating and shares a fire ring, sitting area and driveway with my other AirBnB- The Haven at Patch Mountain.

Guest favourite
Home in Rumford
4.89 out of 5 average rating, 352 reviews

House in a Mountain Valley Near Hiking & Skiing

The entire house is yours, easy Self Entry Doors, located on US Rt 2 and Androscoggin River, nestled in a Mountain Valley. Summer activities: Appalachian Mountain Hiking (Grafton Notch State Park) , Mountain Biking, River Public Boat launch, Kayak & Paddle Board Rentals, Gem & Mineral Museum, Golf Courses, Covered Bridges great Restaurants and Breweries. Winter activities: Ski Resorts Sunday River (18 mi), Black MT (12 mi) & MT Abram (16 Mi).

Top guest favourite
The spacious interior features wooden beams and warm, rustic tones. A large bed is centrally positioned, accompanied by a wooden chest. A cozy seating area includes a rocking chair and lamps, while a dining table near windows offers natural light and views of the surroundings.
Guest suite in Conway
5 out of 5 average rating, 364 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Popular amenities for Greenwood vacation rentals

When is the best time to visit Greenwood?

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Avg. price$469 CAD$476 CAD$432 CAD$351 CAD$341 CAD$351 CAD$408 CAD$395 CAD$365 CAD$345 CAD$356 CAD$428 CAD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Greenwood?

    Greenwood has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Greenwood?

    Four-legged friends are welcome in Greenwood. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Do chalet rentals in Greenwood have air conditioning?

    Absolutely! We offer over 10 chalet rentals with air conditioning in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenwood have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do chalet rentals in Greenwood have a kitchen?

    Absolutely! We offer over 10 chalet rentals with a kitchen in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in cabin rentals in Greenwood?

    Experience the best of Greenwood with our cabin rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Greenwood have free parking?

    Absolutely! We offer over 30 cabin rentals with free parking in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Greenwood?

    Yes! Work meets play with ease at over 60 vacation rentals in Greenwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Greenwood

  • Total vacation rentals

    Explore 140 vacation rentals in Greenwood

  • Nightly prices starting at

    Greenwood vacation rentals start at $123 CAD per night before taxes and fees

  • Verified guest reviews

    Over 5,360 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    140 of Greenwood vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Greenwood rentals

  • 4.9 Average rating

    Greenwood stays are highly rated by guests—averaging 4.9 out of 5!

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