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 log cabin is nestled among tall trees, surrounded by a snow-covered landscape. The roof is blanketed in white, and a stone chimney protrudes, hinting at warmth inside. A path has been cleared through the snow, leading to the cabin's entry, creating an inviting approach.
Cabin in Greenwood
4.92 out of 5 average rating, 156 reviews

Mt Abram ski in ski out Log Home

This cozy 15 year old log cabin sleeps 6 comfortable and has that log cabin and log furniture feeling and look. Situated on the slopes of Mt Abrams with very easy ski in and out. With a outdoor fireplace on large deck. This is truly your log cabin experience and sking adventure. The cabin has great views of the mountain range for viewing in Fall and Winter. it has 2 King beds, 2 Queen beds, 4 Twin beds, and 1 Full size bunk bed. This log cabin sits half way up Mount Abrams so you ski in and out.

Guest favourite
A charming mountain chalet is surrounded by lush greenery, illuminated by warm string lights on the deck. A stone fire pit is positioned in the foreground, with glowing embers and a red Adirondack chair offering a cozy spot for outdoor relaxation.
Cabin in Greenwood
4.93 out of 5 average rating, 162 reviews

Cozy Cabin w/ Hot Tub & Fire Pit - Hike/Bike/Swim!

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!

Top guest favourite
A serene outdoor area features three blue chairs placed on a grassy expanse. In the background, vibrant autumn foliage complements rolling hills beneath a soft sky, creating a peaceful setting for relaxation and enjoyment of nature.
Home in West Paris
4.99 out of 5 average rating, 136 reviews

Four Season Western Maine Adventure Base

Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Guest favourite
A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.
Tiny homes in Norway
4.94 out of 5 average rating, 251 reviews

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top guest favourite
A wooden cabin is nestled among lush green trees, with a stream flowing nearby. The natural surroundings include moss-covered rocks and a forested area, creating a serene atmosphere. The sunlight filters through the leaves, enhancing the vibrant greenery.
Cabin in Hanover
4.99 out of 5 average rating, 524 reviews

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

Top guest favourite
A charming chalet is set amidst lush greenery, featuring a unique wooden exterior and large glass windows. The inviting entryway leads to a spacious deck supported by wooden beams, with surrounding landscaping that includes natural stone walls and various plants.
Chalet in Greenwood
4.94 out of 5 average rating, 109 reviews

Secluded home-Upper Unit, Hot Tub & Pond Access

Do you want to truly get away and have no neighbors in sight? I want to welcome you to our secluded chalet in the woods. The chalet has everything you need for a restful and luxurious stay near Bethel and the beautiful surrounding area. We are located across the street from Round Pond and have access to some of Maine's best uncrowded fishing spots. Hiking abounds in the surrounding mountains along with the beautiful town of Bethel nearby. Also Mt. Abram is only a 5 minute car ride away.

Guest favourite
A wooden dock extends into a calm lake, flanked by lush greenery and colorful foliage. Two Adirondack chairs are positioned invitingly at the end of the dock, with a brightly colored blanket draped over one. Reflections of clouds and trees are visible on the water's surface.
Cabin in Woodstock
4.96 out of 5 average rating, 165 reviews

Private Lakefront Cabin in Woods near Sunday River

Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Kayak, swim & fish in pristine lake in Summer. Skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private, quiet remote workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

Guest favourite
Two kayaks are positioned on a dock, reflecting the serene surface of the lake. Soft clouds hover above, casting gentle shadows on the water. The landscape reveals a distant hill, partially obscured by mist, enhancing the tranquil atmosphere.
Cabin in Greenwood
4.94 out of 5 average rating, 271 reviews

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. 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 Wii, 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*

Guest favourite
Chalet in Bryant Pond
4.93 out of 5 average rating, 180 reviews

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!

Top guest favourite
A hot tub is positioned on a deck, illuminated with soft blue lighting. String lights are draped along the exterior wall, enhancing the cozy ambiance. Windows behind the hot tub provide a glimpse of the indoor space.
Home in Greenwood
4.95 out of 5 average rating, 172 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

Spring has SPRUNG in the mountains! Hike, bike, explore and take it all in before the hustle & bustle of summertime. Classic 3 bedroom, 1 bath centrally located Western Maine home, with hot tub! Much of the vintage charm remains in this early 1900's home, with modern comforts added throughout. This area offers four seasons of fun and you won't have to go far to find it! A mile to skiing & biking at Mt. Abram/15 minutes to Sunday River and five minutes to Bethel Village.

Top guest favourite
Treehouse in Woodstock
4.98 out of 5 average rating, 306 reviews

LuxuryTreehouse w/ Hot Tub Near Sunday River

Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

Guest favourite
Guesthouse in Greenwood
4.93 out of 5 average rating, 119 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.

Popular amenities for Greenwood vacation rentals

When is the best time to visit Greenwood?

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Avg. price$472 CAD$453 CAD$418 CAD$358 CAD$347 CAD$358 CAD$415 CAD$403 CAD$372 CAD$371 CAD$375 CAD$453 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.

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

    Experience the best of Greenwood with our chalet 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.

  • 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.

  • 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.

  • 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 cabin rentals in Greenwood have a kitchen?

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

  • Do chalet rentals in Greenwood have wifi?

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

  • Do condo rentals in Greenwood have free parking?

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

Quick stats about vacation rentals in Greenwood

  • Total vacation rentals

    Explore 150 vacation rentals in Greenwood

  • Nightly prices starting at

    Greenwood vacation rentals start at $139 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,040 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

    150 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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  2. United States
  3. Maine
  4. Oxford County
  5. Greenwood