Holiday rentals in Greenwood

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Top-rated holiday rentals in Greenwood

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

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Top guest favourite
The log cabin, set against a clear blue sky, features a peaked roof and large windows that reflect the natural surroundings. A front porch with a railing extends from the cabin, surrounded by patches of snow and green trees, enhancing its secluded ambiance.
Cabin in Andover
5 out of 5 average rating, 184 reviews

Mountain Time Cabin,Spectacular Views! Secluded!

Looking for a mountain cabin getaway? You have found it here at Mountain Time Cabin! This cabin is new and absolutely beautiful! Located in the Western Mountains of Maine - a true paradise for the outdoor enthusiast. Bring your Snowshoes,Skies,Snowmobiles, or hike right from the front door with a 130 acres of trails to explore. Enjoy the spectacular views of the mountains and the cascading brook all from sitting in the recliners with the warmth of the pellet stove Has AC and pool table.SECLUDED!

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
4.95 out of 5 average rating, 146 reviews

Cozy Cabin w/ Hot Tub & Fire Pit-Hike/Ski/Explore!

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 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
4.96 out of 5 average rating, 221 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!

Guest favourite
A modern tiny house is nestled among tall trees, showcasing two large glass walls that allow sunlight to stream inside. The cabin is elevated on stilts, with a snowy landscape surrounding it, creating a serene and private retreat in nature.
Tiny home in Jay
4.93 out of 5 average rating, 258 reviews

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak

Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.

Top guest favourite
A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.
Cabin in Hanover
4.99 out of 5 average rating, 491 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
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.
Flat in West Paris
4.98 out of 5 average rating, 240 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, 276 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 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, 392 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 scenic view showcases the vivid colors of autumn foliage across rolling hills under a blue sky. Pine trees frame the foreground, while distant mountains provide a tranquil backdrop.
Flat in Woodstock
4.95 out of 5 average rating, 264 reviews

Ski, Swim, Hike, Bike, Repeat!

Come to a cozy mtn getaway (private separate entrance apt within the host's home) nestled in the foothills of the Mahoosuc Range with a view of the White Mtns. In winter, enjoy the hot tub aprés ski, and in warm months enjoy the shaded patio or the apt's naturally cool interior. Outdoor & dining destinations are within as few as ten minutes. Since there is no traditional oven or stove, guests are welcome to safely use their own portable grill on the patio.

Top guest favourite
A lofted bedroom features a spacious bed adorned with a vibrant striped blanket. Light filters through a window, highlighting the sloped whitewashed ceilings and simple artwork on the walls. Warm wood accents complement the soft, neutral tones throughout the room.
Home in Bridgton
4.98 out of 5 average rating, 146 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

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.
Guest house in Greenwood
4.95 out of 5 average rating, 111 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 holiday rentals

When is the best time to visit Greenwood?

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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 house rentals in Greenwood have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Greenwood have wifi?

    Absolutely! We offer over 10 condo rentals with wifi 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.

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

    Experience the best of Greenwood with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Greenwood have free parking?

    Absolutely! We offer over 60 house 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 holiday rentals in Greenwood

  • Total holiday rentals

    Explore 140 holiday rentals in Greenwood

  • Nightly prices starting at

    Greenwood holiday rentals start at £68 per night before taxes and fees

  • Verified guest reviews

    Over 5,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    140 of Greenwood holiday 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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