Vacation rentals in Greenwood

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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 G$20,914 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Greenwood vacation rentals include wi-fi 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!

Top-rated vacation rentals in Greenwood

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

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Guest favorite
The exterior of the log cabin features a large covered porch with wooden railings, complemented by stacked stone accents on the chimney. Surrounded by a grassy landscape, the cabin sits amidst tall trees, showcasing its rustic charm in a serene natural setting.
Cabin in Greenwood
4.92 out of 5 average rating, 157 reviews

Mt Abram ski in ski out Log Home. NO GUEST FEE

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 favorite
The cottage exterior features a welcoming entrance with a wooden staircase leading to a door framed by decorative shutters. A colorful wheel decoration and autumn-themed accents are present near the door, while neatly trimmed shrubs line the front for a natural touch.
Home in Greenwood
4.85 out of 5 average rating, 55 reviews

Leprechaun's Landing * Mountain Retreat

Right at Mount Abram Bike and Ski facility, close to Sunday River Resort, and the town of Bethel, in the heart of Maine's mountains. This cottage accommodates family and/or friends for summer or winter stays. An electric fireplace, Roku TV, Wi-fi, games, books, and comfy couches, provide after ski or summer sports relaxation. The kitchen has new appliances, plenty of cookware and dishes; everything you need for at home meals. 2 full baths and 3 bedrooms create privacy and convenience for guests

Guest favorite
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, 170 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 favorite
A spacious lakefront home is depicted against a backdrop of lush greenery. A large deck with seating is visible, complemented by colorful landscaping. The yard, featuring well-kept grass, offers ample space, while the sun casts gentle shadows across the scene, inviting outdoor relaxation.
Home in Woodstock
4.88 out of 5 average rating, 138 reviews

One of a kind Lakefront home near Sunday river

Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.

Top guest favorite
Cabin in Greenwood
4.97 out of 5 average rating, 32 reviews

Your Front-Row Seat to Maine’s Mountains & Foliage

Four-season pet friendly escape with panoramic mountain views! This three-bedroom + loft retreat blends all the best parts of a secluded getaway with central base camp convenience with easy access to endless outdoor recreation. World-class skiing and golf at Sunday River is less than 15 miles away. Family friendly Mt Abram Ski and Bike Resort is practically in our backyard, minutes to both lifts. Whatever the activity you decide, we'll provide the backdrop for your next unforgettable vacation.

Top guest favorite
A spacious Maine-style home is set amidst natural surroundings, featuring a screened-in front porch and multiple entries. The roof is gabled, and large windows allow light to fill the interior. A gravel path leads up to the porch, providing access to the entryway.
Home in Greenwood
4.92 out of 5 average rating, 48 reviews

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Maine style home has plenty of room while still being cozy. Perfect destination for outdoor enthusiasts and nature lovers. Located 4 miles outside of Bethel, Maine on a dead-end road. Ideal retreat for couples and families, pet friendly. The home features 3 bedrooms, 2 full baths and a finished basement with bar area, air hockey, ping pong, dart board, TV/DVD,. Sleeps 10 comfortably with all linens provided! Large deck and wrap around porch/with screened in area. Gas grill, fire pit, hot tub!

Top guest favorite
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, 114 reviews

Log Home Upper Unit - Hot Tub - Fall Foliage

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 favorite
Cabin in Greenwood
4.95 out of 5 average rating, 277 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*

Top guest favorite
Chalet in Bryant Pond
4.93 out of 5 average rating, 196 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 favorite
Home in Greenwood
4.95 out of 5 average rating, 179 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

Ahh, FALL! 🍁 Enjoy the slower pace and countless hiking, biking and exploring opportunity in the mountains right here! 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 favorite
Treehouse in Woodstock
4.98 out of 5 average rating, 326 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.

Top guest favorite
Home in Greenwood
4.96 out of 5 average rating, 140 reviews

Lakefront summer getaway for 6

Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!

Popular amenities for Greenwood vacation rentals

When is the best time to visit Greenwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$70,898 GYDG$67,970 GYDG$62,742 GYDG$55,631 GYDG$53,330 GYDG$58,141 GYDG$62,323 GYDG$60,441 GYDG$55,840 GYDG$55,631 GYDG$56,258 GYDG$67,970 GYD
Avg. temp-10°C-9°C-3°C4°C11°C16°C19°C18°C14°C7°C1°C-6°C

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 $200 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 cabin rentals in Greenwood have air conditioning?

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

  • Do house rentals in Greenwood have a kitchen?

    Absolutely! We offer over 70 house rentals with a kitchen in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenwood have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Greenwood have free parking?

    Absolutely! We offer over 70 house rentals with free parking in Greenwood. Enjoy a tailored experience with all the comforts you desire.