
Holiday rentals in Greenwood
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Top-rated holiday rentals in Greenwood
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Sunset & Lake View, Theater, HTub, Xbox, Woodstove
Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

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.

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!

Romantic Glass Wall Waterfront Hot Tub Fireplace
Rushing Water will flow right by your bed overlooking the most pristine, undeveloped river in Maine. Oasis with no one in sight. Complete privacy in the hot tub overlooking private waterfront. Wall of windows with mirror tint. Hot tub & outdoor shower just outside the door. Hammocks, to relax in or hiking trails to discover right out the front door. Enjoy eating or lounging on the riverbank overlooking the Rushing Water. Professionally Designed Countryside cabin, gas fireplace, heated floors.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Let's Ski! Mins to Slopes, Snow & Fun on the Pond
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 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*

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 full sized appliances, dishes, utensils, coffee maker. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

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).

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.

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.

Lakefront winter getaway cabin for 6
Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.

Tall Pines Hideaway
Classic Maine cottage on Papoose Pond, nestled among the trees. Enjoy the peace and quiet of this small pond, whether reading a book, or paddling a kayak, canoe or paddleboard. All the equipment is waiting for you. Lots to explore in the area as well, being close to Bethel and Sunday River, Fryeburg, North Conway and the White Mountains. Enjoy the glow of the fire pit at night, or gather inside for games or a movie.
Popular amenities for Greenwood holiday rentals
Other great holiday rentals in Greenwood

Unbeatable Views & Privacy at Blank Slate Farm

Mount Abram Retreat Sleeps 5 Guests

Ski & Relax: Sunday River Retreat, hot tub!

Deer Run

Nature Retreat, Sauna, Hot Tub, Gameroom, Fire Pit

Ideal Maine Mountain Getaway | Sleeps 15 | Hot Tub

Cozy Modern Mountain Cabin~

Woodstock Condo with a view
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £256 | £260 | £236 | £192 | £186 | £192 | £222 | £216 | £199 | £198 | £201 | £242 |
| Avg. temp | -10°C | -9°C | -3°C | 4°C | 11°C | 16°C | 19°C | 18°C | 14°C | 7°C | 1°C | -6°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Greenwood?
Greenwood has more than 120 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Greenwood?
Experience the best of Greenwood with our condo rentals, starting at about $110 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 50 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 condo rentals in Greenwood have a kitchen?
Absolutely! We offer over 10 condo 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 chalet rentals in Greenwood have free parking?
Absolutely! We offer over 10 chalet rentals with free parking in Greenwood. Enjoy a tailored experience with all the comforts you desire.
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 £75 per night before taxes and fees

Verified guest reviews
Over 5,540 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
130 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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- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Cranmore Mountain Resort
- King Pine Ski Area
- Omni Mount Washington Resort
- East End Beach
- Diana's Baths
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Bradbury Mountain State Park
- Mt. Abram
- Portland Museum of Art
- Santa's Village
- Echo Lake State Park
- Jackson Xc
- Maine Mineral & Gem Museum
- Grafton Notch State Park
- Sunday River




