
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.

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

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 - 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!

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.

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.

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi
Escape to Birdsong Yurt, a romantic and luxurious retreat nestled in the mountains of Maine. Enjoy beautiful mountain views, serene privacy on 2 acres, and a cozy yurt experience you won’t forget. Perfect for couples, friends, or small families seeking a magical getaway. Whether sipping wine under the stars, relaxing sunsets in the hot tub, or cozying up by the fireplace, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub
Family-friendly Chalet-Style cabin on three acres. Minutes away from world class skiing and across the street from Glover's Marsh Wildlife Sanctuary and beautiful North Pond, with lake access minutes away. Kayaks available for rent during summer months! Updated recently with upgrades including luxurious Egyptian cotton sheets, memory foam mattress toppers, & plush down alternative comforters. Hot Tub with Pavilion next to new stone firepit! Come relax and enjoy the beautiful Maine landscape!

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.

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.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

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*

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!
Popular amenities for Greenwood vacation rentals
Other great vacation rentals in Greenwood

Alpine Edge

Summer Cottage with Pond access. Sleeps up to 8.

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

The River Room

Cozy Modern Mountain Cabin~

Mt. Abram Ski Cabin

The Greenwood Cabin

Spacious Bike/Golf/Ski Condo in Mt. Abram Village
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $471 CAD | $452 CAD | $417 CAD | $357 CAD | $346 CAD | $357 CAD | $414 CAD | $402 CAD | $371 CAD | $370 CAD | $374 CAD | $452 CAD |
| 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 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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- White Mountain National Forest
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- East End Beach
- Omni Mount Washington Resort
- King Pine Ski Area
- Cranmore Mountain Resort
- Waterville Valley Resort
- Saddleback Ski Mountain Maine
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Diana's Baths
- Pleasant Mountain Ski Area
- Echo Lake State Park
- Portland Museum of Art
- Wildcat Mountain
- Attitash Mountain Resort
- Bradbury Mountain State Park
- Santa's Village
- Jackson Xc
- Mt. Abram
- Grafton Notch State Park





