
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.

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!

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!

Skiers Get-Away (1 BR near AT - w/views)
This newer House has a private 1-BR above-the-garage with a private back-entrance with a Living-room, Full Kitchen with a 2-person island, Large Bath with double-wide shower and a large BR w/ views of Sunday River as well as Mahoosuc Notch. Perfect for a two-person get-away, in the Western Mountains of ME. Great for Winter Sports at Sunday River, or Mt. Abrams, outdoor activities or quick-access to downtown Bethel. Accommodates Up to 2-Guests on our 9+ Acre lot. A/4WD required in Winter

Tap House Loft~Sunny & Spacious, Private Hot Tub
Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

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.

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*

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).

Cozy comfortable mobile home on private farm.
My place is close to the great outdoors! Hiking, biking, horseback riding, swimming and all water sports. We are an easy drive to three wonderful ski areas.. You’ll love my place because of the coziness, the location, the views and all the outdoor activities in the western mountains of Maine.. My place is good for couples, solo adventurers, business travelers, families (with kids), and furry friends (pets). In season you can enjoy fresh vegetables from our gardens.

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.

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.

House in a Mountain Valley Near Hiking & Skiing
The entire house is yours, easy Self Entry Doors, located on US Rt 2 and Androscoggin River, nestled in a Mountain Valley. Summer activities: Appalachian Mountain Hiking (Grafton Notch State Park) , Mountain Biking, River Public Boat launch, Kayak & Paddle Board Rentals, Gem & Mineral Museum, Golf Courses, Covered Bridges great Restaurants and Breweries. Winter activities: Ski Resorts Sunday River (18 mi), Black MT (12 mi) & MT Abram (16 Mi).

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.
Popular amenities for Greenwood vacation rentals
Other great vacation rentals in Greenwood

Unbeatable Views & Privacy at Blank Slate Farm

Downtown Norway, Maine

Mt Abram Penthouse close to Sunday River sleeps 8

5br/2ba Lake & Ski House w/ Waterfront & Hot Tub

Witt’s Cabin-Sauna, Trails, Downtown Norway

Loon Lodge : Spacious Lakeside Suite

The Barn East at The Cross Farm

Lakefront apartment near Western Maine mountains
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $469 CAD | $476 CAD | $432 CAD | $351 CAD | $341 CAD | $351 CAD | $408 CAD | $395 CAD | $365 CAD | $345 CAD | $356 CAD | $428 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.
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 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 house rentals in Greenwood have wifi?
Absolutely! We offer over 60 house rentals with wifi in Greenwood. Enjoy a tailored experience with all the comforts you desire.
Do chalet rentals in Greenwood have a kitchen?
Absolutely! We offer over 10 chalet rentals with a kitchen in Greenwood. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cabin rentals in Greenwood?
Experience the best of Greenwood with our cabin 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.
Do cabin rentals in Greenwood have free parking?
Absolutely! We offer over 30 cabin 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 vacation rentals in Greenwood

Total vacation rentals
Explore 140 vacation rentals in Greenwood

Nightly prices starting at
Greenwood vacation rentals start at $123 CAD per night before taxes and fees

Verified guest reviews
Over 5,360 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
140 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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- Rentals with a kayak Greenwood
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- Rentals with lake access Greenwood
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- Rentals with a fireplace Greenwood
- House rentals Greenwood
- Rentals with a patio Greenwood
- Rentals with outdoor seating Greenwood
- Family-friendly rentals Greenwood
- Waterfront rentals Greenwood
- Cabin rentals Greenwood
- Rentals with a hot tub Greenwood
- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- East End Beach
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- Waterville Valley Resort
- Wolfe's Neck Woods State Park
- Black Mountain of Maine
- White Lake State Park
- Conway Scenic Railroad
- Cranmore Mountain Resort
- Sunday River Golf Club
- Fox Ridge Golf Club
- Wildcat Mountain
- Bradbury Mountain State Park
- Brunswick Golf Club
- Titcomb Mountain
- Portland Museum of Art
- Purity Spring Resort




