Vacation Rentals By Owner In Greenwood, ME

Looking for an unforgettable, perfect vacation home in the Mountains of Maine This 5 star 3 BR 4 beds (2 queen beds 2 fulls beds 2 full futons , queen pull out couch and a twin bunk) await you and your guests. We offer 3 full baths and a well appointed kitchen. This is a desirable location for your winter fun vacation . Get cozy after a long day of winter play in front of the fireplace. The smart t.v in living room has a surround sound bar for whole house music to celebrate a long day at the mountains. with many apps including Netflix, Hulu, Prime and Pandora. The home is log sided with a wrap deck and outdoor fire-pit (so much fun post ski gathering) Gorgeous knotty pine walls and ceilings throughout. Cuddle up in the beautiful rustic decor and enjoy the highly rated comfortable beds(amazing) . Have a family get together and laughs in the recreation room and see who can really put the ball in the corner pocket at the full size pool table. You can connect your favorite tunes to the Bluetooth speaker for a night of dancing romance or a family singalong. Look no further and trust the ratings as you found what you are looking for here, in the comforts of Maine. The house is decorated in cabin style decor and tasteful design elements including the log beds made here in Maine . Repeat renters have already chosen their dates as many come: back for yearly retreats. The awesome 2 skiing areas nearby are Mt Abram and Sunday River. The quaint town of Bethel with shops and restaurants down the street. Take a look at the 5 star ratings this home has received and feel comfortable booking as we pride ourselves and our home . BONUS : A new whole **home generator** was recently installed and is now part of this home appeal to renters , minimizing any interruption potential during any storms in this winter wonderland . It is important to us that you get what you’re looking for in your Maine accommodations and we have done everything possible to make this a home you want to come back to year after year. Your Host Donna can answer any questions before you stay.

Ski two Mountains! February vacation weeks just became available

Greenwood, Maine, United States

Bed

Bath

Sleeps

$261.57

Located in an idyllically quiet area, convenient to Sunday River, Mt Abram, and all that the Western Mountains of Maine have to offer. Enjoy your next trip to the Bethel area in this beautiful three bedroom, two bath home. Deer Run offers an open floor plan with hardwood floors and a gas fireplace to cozy up by after a day on the slopes. You'll have everything you need to cook, and both an indoor dining table, outdoor screened in dining area for warmer days. The finished basement provides ample room to enjoy spending time with both family and friends in a comfortable environment for an unforgettable getaway.brbrTo enjoy your next trip to this mountainside property, 4WD may be required during snowy months.brbrBed ConfigurationbrBedroom 1: Twin/queen bunkbed & two single twinsbrBedroom 2: Two queensbrBedroom 3: KingbrbrAir ConditioningbrAir conditioning units are located in the first floor king bedroom and one upstairs bedroom. Unit(s) operational from Memorial Day weekend - Labor Day weekend.brbrLinens / ToiletriesbrLinens, towels, pillows and bedding are provided. Personal toiletries such as bath soap, shampoo/conditioner, toothpaste etc are not provided.brbrOutdoor GrillbrThe property is equipped with an outdoor pellet grill.brbrCoffee / Coffee MakerbrCombination drip/K-Cup coffee maker is provided. Bringing coffee/filters is recommended.brbrGeneratorbrProperty is equipped with back-up power generator.brbrDriving DistancesbrSunday River (South Ridge Base) Lodge: 18 minutes (10.8 miles)brBethel Village: 7 minutes (4.0 miles)brbrPetsbrRenters may not have pets, including emotional support animals. No exceptions can be made.brPlease note that while pets are not permitted, occasional visits from the owner's pets may occur. If you have allergies or any concerns, please be aware of this arrangement. Thank you for your understanding.brbrProperty is equipped with exterior security camera(s) that record audio and video. Camera(s) are installed primarily as a theft deterrent but may be used to verify compliance with rental policies. Security camera(s) are not continuously monitored and should not be relied on for personal safety. No cameras are placed inside, or with any view of the interior of the property.brCamera Location(s): Outside facing driveway on the four corners of the front porch.

Deer Run | 3 Bed, 2 Bath

Greenwood, Maine, United States

Bed

Bath

Sleeps

$243.07

This quaint cabin is situated with water views of Round Pound in a quiet area just minutes from some of the best outdoor activities Maine has to offer. Whether you’re looking for a weekend getaway to Mt Abram or Sunday River or packing up your family for a relaxing week filled with hiking, biking, fishing, kayaking/canoeing and swimming, this retreat has all you need to enjoy this quintessential Maine mountain area.

Cabin

Quiet cabin near Mt Abram and Sunday River

Greenwood, Maine, United States

3

Bed

Bath

6

Sleeps

$786.36

This luxurious mountain retreat offers stunning views, spacious living areas, and elegant furnishings. The gourmet kitchen is a chef's paradise with top-of-the-line appliances and a walk-in pantry. The primary suite upstairs features a soaking tub and walk in closet, as well as one downstairs featuring a walk-in closet and walk in shower. With an oversized mud room and garage access, there is plenty of room for gear. This custom built home boasts 3600 sq.ft. Only a 20 min drive to Sunday River!brWork from home No problem! There is a separate office space equipped with office supplies, desk, bookcase, and an HP printer. If you enjoy lavish furnishings, this home is for you. Thoughtfully designed with Arhaus and Pottery Barn furnishings, soft blankets and sheets, and custom wall art.brBoth floors of this home have radiant heating, there is a back up generator, games (board/PS5/Nintendo switch), books, a chess table, Peloton bike, free weights, and yoga mats.brThe kitchen is fully equipped with a Kitchenaid mixer, crock pots, rice cooker, pantry supplies, and more. Everything you need for your vacation get away!

Luxury living near Sunday River

Greenwood, Maine, United States

Bed

Bath

Sleeps

$490.52

Welcome to Rocky Lane Lodge – Your Year-Round Mountain RetreatbrbrNestled just steps from Mt. Abram’s Westside Lodge and trailhead, this stunning 3-acre chalet is the ultimate base for outdoor adventure, relaxation, and family fun. Whether you’re here for skiing, hiking, biking, or just escaping the hustle and bustle, Rocky Lane Lodge offers the perfect combination of comfort, space, and convenience.brbrPrime Location:brbrOnly 10 minutes to Bethel, 20 minutes to Sunday River, and 30 minutes to Grafton Notch—ideal for exploring the best of Western Maine.brbrAround the corner from Mt. Abram’s Westside Lodge, ski trails, and Nordic tracks.brbrClose to scenic drives, waterfalls, and foliage trails, making it a four-season destination.brbrSpace for Everyone:brbr4 spacious bedrooms plus a loft with a queen sleeper sofa, comfortably accommodating families or groups of friends.brbr3 full bathrooms across three levels, making mornings smooth even with a crowd.brbrSecond living/game room with ping pong table, perfect for rainy days or evening entertainment.brbrAmenities You’ll Love:brbrOutdoor Hot Tub – unwind after a day on the slopes or trails.brbrFire Pit & Gas Grill – enjoy cozy evenings or summer barbecues in the expansive yard.brbrLarge Yard & Outdoor Space – plenty of room for lawn games, snow play, or stargazing.brbrFast WiFi & Smart TVs – stream your favorite shows, work remotely, or relax with music on the Sonos speaker.brbrFully Equipped Kitchen & Cozy Living Areas – ideal for cooking meals, gathering together, and creating memories.brbrAdventure Awaits:brbrIn winter, ski powder at Mt. Abram or Sunday River, then relax in your hot tub.brbrIn summer, hike scenic trails, explore local lakes, or bike along mountain paths.brbrIn fall, witness the vibrant foliage that makes this area one of New England’s best-kept secrets.brbrOutdoor enthusiasts and families alike will love the easy access to mountain trails, rivers, lakes, and local attractions.brbrWhy Guests Love Rocky Lane Lodge:brbrSpacious and comfortable for multi-generational families or large groupsbrbrPeaceful, private setting on 3 acres of forested landbrbrEasy access to skiing, hiking, biking, and local restaurantsbrbrAmenities for all ages: games, hot tub, outdoor space, and cozy common areasbrbrRocky Lane Lodge isn’t just a place to stay—it’s a destination in itself. Whether your trip is all about adventure, relaxation, or quality time with friends and family, you’ll find it here. Come for the powder, stay for the memories!

Chalet

Spacious Maine Mountain Escape – Sleeps 15, Hot Tub, Ping Pong & Trails

Greenwood, Maine, United States

Bed

Bath

Sleeps

$267.92

Mullen ChaletbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrQuiet and secluded yet incredibly convenient, this woodland chalet is just a few steps from Mt. Abram Family Resort and the perfect spot for your next vacation to Greenwood! brbrBeautifully positioned with views of the surrounding forest and mountains, this home features a bright interior with updates that everyone is sure to appreciate, from a new leather sectional sofa to new counters in the kitchen and bathrooms. Enjoy the vaulted great room with its floor-to-ceiling windows and wood-burning stove and gather around the deck and firepit to cap summer days of hiking and mountain biking.brbrThis home sits just around the corner (a quarter-mile) from the base of Mt. Abram, making this an ideal escape for skiers and snowboarders. You'll also find ample opportunities for snowshoeing and snowmobiling in the area. Sound Pond, North Pond, and Round Pond are all less than three miles away, offering public access points for swimming, kayaking, and fishing in the summer. Come autumn, you can take scenic drives through the region to admire the gorgeous foliage for which Maine is known.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m.brNo smoking is permitted anywhere on the premises.brbrParking notes: There is free parking available for 3 vehicles.brbrSecurity camera details: Ring camera faces drivewaybrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Dog-friendly Woodland home near ski resort with firepit

Greenwood, Maine, United States

Bed

Bath

Sleeps

$244.68

Located just minutes away from top attractions, like the Sunday River Resort and scenic hiking trails, this cozy condo is the perfect home base for your New England adventure. After a day of outdoor exploration, relax in the inviting living area, featuring a wood-burning stove, or cook your favorite meal in the fully equipped kitchen. With its convenient location and charming amenities, this 1-bedroom, 1-bathroom vacation rental condo is the ultimate retreat for your Greenwood getaway.brbr-- THE PROPERTY --brbrWalk to Chair Lift | Coin Laundry brbrBedroom Suite: Full Bed | Living Room: Twin Sleeper Sofa, Full FutonbrbrINDOOR LIVING: Wood-burning stove (wood provided), Smart TV w/ Spectrum cable, 2 box fans, 1 standing fan, 1 ceiling fan, books, board gamesbrOUTDOOR LIVING: Covered balcony, outdoor seating brKITCHEN: Drip coffee maker, dishwasher, microwave, stove/oven, dishware & flatware, refrigerator, cooking basicsbrGENERAL: Free WiFi, linens/towels, electric heat, complimentary toiletries, hair dryer, iron/board, trash bags/paper towelsbrFAQ: No A/C, pet fee (paid pre-trip), 2 steps to enter, 1st-floor condobrPARKING: Community parking lot (2 vehicles), street parkingbrbr-- THE LOCATION --brbrTHRILLS: Twitchell Pond (5 miles), Carter's Cross-Country Ski Shop & Ski Center (10 miles), White's Marina (18 miles), Bear Mountain Music Hall (27 miles), Ski and Snowboard Outlet/Liquidation Center (51 miles) brHAPPY TRAILS: Maggie's Nature Park (3 miles), Angevine Park (13 miles), Wright Trail (18 miles), Androscoggin Riverlands State Park (39 miles) brSLOPES: Sunday River Resort (13 miles), Black Mountain of Maine (23 miles), Pleasant Mountain Ski Area (41 miles), Black Mountain Ski Area (50 miles), Cranmore Mountain Resort (57 miles) brTEE TIME: Sunday River Golf Club (12 miles), Norway Country Club (17 miles) brDOWN ON THE FARM: Ricker Hill Orchards (34 miles), Greenwood Orchards (40 miles) brGUIDED FUN: Upper Andro Guide Service (8 miles), Rocky Ridge Guide Services (34 miles) brACTIVITIES: Bethel Community Ice Rink (7 miles), Maine Mineral and Gem Museum (7 miles), Dig Maine Gems (13 miles)brAIRPORTS: Bethel-Davis Regional Airport (8 miles), Augusta State Airport (58 miles), Portland International Jetport (66 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- Pet friendly w/ $50 fee (+ fees & taxes, 1 pet max)br- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This property does not have air conditioningbr- NOTE: This 1st-floor condo requires 2 steps to enter

Condo

Greenwood Condo < Half-Mi From Mt Abram Bike Park

Greenwood, Maine, United States

Bed

Bath

5

Sleeps

$253.92

Bullwinkle’s RoostbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your charming Greenwood getaway!brbrNestled above the garage, this cozy and fully equipped apartment is the perfect retreat for couples or small families. Featuring a comfortable queen bed, a well-stocked kitchen, and all the essentials for a stress-free stay, it’s designed to make you feel right at home.brbrWinter brings the excitement of nearby Mt. Abram, just a short drive away, where you can enjoy family-friendly skiing and snow-filled adventures. In the warmer months, the surrounding area offers hiking, mountain biking, and scenic trails that lead to the charming town of Bethel. For outdoor enthusiasts, the nearby C.A.T.S. trail provides easy access to explore the beautiful Maine landscape.brbrAfter a day of activity, return to your inviting retreat to relax and unwind in comfort. Whether you’re here for skiing, hiking, or simply a peaceful escape, this Greenwood apartment provides everything you need for a memorable stay in Maine.brbrThings to knowbrbrParking notes: There is free parking available for 2 vehicles.brThis rental is located on floor 2.brbrSecurity camera details: exterior camera overlooking the front of the garage/back of the main housebrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Apartment

Inviting garage apartment with everything you need and easy access to Mt. Abram

Greenwood, Maine, United States

Bed

Bath

2

Sleeps

$598.54

The Bullwinkle RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to our scenic 4-bedroom chalet in the heart of Greenwood, Maine—just a short stroll from the slopes of Mt. Abram. Perfect for both winter and summer getaways, this inviting retreat blends rustic charm with modern comfort, offering plenty of space for family and friends to relax and reconnect. In addition to the main house, you’ll enjoy an extra living area and full kitchen above the detached garage—ideal for larger groups or multi-family stays.brbrInside, fun is built in with a dedicated pool room and foosball table for all-ages entertainment. After an active day, curl up in the cozy living room, where plush seating and a gas fireplace create the perfect setting for unwinding. Step outside to a spacious yard and gather around the large firepit for evenings under Maine’s dazzling night sky.brbrOutdoor adventures start right from your doorstep—the multipurpose C.A.T.S trail runs alongside the property, offering scenic mountain biking routes that lead straight into charming Bethel. In winter, Mt. Abram’s family-friendly slopes are just minutes away; in summer, the mountain transforms into a playground for downhill biking and exploration.brbrWhether you’re here for powdery ski runs, sunny trail rides, or peaceful nights by the fire, this Greenwood chalet is your year-round home base for adventure and memory-making.brbrThings to knowbrbrParking notes: There is free parking available for 8 vehicles.brbrSecurity camera details: exterior camera overlooking the back parking area/garage areabrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Spacious Chalet with Pool Room, Foosball, Hot Tub & Skiing at Mt. Abram

Greenwood, Maine, United States

4

Bed

3

Bath

10

Sleeps

$454.05

Bullwinkle LodgebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to our picturesque chalet nestled in the heart of Greenwood, Maine, just a stone’s throw from the exhilarating slopes of Mt Abram. This charming vacation rental is the perfect retreat for both winter and summer enthusiasts, offering a warm and inviting ambiance that makes you feel right at home. With spacious interiors designed for comfort and connection, there’s plenty of room for family and friends to gather and create lasting memories.brbrInside, you’ll find a dedicated pool room and a foosball area, ensuring endless entertainment for all ages. After a day of adventure, unwind in the cozy living space, complete with comfortable seating. Step outside to the expansive yard, where a large exterior firepit awaits—perfect for roasting marshmallows and sharing stories under the starry Maine sky.brbrFor outdoor enthusiasts, the property is conveniently located next to the multipurpose C.A.T.S. trail, ideal for mountain biking and exploring the scenic paths leading to the charming town of Bethel. In winter, enjoy family-friendly skiing at Mt Abram, just a short walk away, while summer invites you to trade in your skis for mountain bikes and thrilling downhill trails. A boat launch to North and South ponds is also just two miles away for those with watercraft.brbrThis rental truly serves as a year-round haven for adventure seekers amidst the natural beauty of Maine. Book your stay now and make this Greenwood retreat your home base for unforgettable experiences in every season!brbrThings to knowbrbrParking notes: There is free parking available for 5 vehicles.brbrSecurity camera details: exterior camera overlooking the back parking area/garage areabrbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Elegant Mountain Chalet with Hot Tub, Fire Pit, and Easy Access to Mt. Abram

Greenwood, Maine, United States

Bed

Bath

Sleeps

$196.54

Newly renovated fully furnished one bedroom apartment with private entrance. Private backyard with running stream for trout fishing. Large flat screen HD Cable TV and WIFI included. Plenty of parking available. Access to snowmobile trails. Perfectly located 10 minutes from downtown Bethel and 15 minutes from Sunday River Resort. Skiers, riders, hikers, and outdoor enthusiast will love this location any season

Condo

Newly Renovated Condo- 15 minutes from Sunday River (Pet-Friendly!)

Greenwood, Maine, United States

Bed

Wake up in a three story lakefront home on ~2 private acres with a private beach. The house is located on a quiet peninsula that was once an Island, creating a unique and relaxing environment. Just a few minutes skiing at Mt. Abram, and 20 minutes from skiing at Sunday River. We are fully baby equipped and dog friendly!brOur kitchen is fully prepped for cooking. We have two refrigerators, a gas range with an optional griddle top, two ovens, and a plumbed Webber gas grill for year round use. We have a popcorn maker, lobster pot, electric hand mixer, a dishwasher, and much more.brThe house is setup for large groups with five bedrooms, three full baths, a living room with cathedral ceiling, a wood burning fireplace, dining room, mudroom, washer/drier, ski-tuning/utility room, game room, screened porch, three decks and three flatscreen smart HD TVs.brTwo bedrooms have a California King bed and three bedrooms have two twin beds which convert to Faux California King. All five bedrooms can have a twin added (not a cot) upon request with no additional charge. The game room can be set up as a faux bedroom to accommodate up to 3 guests, a great spot for overflow guests or kids!brFor baby gear we have two high chairs, a changing table, a rocking chair, three pack-n-play pens, a bouncy seat, an indoor baby swing, toys/books, outlet plugs, cabinet/door handle covers, and gates.

Bath

2

Sleeps

Select Dates for Price

Chalet

Home on Big Island Shores available for the whole winter season

Greenwood, Maine, United States

Bed

Bath

Sleeps

$329.92

Take it easy at this unique and tranquil getaway. Our cabin is the perfect space to relax after a day of skiing, hiking, tubing, antiquing or exploring Bethel. Our cabin features a cozy wood stove, sauna and hot tub. There is a spacious kitchen and three comfortable bedrooms. We welcome families and well-behaved dogs!brWe are close to Mt. Abram and Sunday River. There are multiple golf courses in the area. Grafton Notch is a short drive. Bethel’s town center is only 4 minutes away.

Cabin

The Greenwood Cabin nA cozy 3 bedroom retreat with sauna and hot tub!

Greenwood, Maine, United States

Bed

Bath

Sleeps

$177.38