Vacation Rentals By Owner In Carrabassett Valley, ME

Experience Carrabassett Valley like a local in this charming 4-bedroom chalet. With 2 king beds and 2 queen beds, this adorable property is perfect for families or groups of friends. Enjoy the convenience and amenities of this custom built home located on hole seven of the Sugarloaf golf club. This home has stunning views of Sugarloaf and is on the free shuttle route to the base of Sugarloaf Mountain, with shuttles running twice per hour in the winter. Three of the four bedrooms have en suite full bathrooms, and one of the bedrooms is a loft bedroom. Wonderful large and sunny open floorplan on the main floor includes living room, dining room, kitchen, sun room/wet bar, and den with large TV and plenty of seating. Tons of storage for skis and bicycles in the attached garage, plus an EV charger. Fall in love with Carrabassett Valley and enjoy world class skiing, mountain biking, golfing, and hiking.

Chalet

Charming 4-bedroom mountainside chalet on Sugarloaf golf course

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(9)

$1536.51

True ski in/ski out, slopeside, 4 Bedroom, 3-1/2 Bath, sleeps 9. This high end unit is uniquely situated affording winter views of both Sugarloaf and the Bigelow range. Step out the lower level back door and 50 yds away is the Lower Binder trail straight down to the Superquad lift! No need to stress over a crowded restaurant when you can ski right home for lunch. This gorgeous 3 level condo only gets rented for a very limited amount of time per season. Upper level has master suite with full bath and 2 more bedrooms with another full bath. Middle level has front deck, cozy living room with fireplace and 48” TV, Bluetooth SoundLink speaker, 1/2 bath, handsome maple kitchen with granite countertop, bar seating for 5 and dining table seating 8 with view of Bigelow range. Lower level has attractive tongue and groove pine entry area with closet and cubbies for ski equipment, laundry room, full bath, and living/sleeping area that's great for the kids! It has a sofa, lounge chairs, 42” TV and console, twin bed and a twin bunkbed. This condo has on call free shuttle service and is a prime location for skiing and accessing the base area restaurants!

High End Ski In/Ski Out Timbers Townhouse W/Fantastic Location and Views!

Carrabassett Valley, Maine, United States

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Bath

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Exceptional(18)

$109.58

800 sq ft- Beautiful, quaint cabin in heart of Carrabassett Valley. Centrally located two miles from Sugarloaf Outdoor Center with access to unlimited snow shoeing, nordic skiing, hiking and biking in the summer. Biking access to Outdoor Center 1/8th mile from cabin. Six miles to Sugarloaf Mountain, the largest vertical mountain on the east coast. Property has all cooking and living amenities: Propane heat and heat pumps, microwave, oven, stove, sink with hand washing station with hand pump. brCabin offers a unique experience to disconnect and sample off grid living. It features 2 composting toilets 1 a true outhouse down the connected boardwalk off the porch. There is no potable or running water, just a small hand washing station, so please remember to bring/purchase water to drink! There is a local convenience store just down the road.brbrWe completely understand the need for showers and relaxation after a day in the natural elements. We will provide up to 2 sugarloaf spa passes, total of 30 dollars, for any stay over 2 nights. Please let us know at the time of booking if you are interested in spa passes so that we can arrange in advance. brbrThings to bring: Sheets or sleeping bag, pillow, potable water. Warm blankets are provided. Sheets can be supplied at a small additional cost, please let us know!brbrActivities: skiing, hiking, climbing, biking, trekking, swimming, paddling, fishing, snowmobiling, hunting. Many access points less than 15 minute drive.brbr*We offer military, medical and first responder discounts so please inquire.

Cabin

Sugarloaf camp - ski/ outdoors rustic retreat

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(1)

$276.43

Your home away from home in Carrabassett Valley with 4 marvelous bedrooms. Each room offers a cozy retreat with a mix of 1 king bed and 3 queen beds. The house features 2.5 bathrooms and a full equipped kitchen. Enjoy the convenience of amenities like a washing machine, iron, heating, and WiFi during your stay. Experience the magic of Carrabassett Valley at our house.

Redington Red House near Sugarloaf Mountain

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(21)

$800.48

Fantastic multilevel post and beam condo on mountain and steps to the Snubber lift! Walk out and ski to the bottom of Snubber for super easy access, no need for the shuttle! Enjoy a large unit complete with two master suites - each with an on suite bath. Third bath on first floor and two additional bedrooms for a total of 4 bedrooms and 3 baths! Two Rinnai gas heaters are in the unit as well as a gas stove in the downstairs living room. brbrhttps://www.facebook.com/Inglenook-Lodge-at-Sugarloaf-102966785151659/about/ ref=page_internal

On mountain condo - walk to Snubber

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(62)

$361.11

Beautiful 4-Bedroom, 3-Bathroom Ski-In/Ski-Out Condo at Snowbrook. Location, Comfort, and Year-Round Adventure!brbrThis spacious two-story condo is located in the highly sought-after Snowbrook condominium complex, just steps away from the Snubber Chairlift, offering true ski-in/ski-out access to Sugarloaf Mountain. In addition, the shuttle service (available during ski season) conveniently stops nearby, providing easy access to the base village, The Rack restaurant, and the Anti-Gravity Center.brbrHighlights of the Condo:br-4 Bedrooms, 3 Full Bathrooms — Comfortably sleeps up to 10 guestsbr-Ski-In/Ski-Out Access via Snubber Chairliftbr-Shuttle Access to base lodge, dining, and activitiesbr-Fully Equipped Kitchen for all your cooking needsbr-Cozy Gas Fireplace br-Bed Linens and Bath Towels providedbr-Spacious and Comfortable living areas for family and friendsbrbrYear-Round Fun! While this condo is perfect for winter enthusiasts, it’s also a great summer getaway! Sugarloaf offers an abundance of outdoor activities for all seasons.brbrSummer Activities Include: Golfing, mountain biking, hiking, zip-lining, pontoon boat tours, moose tours, and scenic chairlift rides. For more details, visit Sugarloaf's summer website.brbrSugarloaf Golf Club: One of Maine’s top-rated courses, offering stunning views of the surrounding mountains, streams, and forests.brbrWhether you’re here for skiing, snowboarding, or exploring the great outdoors in the warmer months, this condo is the ideal base for all your Sugarloaf adventures.brbrRoom Arrangements:brFirst Floor:brPrimary Bedroom: King BedbrBedroom 2: Queen BedbrSecond Floor:brBedroom 3: Queen Bed + Twin BedbrBedroom 4: Bunk Beds (Full on the bottom, Twin on top)brbrBook Your Stay Today! Whether you're planning a winter ski vacation or a summer retreat, this condo offers the perfect balance of location, comfort, and adventure.brbrFor availability and additional information, please don’t hesitate to reach out.

Ski In/Out - 4 bedroom, 3 bath - Sugarloaf Mountain, Snowbrook!

Carrabassett Valley, Maine, United States

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Bath

Sleeps

$214.39

Large 1 bedroom on-Mountain unit in Sugarloaf Village II. Granite kitchen, updated bath, fireplace and one of the best views of Sugarloaf. Short walk to Shuttle Stop. Easy 5 minute drive to mountain. brbrRight near the Sugarloaf trail system. brbrBooked for 2022/2023 ski season.brbrCheck out our other property:brbr3 bedroom/2 bathroom - Amazing Views and Hot TubbrHomeAway 4786529brbr

Apartment

Best Sugarloaf View/Perfect for Skiers and bikers!

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(21)

$1074.86

If you are interested on any dates that is blocked please let me know!brbr6 Bedrooms, 3 1/2 Bathrooms, beautiful fireplace, Great Entertainment room with pool Table, Kegerator, bar seats, Home theater recliner chairs, Loft area, Dinning area with bigelow views, very open living area , Large entry mudroom, deck area, Hot Tub, WiFi, it is serviced by the ski shuttle.brbr- full kitchen, with granite counters, a 6 burner Commercial stove and ovenbr-Living room with wood fireplace.br- one Master bedroom with a king size bed master and a pull out sofa, bath has tiled custom shower stall and 2 bay sink.br- three bedrooms each with Queen size bedsbr- one bedroom with 2 twin bedsbr- one bedroom with 1 twin bedbr- downstairs bath has combination tub/showerbr-a few pairs of loaner skisbr-Washer and Dryerbr-We Welcome pets with a small fee

Cozy Entertainment house on Sugarloaf Village I, Spectacular Views!

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(1)

$555.51

Experience Sugarloaf luxury and celebrate special occasions at this iconic mountainside property. This modern and graciously constructed custom home serves as your portal for adventure. Located in Sugarloaf`s Village on the Green neighborhood, you are a mere two minute ride to the base. Enjoy breathtaking mountain views, gourmet meals in a state-of-the-art kitchen, and endless games, activities, and spaces to unwind in this epic retreat! An unforgettable Sugarloaf experience awaits.brbrTHE SPACEbrbr-Two master suites with queen beds, master baths and ample storage, closet space and privacy.brbr-Three living rooms/hang spaces.brbr-Separate living/game area for kids and large groups.brbr-Open concept modern mountain design.brbr-Radiant heating, high end appliances, bus access to slopes, proximity to golf course, and much more!brbrThis home is professionally managed by EVERROW PROPERTY. We respect our guests’ privacy and space, but our friendly, local team is available 24/7 should you need anything during your stay.brNo smoking. No ski boots in the house. No pets.

Chalet

The Epic Sugarloaf Getaway

Carrabassett Valley, Maine, United States

Bed

Bath

Sleeps

Exceptional(1)

$357.0

Escape to our charming rustic cabin, nestled on a breathtaking 80 acres of untouched wilderness! Ideal for a relaxing getaway, this spacious retreat comfortably accommodates small families or groups, featuring 4 cozy bedrooms and 2 baths, along with 2 inviting living areas where you can unwind after a day of adventure.brbrLocated just 10 minutes from Sugarloaf, you'll have easy access to a variety of outdoor activities, including golf, mountain biking, and hiking. Our cabin is also equipped with a hot tub, perfect for soaking under the stars after a day of exploration.brbrConvenience is key during your stay, as we are on the shuttle route that operates on holidays and weekends, with a pickup right at the end of our driveway. For larger gatherings, we have additional cabins available on the property to accommodate everyone.brbrBook your perfect escape today and reconnect with nature in our stunning cabin retreat!brbrbrLayoutbrbrThe home is setup with 2 bedrooms on the first floor with 2 more located on the 2nd. The 1st floor is where you walk in to the cabin, which is equipped with 12 ski style lockers and an open concept directly into a small TV area. Additionally, there is 1 full bathroom on this floor. The 2nd floor is considered the main living area, with a kitchen, breakfast area, living room, bathroom and 2 more bedrooms.brbrbrSleeping Arrangementsbrbr(2) Bedrooms are equipped with Kingbedsbr(1) Bedroom has a queen bed with (1) Twin bunk bedbr(1) Bedroom has 2 full/twin bunk bedsbrbrbrExteriorbrbrExterior setting is mostly woods with natural landscaping. There is plenty of room for outdoor lounging, with Adirondack chairs on the deck or warm up next to the outdoor fireplace.brbrbrGetting therebrbrTake Hazlewood Drive off of Rt. 27. First left onto Après Way.brbrbrAccessibilitybrbrThis property has multiple levels.

Cabin

Gorgeous dog-friendly cabin with great view, deck, hot tub, & gas fireplace

Carrabassett Valley, Maine, United States

Bed

Bath

Sleeps

Exceptional(8)

$272.86

Family retreat just 4.2 miles from Sugarloaf, this roomy home features 4 bedrooms including two with queen beds, one with twin bed, master bedroom with king bed and bonus rooms with bunk beds and couches. With 2 bathrooms equipped with showers, guests will feel right at home. A highlight is the full sized Caldera Hot Tub just outside the side entry door, operational all year around at no extra fee to guest. Enjoy the amazing 100Mpbs mesh WiFi, fully equipped kitchen, washer and dryer and AC during your stay. brThe home features a distinctive look with wrap around deck and cathedral ceiling windows. The big room is generously bathed in natural light. brLastly, the home is located minutes from fantastic mountain biking, hiking and a short drive to Flagstaff lake and Rangely Lakes areas. Consider our home your four seasons vacation HQ. brWhether you're seeking a comfortable retreat or a fun-filled family getaway, this terrific property has everything you need. We look forward to welcoming you to our place.

Spacious 4-bedroom house w/Hot Tub near Sugarloaf with AC, WiFi, bonus room

Carrabassett Valley, Maine, United States

Bed

Bath

Sleeps

Exceptional(57)

$257.39

brDuring the summer and fall, head straight onto the mountain bike trails from your driveway - no car needed! The trails intersect with Town Line Road, which is right around the corner.brbrBuilt in 2015, the house has an open kitchen/living/dining area, perfect for spending time with friends and family, cooking meals together, and watching sports or a movie on the large TV.brbrEarly check-in or late check-out may be available. Discounts for extended stays may be available upon request. brbrLet us know if you'd like to have the linens fee waived because you'll be bringing your own sheets and towels. brbrPets are allowed, with the following limitations:br• Animals for the sake of the rental agreement refers to Cats and Dogs. Any other animals are subject to approval by the landlord and need to be agreed to in writing PRIOR to occupancy.br• No prior attack or bite incident by the pet / animal.br• Aggressive behavior by pets towards humans or other animals will be grounds for immediate termination of rental agreement with no refund.br• If it is found that owner was not truthful in pet behavior a fine of $500 will be paid to landlord.br• Dogs must meet the following conditionsbr• Breed - Unacceptable breeds of dogs include but are not limited to: rottweilers, pit bulls (all breeds including but not limited to American Staffordshire Terriers, American Pit Bull Terriers, and Staffordshire Bull Terriers), wolf hybrids, Dingoes, Cane Corsos, Presa Canarios or any mix with the above named breeds.br• Pets must be immediately cleaned up after.br• Owners are responsible for all damage caused by the animal.br• Pets need to be on a leash or under voice command whenever outside of a building on the propertybr• Noise policy - if animal / pet has repeated incidents of making loud noises may lead to guest being required to find other accommodations with no refund.brbrThere are two rental properties in the same driveway. Neither one includes access to the garage. This listing is for the house. brbrIf you're looking for a smaller place, or you have a large group, please check out our listing for the apartment above the garage: Vrbo: 1493927

Pet-Friendly Home in a Quiet Neighborhood Near Sugarloaf Mountain

Carrabassett Valley, Maine, United States

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Bath

Sleeps

$536.5

Be the first to stay in this brand-new beautiful rental! We have just finished furnishing our new vacation home, located directly trailside at Sugarloaf. This 3-bedroom, 3.5-bath condo offers a dual-aspect mountain experience with breathtaking views of Sugarloaf Mountain from one side and the iconic Bigelow Mountain Range from the other.brbrThe Main Living Spacebr• Open Concept Design: The heart of the home features a sun-drenched, open concept living and dining area designed for large family gatherings.br• Stone Fireplace: Relax after a day on the slopes in front of the warm fireplace, the centerpiece of the living room.br• Chef’s Kitchen: Fully stocked with a dishwasher and a complete pantry of condiments and spices—perfect for families who love to cook together.brbrSleeping Arrangementsbr• Accommodations: Comfortably sleeps 9 guests across three spacious levels.br• Primary Bedroom (Top Floor): Features a King bed, private en-suite bathroom, and expansive mountain views.br• Second Bedroom (Top Floor): Furnished with a comfortable Queen bed.br• Third Bedroom (Top Floor): The ideal bunk room with one set of twin bunk beds and one additional single twin bed (sleeps 3 total).br• Finished Basement: A massive play room featuring a large, comfortable couch and a queen pull-out sofa (sleeps 2).brbrSki-Specific Features & Outdoor Funbr• Ski-In/Ski-Out Access: True trailside living—step out your door and ski directly to the Snubber lift.br• Gear Management: Dedicated indoor ski gear room and a lockable outdoor storage closet stocked with sleds for the kids.br• Private Hot Tub: Soak in the private hot tub under the stars while taking in the surrounding mountain vistas.brbrWork & Connectivitybr• Home Office: Stay connected with a dedicated workspace featuring a printer, high-speed internet, and cable TV.brbrAvailability Note:brAs a newly listed property, we still have prime dates available for the 2026 February break and beyond. Secure your spot now for one of the mountain's most exciting weeks!

[NEW LISTING] Luxury Ski in/Ski Out Sugarloaf Trailside Retreat. Hot Tub!

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(12)

$324.82

Your cozy getaway awaits at Sugarloaf at our comfy, clean condo. With 2 bedrooms including a bunk bed, futon, and queen bed, along with 2 bathrooms featuring a bidet, this place is perfect for a serene retreat. The living room with a sofa bed and wood fireplace (wood provided on site) offers additional space for guests to relax. It's easy to see why you'll be able to unwind after a long day at the slopes at our place. Use of Snowbrook hot tubs (winter only), pool, game room and sauna (winter only) included as well. Comfortable and quiet, with a Sugarloaf shuttle stop just steps away and access to Snubber trail and lift about a one minute walk down the parking lot. Walkable to cross country ski and mountain biking trails as well as dog walking trail.

Apartment

Comfy ski-in and out Sugarloaf 2-bedroom condo with access to pool house

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(4)

$218.0

Welcome to our inviting Dog friendly 2-bedroom plus loft, 1.5-bathroom cabin nestled in the heart of Carrabassett Valley, Maine! This cozy retreat comfortably sleeps up to 6 guests with 3 beds. Just minutes from Sugarloaf Mountain and close to scenic trails for hiking, biking, or snowshoeing. Fully equipped kitchen, Wi-Fi, and comfortable living spaces. Whether you’re hitting the slopes, enjoying the outdoors, or simply unwinding in a peaceful setting, our cabin is the perfect home base for your getaway. This home is the last house on a private road with a backyard that abuts the Maine Huts Poplar Stream Trail. Enjoy time in the yard or deck in the summer and fall months, as well as all types of skiing and riding in the winter months. Love to mountain bike You can access 100 miles of single track right from our front door.

Sugarloaf Home, 2 bedrooms plus loft, 2 bathrooms - family & dog friendly

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(25)

$944.67

This expansive 3 level, 3+ bedroom, 3 bath Wangan condo is ideal for a family winter getaway. Located just steps off the trail, ski down to the Whiffletree or Super Quad chairs to start your day. We love the location of this condo as it's right off the Buckboard Trail and everyone can come and go as they please. The easy access location makes it an ideal place for the family to meet for lunch without the crowds and expense of the main lodge. Lots of rooms provide plenty of space to spread out. The third floor living room (with deck), kitchen and dining area is a great place to congregate for lunch, dinner and just relaxing in front of the fire.

Sugarloaf Mountainside Ski In / Ski Out, 3 Bedroom, 3 Bath Condominium

Carrabassett Valley, Maine, United States

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Bath

Sleeps

Exceptional(9)

$251.29

Our cozy 3-bedroom, 2-bathroom vacation home is nestled in the heart of Maine's mountain country, close to Sugarloaf Ski Resort and a short walk to the Narrow Gauge trail for hiking, mountain biking, cross-country skiing, snowshoeing and fly fishing.brThis awesome location is less than 10 minutes to the base of Sugarloaf and provides easy access right off rt 27. The SugarBowl Restaurant is right next door for bowling, food, bar, golf simulator and arcade.brDon't worry about parking or driving to the resort – simply hop on the valley shuttle, which stops at The Sugarbowl.brAfter a day on the slopes or trails, unwind in our comfortable living space, complete with an open concept kitchen, dining, and living area, as well as a large deck. You will also find a bunkroom, full bathroom, and one bedroom with a king bed upstairs. Down stairs you will find another bedroom with a queen bed, full bathroom with laundry, and bonus game room with shuffle board, dartboard, pub table, large sectional couch and flat screen tv. The upstairs living room has two sofa beds (one twin & one double) & in the downstairs gameroom the sectional couch is also a sleeper sofa (double). brExperience seamless connectivity for all your devices and TV streaming with 400mbps high-speed internet! brPlease note that if you have an electric vehicle you will NOT be able to charge it at the house. There are multiple charging stations located at Sugarloaf mountain. brbr**Please note that during the fall/winter/early spring there can be active cluster flies inside the home. These flies are a common issue in a lot of homes in Maine & can be bothersome for some inside the home, there are fly traps on most windows, & we are working to exterminate them but it is a long process which started this fall (2025). At a certain temp they appear dead on floor/ windows & when it warms up enough they start waking up and flying around.

Valley Home with Game Room, Walking Distance to Narrow Gauge Trails & Restaurant

Carrabassett Valley, Maine, United States

Bed

Bath

Sleeps

Exceptional(46)

$302.27

Ski in/Ski Out condo overlooking pond and Snubber chair lift. Directly across from Snowbrook association pool and hot tubs. One bedroom, one bath. King bed, twin bunk beds and queen size sleeper sofa.

Ski in/Ski Out at Sugarloaf

Carrabassett Valley, Maine, United States

Bed

Bath

Sleeps

Exceptional(30)

$453.26