Condo

Ski-In/Ski-Out | Whiffletree Outside Your Door

Photo gallery for Ski-In/Ski-Out | Whiffletree Outside Your Door

A room with a large window, a wooden ceiling, and a brown leather sofa.
Property video
A modern interior with a wooden ceiling, a dining area with a table set for four, a sofa, and a kitchen with bar stools.
A bedroom with a wooden bed, a nightstand, a dresser, and patterned rugs.
A bathroom with wooden cabinets, a double sink vanity, and a mirror above the sink.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits

    Top-rated for families.

  • Ski access

    A rare find - hit the slopes directly from your doorstep!

  • Centrally-located

    You're never far from where you need to be with this convenient location.

  • Discover nearby landmarks

    Near Sugarloaf Ski Resort
2 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Ski-in and out access
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning
  • Internet access

Explore the area

View in a map
Carrabassett Valley, ME
  • Place, Sugarloaf Ski Resort
    ‪1 min walk‬
  • Place, Whiffletree SuperQuad Chairlift
    ‪1 min walk‬
  • Place, Sugarloaf SuperQuad Chairlift
    ‪5 min walk‬

Where you'll sleep

2 bedrooms (sleeps 8)

2nd Bedroom

1 Twin Bed and 1 Queen Bed

Living Room

1 Queen Bed

Master Bedroom

1 Queen Bed

2 bathrooms

Main Bathroom

Bathtub or shower · Toilet

Master Ensuite

Toilet · Shower only

Spaces

Kitchen
Dining area

About this property

Ski-In/Ski-Out | Whiffletree Outside Your Door

Stay slope-side in the heart of Sugarloaf Mountain Resort, where the mountain is truly right outside your door. Located in Gondola Village, this 2-bedroom, 2-bath condo offers true ski-in/ski-out access just steps from the Whiffletree SuperQuad. The Base Lodge and Sugarloaf Village are just a 60-second walk away, with dining, shopping, and après all close by.

Inside, you’ll find a thoughtfully designed space that blends comfort and convenience with the little details that make a stay feel special. The well-equipped kitchen features premium appliances and everything you need for meals at home, with seating for six at the dining table plus three stools at the kitchen island. After a day on the mountain, settle into the spacious living room with a Queen Dream Sofa Sleeper and Smart TV.

The primary suite features a queen bed, Smart TV, and private en-suite bathroom with a custom tiled shower. The second bedroom offers a queen bed, Smart TV, and twin pull-out sleeper chair. A second full bathroom includes a tub/shower combination and double vanity. Both bathrooms are stocked with thoughtfully selected toiletries, and in-unit laundry adds convenience throughout your stay.

Traveling with kids? We’ve made that easier, too. A highchair, pack-and-play with an upgraded mattress and sheets, step stool, toys, books, and games are available for younger guests. You’ll also find board games, playing cards, a cribbage board, and curated reading materials for relaxing evenings in.

The location shines in every season. In winter, ski from the building and return without getting in the car. In summer and fall, step outside for direct access to Sugarloaf’s mountain biking terrain, or explore nearby golf, hiking, scenic lift rides, and the Carrabassett Valley trail system.

Whether you’re here for the first chair, a family ski weekend, summer adventures, or a quiet fall escape, The Legacy offers a true slope-side home base with Sugarloaf right outside your door.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

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Children

Children allowed: ages 0-17

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Events

No events allowed

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Pets

No pets allowed

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Smoking

Smoking is not permitted

Guest is required to sign a Renter Agreement. Security Deposit Required of up to $300. Minimum age to rent is 21.

Renter Agreement must be signed w/in 48 hours after booking. For last-minute reservations, agreement must be signed before check-in info will be sent

NO Smoking. NO pets. NO parties/events.

Important information

You need to know

Property # 4736167
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Carrabassett Valley

Located in Kingfield, this condo is in the mountains. Sugarloaf Ski Resort and Whiffletree SuperQuad Chairlift are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Sugarloaf Mountain and Mount Abraham. Traveling with kids? Consider Maine Huts & Trails and Ski Museum of Maine. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the snowmobiling and ice skating.
Map
Carrabassett Valley, ME

What's nearby

  • Sugarloaf Ski Resort - 1 min walk - 0.0 km
  • Whiffletree SuperQuad Chairlift - 1 min walk - 0.0 km
  • Skidway Chairlift - 3 min walk - 0.3 km
  • Sawduster Chairlift - 5 min walk - 0.5 km
  • Sugarloaf SuperQuad Chairlift - 5 min walk - 0.5 km

Getting around

  • Bangor Intl. Airport (BGR) - 127 min drive

Restaurants

  • Bullwinkle's Grill
  • ‪The Widowmaker - ‬1 min walk
  • ‪The Rack - ‬5 min drive
  • ‪D'Ellies Bakery & Deli - ‬3 min walk
  • ‪The Bag & Kettle - ‬3 min walk

Frequently asked questions

Is Ski-In/Ski-Out | Whiffletree Outside Your Door pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Ski-In/Ski-Out | Whiffletree Outside Your Door?

As of Sep 20, 2026, prices found for a 1-night stay for 2 adults at Ski-In/Ski-Out | Whiffletree Outside Your Door on Sep 21, 2026 start from $617, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Ski-In/Ski-Out | Whiffletree Outside Your Door?

Check-in begins at 3:00 PM.

What time is check-out at Ski-In/Ski-Out | Whiffletree Outside Your Door?

Check-out is at 11:00 AM.

Where is Ski-In/Ski-Out | Whiffletree Outside Your Door located?

Located in the mountains, this ski-in/ski-out condo building in Kingfield is within a 10-minute walk of Whiffletree SuperQuad Chairlift and Sugarloaf Ski Resort and close to winter sports such as cross-country skiing and snowmobiling. Skidway Chairlift and Double Runner East are also within 5 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 12 reviews
Rating 8 - Good. 0 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely condo. Well appointed and surprisingly quiet (July 4 weekend). Really enjoyed our stay. Thanks!
Stayed 1 night in Jul 2026
Response from VrboOwner on Jul 13, 2026
Thank you so much for your kind review! We're so happy you enjoyed your stay and found the condo both comfortable and quiet, even over the busy July 4th weekend. It was a pleasure hosting you, and we truly appreciate you choosing to stay with us. We hope to welcome you back to Sugarloaf again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic condo right next to base lodge. Very comfortable for my family of 4. Excellent kitchen and plenty of space to spread out. Great communication with the host. Also nice to deal directly with property manager vs. Sugarloaf rental office. Will definitely try to rent in the future!
Stayed 2 nights in Jun 2026
Response from VrboOwner on Jul 13, 2026
Thank you so much for your wonderful review! It was a pleasure hosting your family, and I'm so glad you found the condo comfortable, spacious, and well-equipped for your stay. I'm especially happy to hear the location and communication helped make your trip even more enjoyable. Thank you again for choosing to stay with us. We'd love to welcome you and your family back to Sugarloaf anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was perfect. Best location!
Stayed 4 nights in Mar 2026
Response from VrboOwner on Apr 7, 2026
Thank you so much! We hope to welcome you back in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Ski-in/ski-out was amazing -- lift is right outside the door. The condo was very nicely decorated, the amenities were great, host definitely went above & beyond to make sure the space meets the needs of the guests.
Stayed 3 nights in Mar 2026
Response from VrboOwner on Mar 12, 2026
Thank you for the wonderful review! I am so glad you enjoyed the true ski-in/ski-out access and the condo’s amenities. It means a lot to hear the space helped make your stay comfortable, and I would love to host you again on your next mountain trip!
From a partner site

10/10 Excellent

Perfect spot and amazing amenities!

Couldn’t have asked for a better place to stay! Ski in ski out spot was perfect! The condo was beautiful and amenities went way above and beyond what was expected. We had the most fun playing Taboo as a family and appreciated having the selection of games to play. Will be our go to place to stay next visit to Sugarloaf!!!!
Response from VrboOwner on Feb 3, 2026
Thank you so much for the amazing review! I’m thrilled to hear you loved the ski-in/ski-out location and that the condo and amenities exceeded your expectations. It’s wonderful to know the game selection added to your family time and helped make your stay even more memorable. I’d absolutely love to welcome you back on your next trip to Sugarloaf. Thanks again for choosing to stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you, we had a wonderful stay. Jessica is an outstanding host. She checked in a few times to ensure we had everything we needed and that things were going well. The condo location is awesome, ski in/out and so close to the lodge. The updated amenities are top notch, comfortable accommodations and the light that comes into the kitchen/living area is lovely. We had everything we needed for a wonderful stay and the local beer/seltzers in the fridge were a thoughtful touch!
Stayed 3 nights in Feb 2026
Response from VrboOwner on Mar 1, 2026
Thank you so much for your kind words! I’m so glad you enjoyed the ski-in/ski-out location, the updated amenities, and all the natural light in the living space — it really is a special spot. I’m happy the local beer and seltzers were a fun surprise! It was a pleasure hosting you, and I’d love to welcome you back anytime!
From a partner site

10/10 Excellent

Amazing place - will visit again!

My family had the best Easter weekend at The Legacy! We were barely settled in before saying, “we could live here!” The newly renovated condo is gorgeous. The kitchen is fully set up and the knives were actually sharp! If you forgot to pack something, chances are it’s there. Jessica was great to deal with and very responsive. She even left Easter chocolates for our daughter, which was incredibly thoughtful. The whole place feels clean, cozy, and smells so good. You can tell how much thought went into everything. We can’t wait to go back!
Response from VrboOwner on Apr 14, 2026
Thank you so much for your incredibly kind words—it truly means so much. I’m absolutely delighted that your family had such a memorable Easter weekend at The Legacy. Hearing that you could see yourselves living there is the highest compliment and exactly the feeling I hope every guest experiences! I’m so glad the details stood out to you—from a thoughtfully equipped kitchen (sharp knives included!) to a little Easter surprise for your daughter. Every element of the space is intentionally curated to feel both elevated and effortless, so it’s wonderful to know that came through during your stay. It was truly a pleasure hosting you, and I would be honored to welcome you and your family back for another stay in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing family ski weekend at this Sugarloaf condo. The location truly can’t be beat. It is right next to the Snubber lift, which made getting on the mountain incredibly easy, and super convenient for heading out to restaurants after skiing. The condo itself was immaculate and felt brand new, with everything thoughtfully designed and well appointed. ]The host was also fantastic. She was very responsive and checked in to make sure we had everything we needed during our stay. This was hands down one of the best VRBO experiences we’ve ever had, and we would absolutely stay here again.
Stayed 7 nights in Feb 2026
Response from VrboOwner on Feb 23, 2026
Thank you so much for your incredibly kind review. I’m truly glad you and your family had such a wonderful time at Sugarloaf! The convenience of being right next to the lift really does make everything easier — from getting out on the mountain in the morning to heading out after a full day of skiing — so I’m thrilled you were able to enjoy the location. It means a great deal to hear that you found the condo immaculate and well appointed. I put a lot of care into making sure the space feels fresh, comfortable, and thoughtfully designed for families to relax and enjoy their time together. You and your family were a pleasure to host. I truly appreciate how respectful and easy you were throughout your stay, and I would be delighted to welcome you back anytime!
From a partner site

10/10 Excellent

Excellent, cozy stay!

Our stay here was wonderful. The condo is very spacious, clean, organized and had everything we needed and then some. Steps to whiffletree made taking the scenic lift ride easy. We were able to just walk to the base lodge and all surrounding restaurants on mountain. Perfect location! Beautiful space. We will definitely be back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This condo could not be more perfect set up, honestly! Everything is newly updated, clean, and really well appointed down to every last detail. We stayed there with two families each with young children, and had everything we needed and then some to make for an easy and relaxing time. The ability to open the ground-floor sliding door and literally be steps from both the bunny slope and Whiffletree is priceless, it offers something for everyone. Not to mention being steps away from the village with countless food options and easy access to amenities, really the ultimate convenience. Having dedicated parking right at your door is also a major help when loading and unloading, and one less thing to worry about. The host is also super attentive and helpful, 10/10 experience all around!
Stayed 2 nights in Jan 2026
Response from VrboOwner on Jan 21, 2026
Thank you so much for this incredibly thoughtful and generous review! I’m thrilled to hear that the condo worked so well for your two families and that the cleanliness and amenities helped make your stay easy and relaxing—especially with young children. Being able to step right out to the bunny slope, Whiffletree, and the village really is something special, and I’m so glad you were able to enjoy that convenience (along with the dedicated parking!). It was truly a pleasure hosting you, and I appreciate the kind words about my attentiveness. I’d absolutely love to welcome you and your families back anytime!
From a partner site

10/10 Excellent

Ski Vacation 03/01/2026

Our stay at the Legacy was exactly what I imagine when I think of the perfect ski-in, ski-out experience. From the moment we arrived, everything exceeded our expectations. Being able to park right outside the door made unloading and settling in incredibly easy. The condo itself has a cozy, home-away-from-home feel. It was spotless and beautifully maintained, with new appliances and very comfortable furniture. The heated floors were an amazing bonus—especially after a long day on the slopes. Every part of the condo, from the kitchen to the bedrooms and bathrooms, felt high quality and thoughtfully put together. The location couldn’t be better. The ski lift is just a few steps away, and the Sugarloaf village is right there as well. We never had to drive anywhere during our stay. One of the best parts was being able to ski right up to the door, come inside for lunch or coffee, and head back out again. I also loved relaxing in the evening and watching the groomers working on the mountain at night—it really added to the whole ski resort experience. The host thought of everything. Free snacks were a great touch, and the large boot dryer was an epic addition that made mornings much easier. Communication was excellent throughout the stay. Jessica was wonderful to deal with and responded to my questions very quickly. Overall, the condo and host delivered a truly detailed and high-quality experience. I wouldn’t hesitate to stay here again and highly recommend it to anyone looking for the perfect Sugarloaf ski getaway.
Response from VrboOwner on Mar 12, 2026
Thank you so much for the wonderful review! I am thrilled that your stay at The Legacy delivered the ski-in, ski-out Sugarloaf experience you were looking for. One of the things guests love most about this Sugarloaf ski condo is exactly what you described—being able to step out the door, access the lift within moments, and ski right back to the condo during the day. Having Sugarloaf Village just steps away also makes it easy to enjoy the restaurants, shops, and everything the mountain has to offer without ever needing to drive. I am so glad you enjoyed the heated floors, boot dryer, and the small touches like the complimentary snacks. After a full day on the slopes, those comforts can make the experience even better. Watching the groomers work on the mountain at night is one of our favorite parts of staying at the condo too—it really reminds you that you’re staying right on the mountain. Thank you again for your kind words and for choosing to stay at The Legacy. It was a pleasure hosting you, and I would love to welcome you back to Sugarloaf anytime for another ski getaway! Very Best, Jessica
From a partner site

10/10 Excellent

Amazing Weekend Getaway!

My wife and I stayed at The Legacy at Sugarloaf during peak foliage season for our anniversary, and it was a truly unforgettable experience! Nestled at Sugarloaf Mountain Resort, this slope-side condo offered jaw-dropping views of the vibrant fall colors and seamless ski-in/ski-out access just steps from the Whiffletree SuperQuad, making it the perfect base for our romantic weekend getaway. The condo is a masterpiece of modern luxury. The well-equipped kitchen, featuring top-of-the-line appliances, was ideal for brewing fresh local coffee, which we savored at the spacious dining table while soaking in the fiery reds, oranges, and golds of the surrounding forest and mountain. The living room’s plush sofa was both stylish and cozy, perfect for relaxing after a day of adventure. The three Smart TVs kept us entertained, especially after a fun evening bowling at the nearby Sugar Bowl. The primary suite, with its queen bed and stunning en-suite bathroom boasting a custom tiled shower, felt like a tranquil sanctuary. The second bathroom, with its double vanity and tub/shower combo, added a touch of indulgence and convenience. One of the first things we noticed upon arrival was how good it smelled inside! It was awesome! My wife immediately went on Amazon and ordered several products with the same scent! Even though it was just the two of us, the family-friendly details were impressive—curated board games, books, and a warm, inviting ambiance made the condo feel like a true home away from home. While we didn’t need it, the in-unit laundry was a thoughtful addition for longer stays. The custom toiletries in both bathrooms elevated the experience, giving it a luxurious, hotel-like feel. Jessica, the owner, has created something extraordinary. Her hospitality expertise and meticulous attention to detail, shaped by her nursing background, shone through in the spotless cleanliness, thoughtful amenities, and welcoming atmosphere. From high-speed Wi-Fi to soft linens, every element was carefully curated for comfort. We spent our two days marveling at Sugarloaf’s breathtaking vistas, immersed in the dazzling fall foliage, and our evenings unwinding in the condo’s cozy space, watching Netflix! This stay perfectly balanced adventure and relaxation, making our anniversary truly special. We’re already dreaming of our next visit to The Legacy at Sugarloaf and wholeheartedly recommend it to anyone seeking a luxurious, unforgettable fall escape in the heart of Maine’s mountains!

About the host

Hosted by Jessica Pelletier

Host profile image

My name is Jessica, and I am the owner of BP Legacy Properties LLC, a company founded to carry forward a vision I shared with my late husband. Together, we had planned to enter the world of real estate investment following his retirement from a distinguished career in law enforcement. Though he passed before we had the opportunity to begin, I established BP Legacy Properties to honor his memory and build a lasting legacy for our son.

Professionally, I am an Emergency Department Registered Nurse, a role that has shaped my appreciation for attention to detail, clear communication, and anticipating the needs of others. Before nursing, I spent many years in the hospitality industry as a server, bartender, and event planner. That combination of hospitality and healthcare has greatly influenced the way I approach hosting—creating spaces that are thoughtfully prepared, exceptionally cared for, and designed with the guest experience in mind.

As a mom to an active young son, much of our life is spent outdoors. We love skiing, snowmobiling, hiking, ice fishing, and summers at the lake. Those experiences have also shaped the kind of properties I want to offer: elevated and beautifully appointed, while still comfortable, practical, and welcoming for families.

At BP Legacy Properties LLC, my goal is to create more than simply a place to stay. I want guests to arrive and immediately feel that the details have been considered—from a well-equipped kitchen and family-friendly amenities to the small comforts you might expect from a boutique hotel.

The Legacy at Sugarloaf is deeply personal to me, and it is a privilege to share it with the families, friends, and guests who choose to make their own memories here.

Why they chose this property

The Legacy at Sugarloaf was chosen for one simple reason: location. Set slope-side in Gondola Village, the condo offers true ski-in/ski-out access with an exterior door leading directly to the mountain and the Whiffletree SuperQuad just steps away. The Base Lodge and Sugarloaf Village are only a 60-second walk from the building, making it easy to enjoy dining, shopping, après, and resort activities without constantly getting in the car.

But location is only part of what makes The Legacy special. The condo was thoughtfully designed to offer the comfort and elevated feel of a luxury getaway while still functioning beautifully for families and groups. From a well-equipped kitchen and quality linens to custom toiletries, games, books, and family-friendly essentials, the details have been intentionally considered so guests can arrive, settle in, and enjoy their time together.

As an owner-managed property, The Legacy is personally cared for with a strong focus on cleanliness, communication, and the guest experience. It’s the kind of place we would want for our own family—comfortable enough to feel like home, elevated enough to feel like a getaway, and positioned in one of the most convenient locations on the mountain.

And the location extends well beyond ski season. Step outside for direct access to Sugarloaf’s mountain biking terrain, enjoy hiking and scenic lift rides nearby, or head to Sugarloaf Golf Club just a few minutes away. Whether you’re clicking into your skis outside the building, riding the mountain, golfing with a view, or walking next door for dinner, The Legacy makes experiencing Sugarloaf easy in every season.

What makes this property unique

• True ski-in/ski-out access with an exterior door leading directly to the mountain and the Whiffletree SuperQuad just steps away.

• Prime Gondola Village location with the Base Lodge and Sugarloaf Village only a 60-second walk away.

• Elevated yet comfortable design with premium appliances, thoughtfully selected finishes, and the details of a boutique-style stay.

• Genuinely family-friendly, with a highchair, pack-and-play with upgraded mattress and sheets, step stool, toys, books, and games available for younger guests.

• Plenty of room to gather with two bedrooms, two full bathrooms, a spacious living area, dining for six, and additional seating at the kitchen island.

• Flexible sleeping options with two queen beds, a Queen Dream Sofa Sleeper, and a twin pull-out sleeper chair.

• Thoughtful extras including custom toiletries, board games, playing cards, a cribbage board, curated reading materials, and a well-equipped kitchen.

• In-unit laundry makes ski weeks, family vacations, and longer stays easier.

• Four-season access with mountain biking right outside the building, hiking and scenic lift rides nearby, and Sugarloaf Golf Club just a few minutes away.

• Personally owner-managed with a focus on exceptional cleanliness, responsive communication, and a thoughtfully prepared guest experience.

Languages:

English

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