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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927


Bedrooms 4
Space 1,800 sq. ft.
Property type condo
Minimum Stay 2 - 4 nights


About the property

3 Level Deluxe Townhouse - 4 bedrooms, 3 bathrooms

Our luxurious townhouse condo features 3 levels of living space with a downstairs full suite. Located at Timberline Lodges, right on West Mountain, it overlooks picturesque Bigelow Range and Crocker Mountain. There is a complimentary Shuttle Bus which runs daily and picks up at entrance. The condo is within walking distance to the West Mountain chair lift.

Sugarloaf Details: Sugarloaf Mountain is the highest elevation in the area. It features activities for the whole family, to name a few: turbo tubing, snowboarding & skiing, fitness, bonfires, fireworks/torchlight, ice hockey, health clubs, snowshoeing and plenty of shopping and dining. At 4,237 feet Sugarloaf is Maine's highest ski-able peak with 54 miles of trails, total of 15 ski lifts, 200 inches of average snow fall with 95% snow making coverage.

Our home away from home: Our home away from home is warm, toasty, romantic, centrally located to all restaurants, shops, events and other attractions, on beautiful West Mountain. Enjoy all the winter activities available or snuggle and get cozy in front of the stone fireplace.

Only Building Townhouse with added level of living space (33% more sq ft) in Timberline Lodges development.

More Details

Gary Gillespie
Member since: 2009
Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
January 4, 2018

About Gary Gillespie

We have been Mainers our whole lives and love the Carrabassett Valley retreat that we had built and purchased. We currently live in Scarborough, Maine and enjoy our beaches, lighthouses,Old Port Area shopping districts and the many fine restaurants that Portland offers. We are at the point in our lives where we crave the Winter warmth and sunshine in the Caribbean, Arizona & Florida during the Maine winter months.

That said, we are now renting our little piece of paridise during the winter ski season for our guests to enjoy. Sugarloaf Area is the finest ski resort in the Northeast and we have enjoyed many years of cross country and downhill skiing. Gary has been a 'Sugarloafer' since 1971 and will never forget his high school skip days when the mountain is covered in fresh snow and just 'Had to Go to the Loaf '.

Our Summers are now vacations at our condo in Carrabassett Valley where we enjoy the many natural gifts that the area offers. ( Hiking, Kayaking, Fishing, Biking, Running, Hometown parades and festivals)

Sugarloaf area is a 4 Season resort and only a 3.5 hour drive to Quebec City and Montreal, Canada .

Gary Gillespie purchased this condo in 2008

Why Gary Gillespie chose Carrabassett Valley

We are the first owners and selected the best building lot of Timberline Lodges. Our unit selection now enjoys an unobstructed view of Crocker Bowl and Bigelow Range from our rear deck, living room and master bedroom. Our back yard terrain slopes downhill to the South Branch of the Carrabassett River. The Spring melt off creates a roaring river which is a very pleasing sound of nature as we drift off to sleep.

Wildlife is all around us and the sounds of darkness become alive while we enjoy sunsets towards Bigelow. We absolutely love our property and is a natural fit for all of our special guests.

What makes this condo unique

In Winter, the finest skiing in the East is right outside our door. Mountainside shuttle transportation provides easy access to the base lodge in a few short minutes without the hassle of parking. In these months, Sugarloaf becomes a small town in itself and is truly fun, alive and well !

Our cozy unit is always warm with our fireplace, fine wines, great friends and family. We invite you to share our 'little piece of heaven'.

We are situated on the quiet side of the mountain where our sleepy hollow neighborhood resides. Our neighbors are wonderful and most condos are shared by friends and members of all ages within their family tree.


Carrabassett Valley Condo Accommodation and Amenities

Property Type:
  • condo
  • Guests provide their own meals
Floor Area:
  • 1800 sq. ft.
House Rules:
  • Check-in: 2:00 PM / Check-out: Noon
  • Max. occupancy: 8
  • children welcome
  • pets not allowed
  • non smoking only
Location Type:
  • Mountain
  • River
  • Away From It All
  • Romantic
  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Clothes Dryer
  • Fireplace
  • Hair Dryer
  • Heating
  • Internet
  • Laundry Soap
  • Linens Provided
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Security System
  • Shampoo
  • Telephone
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Garbage Disposal
  • Ice Maker
  • Kitchenette
  • Lobster Pot
  • Microwave
  • Mini Refrigerator
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 8 people
  • 3 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , combination tub/shower
  • Master bathroom is very spacious and overlooks Bigelow Range. All bathrooms are furnished with plenty of towels. There is a hairdryer available in every bathroom, as well as samples of shampoo, conditioner and soap.
  • 4 Bedrooms, Sleeps 8
  • Bedroom 1 - 1 queen , 1 sleep sofa /futon , pull-out sofa bed
    Bedroom 2 - 1 queen , master bedroom with bath
    Bedroom 3 - 1 queen , Upstairs Guest Room
    Bedroom 4 - 2 twin/ single , Children's Bunk Bed
  • There are two furnished bedrooms upstairs, one available for reading room or sleeping. Downstairs suite features a queen size bed and a sofa bed and a full bathroom, as well as a mini fridge, microwave, 4-cup coffee pot and a sink. Also includes a gas stove- 'Jotel style' and a washer/dryer available. All bedrooms are furnished with extra linens.
  • Books
  • CD Player
  • DVD Player
  • Games
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Library
  • Balcony
  • Golf
  • Outdoor Grill ...
  • Outdoor Grill Gas
  • Wood Deck
  • 4 garden chairs
  • Long-term Renters Welcome
  • wheelchair inaccessible
  • autumn foliage
  • churches
  • forests
  • library
  • pond
  • recreation center
  • restaurants
  • waterfalls
Leisure Activities:
  • antiquing
  • bird watching
  • photography
  • scenic drives
  • sight seeing
  • sledding
  • walking
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • fishing
  • fly fishing
  • golf
  • hiking
  • ice skating
  • mountain biking
  • mountain climbing
  • mountaineering
  • rafting
  • skiing
  • swimming
  • whitewater rafting
The condo is furnished with a meticulously maintained upscale decor. Turn-key condo ready for your vacation!!


Wonderful! 4.9/5 -
(11 traveler reviews)

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average rating of 4.909091 based on 11 reviews
Falmouth, Maine


  • 5 of 5

We spent a long weekend here and it was lovely. The condo has that "brand new" appearance with very tasteful decor. It's spacious, yet cozy and very well stocked. Cable and Wi-Fi work perfectly, and parking is right out the front door. The condo is off the beaten path, very quiet and peaceful; yet the shuttle takes you anywhere you need to go. The owner is very responsive and attentive. There are no negatives to this place!

  • Submitted: Feb 9, 2017
  • Stayed: January 2017
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for your very kind review ! We are so pleased that you enjoyed our place and hope that you become another returning guest in the future. Thank you, Gary & Cilla
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  • 5 of 5

Stayed at this beautiful condo for an amazing ski weekend! We had a group of 7 and there was plenty of space for everyone to be incredibly comfortable. The bottom floor has a large bedroom/kitchenette living area as well as 3 good size bedrooms upstairs, all tastefully decorated. The main floor living area has a wonderful gas fireplace and cozy furnishings that make it relaxing after a day on the slopes! The kitchen was very well eqiupped with not only cookware but extras like cooking spray, foil, spices,etc.

Working with the owners Gary and Pricilla was an absolute delight as they were so friendly and gracious.

Having stayed at many ski condos I can say without reservation that this one is an absolute winner! We would love to come back again!

Thank you for sharing this special place!

  • Submitted: Mar 20, 2017
  • Stayed: March 2017
  • Source: VRBO, from HomeAway
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Fantastic spot. Great space for the long weeeknd with the two families - 4 adults and 3 kids total

  • 4 of 5

Very clean, fully equipped. I might suggest upgrading the downstairs tv and upgrading to a full size keurig versus a single cup coffee maker but all minor things ! The west lift was not turning at all but guessing that was a result of weather. We did ski home all 3 days though. Love the Loaf and look forward to the return. Thanks again.

  • Submitted: Mar 13, 2017
  • Stayed: March 2017
  • Source: HomeAway
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Best winter/summer family vacation spot

  • 5 of 5

If you are looking for a cozy, convenient, relaxing setting for your ski or summer vacation, this is your spot! Our family of 4 (including 2 boys ages 4 and 6) could not have been happier at Gary and Priscilla's townhome. It's clean, cozy and has everything you could need. There is a convenient shuttle service to take you to the mountain. The owners are so nice and accommodating and readily available to answer any questions. We would love to come back ASAP!

  • Submitted: Feb 13, 2017
  • Stayed: February 2017
  • Source: VRBO, from HomeAway
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One of the Best on the Mountain

  • 5 of 5

You really can't ask for a nicer place at Sugarloaf. New construction that is really well maintained and furnished. The owners are very responsive and helpful. Highly recommended.

  • Submitted: Feb 12, 2015
  • Stayed: February 2015
  • Source: HomeAway
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Excellent times at Sugarloaf 227133

  • 5 of 5

We cannot say enough great things about our stays at Gary & Cilla's wonderful Timberline Townhouse. It is spacious, impeccably kept and very comfortable. The townhouse is well appointed and every comfort is thought of. We are return renters and highly recommend this rental for those wanting a truly positive experience at Sugarloaf.

  • Submitted: Feb 7, 2015
  • Stayed: January 2015
  • Source: HomeAway
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Nearest Airport
150 Miles
Portland International Jetport
Car: necessary

Our Condo is located on scenic West Mountain overlooking Crocker Mtn and Bigelow Range.

Sugarloaf offers Downhill and Cross Country Skiing, Snowshoe Trails, Ice Skating, Night Tubing, and many more fun Winter activities. Beautiful Snowmobile Trails are throughout this Western Maine area.

Sugarloaf is located approximately 40 miles from Rangely Lakes Area and Saddleback Mountain Ski Resort.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $175
Refundable damage deposit $500
Tax Rate 9.0%

Additional Guest Fee $25/pp over 6 persons

Owner's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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