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Bedrooms 4
Property type condo
Minimum Stay 2 - 6 nights

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Minimum Stay
2 - 6 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 an hour
Response rate:
Calendar last updated:
January 19, 2017

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 Sugarloaf

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.


Exceptional! 5/5 -
(7 traveler reviews)

average rating of 5.0 based on 7 reviews

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: Feb 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: Jan 2015
  • Source: HomeAway
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Top Notch

  • 5 of 5

We had a great stay at Sugarloaf. Gary is terrific to work with. The condo is lovely and one of the most well equipped we have ever stayed in, and immaculately cared for. Gary is extremely reliable and prompt in all communications. We couldn’t have been in better hands.

  • Submitted: Jan 27, 2015
  • Stayed: Dec 2014
  • Source: HomeAway
Owner's Response: Thank you so much for your kind words ! We love sharing our condo with special folks like you..........please come again !
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A piece of paradise

  • 5 of 5

This condo was like a piece of paradise. Right on the West Mountain Slope, it's quiet and has amazing views. The condo is clean and has everything you want for a fun and comfortable stay. The condo is very well kept and has great amentities.

We had a total of 9 people staying in the condo and everyone had a place to sleep. In the AM we would go ski right to the Sugarloaf Base Lodge. In the afternoon we'd come back to the condo, and sit by the fire, listen to some tunes (we love the mix CDs) and have a nice cold beer.

We would highly recommend this condo to anyone and will be staying here again!

  • Submitted: Jan 13, 2015
  • Stayed: Jan 2015
  • Source: HomeAway
Owner's Response: Thank you, Alyson ! So pleased that you and your family had a great weekend. I'm sure that the sunny blue sky and great snow conditions helped!!
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Very nice townhome-recommended!

  • 5 of 5

Gary & Cilla have the perfect townhome for our family. My daughter loves the Inlaw suite in the basement and calls it "her apartment". You could comfortably have a family of 6 or more stay here. The living area is very comfortable for playing Cribbage in the evening or relaxing by the gas fire. The flat screen TVs are nice. The kitchen is well equipped & we were able to both BBQ and bake our meals without improvising on bowls or utensils. Everything works. It's well equipped, up-to-date, very clean & neat, and just a nice place to stay. If there is snow, you can nearly ski home otherwise you need to drive or take the shuttle to the slopes. They could use a hottub on the deck like the neighbors but that's might be a bit much to expect. We have been twice & plan on returning.

  • Submitted: Nov 28, 2012
  • Stayed: Nov 2012
  • Source: HomeAway
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1 0
Cape Elizabeth, Maine

Fabulous Mountainside Getaway

  • 5 of 5

We thoroughly enjoyed our stay at this mountainside condo. It is spacious, tastefully decorated and comes equipped with all of the amenities you could ever need. It's the perfect place to come back to after a long day of hitting the trails. The owners are friendly, generous and they keep this vacation home in impeccable condition.

What a wonderfully relaxing ski getaway! We only wish we could have stayed longer! Thank you and see you next season!

  • Submitted: Apr 12, 2010
  • Stayed: Feb 2010
  • 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

Carrabassett Valley Condo Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Winter School Break
Feb 19 2017 - Feb 25 2017
6 night minimum stay
My Standard Rate
2 night minimum stay
Notes: Rates are based on 6 guests; add $25 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $500
Cleaning Fee $175
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.
Enter dates for accurate pricing
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Carrabassett Valley Condo Accommodation and Amenities

Property Type:
  • condo
  • Guests provide their own meals
Floor Area:
  • 1800 sq. ft.
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
  • children welcome
  • non smoking only
  • pets not allowed
  • 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!!

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