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Cupples Cottage #3: Downtown, On-Site Car Rental!

Welcome to the award winning Cupples Cottages! This 600sf flat was recently renovated and is beautifully furnished. When built in 1952 by my late grandfather these units were offered fully furnished providing temporary housing primarily to the construction workers living away from their families working on my grandfather's construction crew. Fast forward over 70 years and 2 generations and the property has been reimagined as Cupples Cottages Vacation & Vehicle Rentals, operating since 2017.

Spacious Mountainside Studio

Located on the 3rd floor (walk up) in the Timberline Building, condo is very spacious and in walking distance to the Alyeska resort and several great restaurants and shops. Hiking, biking, or skiing are right outside the front door! The building is typically very quiet, making it great for families or travelers seeking a peaceful reprieve in the great little town of Girdwood. The space is ideal for 1-3 people but can accommodate 4. We hope you enjoy your Girdwood adventure as much as we do!

Comfortable and Cozy Girdwood Cabin

The cabin is conveniently located between Alyeska ski resort and Girdwood town square (next to Girdwood Brewing Company!). Thoughtful and modern amenities with a log cabin design - attention to the small details. Romantic retreat or family vacation; sleeps 2 couples or a family of 4 comfortably (additional guests upon request). Ideal for Alaskan adventures - skiing in winter and hiking/glacier/wildlife sightseeing in the summer. A-Chalet welcomes you as you explore the beauty of Alaska!

Mini Nordic Spa with hot tub, sauna & fire pit …

Warm and cozy ski themed house with 3 bedrooms and 2 baths, central to everything in Gird! Enjoy the 6 person hot tub, 6 person cedar sauna and fire pit all year long. The home is a short walk to numerous restaurants, including the Double Musky (voted #1 rest in AK) and town square and the Girdwood Brewery! The home has a brand new Weber BBQ, board games, a record player with lots of vinyl from the 70’s and 80’s, etc. and a 75” TV with blankets to curl up with.

Carriage House's Cozy Timber frame Cottage - Kobuk

"Kobuk's Stall" is named after the beautiful white Percheron horse that once lived at "Carriage House Accommodations" a small Boutique property offering 4 timber frame cottages/apartments. This luxury, craftsman style efficiency apartment is designed for the discerning traveler with a deluxe king bed, full bath and kitchenette. Guests have shared access to all the properties amenities including a beautiful timber frame gazebo and hot tub open year-round.

Hillside Holiday Base Camp

Welcome to your home away from home in Anchorage, Alaska! The house is in a quiet neighborhood on the base of the Chugach Mountains. This private location is nicely wooded, features mountain views, and is conveniently located adjacent to Anchorage's world class hiking, biking, and skiing trails. The Alaska Zoo and Anchorage Golf Course are also very close. Grocery stores and excellent restaurants are just a few minutes away.

Alpine Chalet Nestled in the Woods

This 2 bedroom 1 bath chalet is the perfect getaway for a ski vacation or summer Girdwood experience. The chalet has its own private entry, kitchen, sunken living room, and jacuzzi bath. This house is shared with a mother in law apt in the back, which the owners, Molly and Dan, live in. We are Girdwood locals who are excited to share what our town has to offer.

Alyeska Hideaway Log Cabins "Glacier Cabin"

Glacier Cabin is a one room cabin with a queen bed on the main floor and sitting area. The loft also has a queen bed, there is a ladder for the nimble to access! The bathroom features a claw-foot tub which is great for soaking after a long hike or ski. We live next door to our cabins and are here to welcome you and help you plan your adventures.

The Nest on Timberline

Enjoy modern comforts and an unobstructed view near the base of Alyeska Ski Resort in Girdwood. Comfortably sleeps a couple or up to a family of three with kitchenette and wood stove. Easy walk through a quiet neighborhood to a gorgeous waterfall. Loads of activities nearby and late check out to maximize your stay.