Places to stay near Hillberg Ski Area

Cupples Cottage #4: 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.

Garden Level Getaway

Experience luxury living in this charming basement apartment with a private walk-out garden entrance. It features a fully equipped kitchenette, dining area, and a cozy seating area with a 55" Samsung Smart TV. A king-size bed awaits in the bedroom. The bathroom features a walk-in shower and radiant in-floor heating. The windows have black-out blinds for a restful night's sleep. Enjoy the convenience of an in-unit washer/dryer and the beauty of your private garden. Rich Fir paneling throughout.

Tiny home on wheels

"Bentley the Bus " has running water, electricity, heat, AC, WIFI, kitchen , shower and a regular toilet. Our floor plan allows to keep work and play separate as you are able to cook, lounge and enjoy yourself in the front of the bus, a private separated bedroom in the back where sweet dreams await. Two sofas in the front of the invite to be comfy with a movie - Bring Fido( no cats) who is welcome to stay with you for a small fee. Parking available. NOTE: BUS CAN'T BE DRIVEN BY GUESTS

A Place For The Whole Family

Welcome to your perfect family-friendly getaway! This beautifully designed 2-bedroom apartment combines charming farmhouse aesthetics with modern comforts. The master bedroom features a luxurious king bed, while the second bedroom has two cozy twin beds, ideal for kids. A comfortable fold-out sofa in the living area provides additional sleeping space. Cook up a storm in the fully stocked kitchen, and enjoy the convenience of 1.5 bathrooms and an in-unit washer and dryer.

Waterfront View of Denali, Alaska Range and Ocean.

Nestled within a private corner of Bootleggers Villa is a Brand New Private Suite with a personal entrance and private patio. Located near downtown offices, and suffused with the feeling of privacy and security. Our location is a short stroll to downtown Anchorage, and an easy drive to adventurous Alaska. Outdoor comfort with sunset-facing private patio. Enjoy, barbecues and relax with a view of Cook Inlet, the Alaska Range all from charming Bootlegger’s Cove.

UnderHill on Government Hill

Super cozy, one bedroom, finished basement apartment. Conveniently located in the historic Government Hill neighborhood, near restaurants, greenbelts & scenic areas, and a People Mover (bus stop route 41 - couple of blocks away) It is great for a tranquil getaway right in the heart of the city, only 1.5 miles away from Downtown and the Alaska Railroad Depot, 7.5 miles away from the airport and a minute drive from the military base (JBER - Government Hill gate)

Sleeping Lady Suite

This bright and sunny space is convenientally located for your vacation needs. It is close to the military base, hospitals, and the University of Alaska. The building is also just a quick drive to downtown Anchorage. You will love its rustic charm, quiet neighborhood, privacy, and extra space. Features private patio, fenced yard, washer/dryer. 2 bedroom/1 bathroom. Perfect whether you are enjoying a quick trip, or a long stay.

Hillside Haven - Cozy & Bright!

Convenient, calm and spacious 1 bedroom, 1 bathroom apartment on the Anchorage hillside. Just a few minutes from all of the conveniences of the city, but tucked away in a quiet neighborhood close to trails, parks, Hilltop Ski Area, the Alaska Zoo, and lots of other fun adventures! Features include fully equipped laundry room and kitchen, Smart TV, and super fast WiFi. Settle in and enjoy a quiet, cozy, hillside retreat.

#4 Downtown 1-Bedroom Apt

Enjoy a stylish experience at this centrally-located place. Newly renovated 1 bedroom apartment right in urban downtown Anchorage! Enjoy all the comforts of home in this lovely apartment only 1 block from the Anchorage Museum. Walking distance to all the restaurants, venues, parks and events downtown Anchorage has to offer.