Places to stay near Hillberg Ski Area

Cupples Cottage #4: Downtown!

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 3 generations and the property has been reimagined as Cupples Cottages Vacation Rentals, operating since 2017.

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.

The Carriage House *Downtown Elegance* SUNNY Deck

Your own elegant house in the best downtown neighborhood. Built in 2020. Radiant-floor heat throughout. Perfect for executive rental or WFH. Stroll 3 blocks to City Market/coffee bar/deli. 3 blocks to Denna’ina Convention Center. Short jog to Lagoon and Coastal Trail. Huge deck with gas grill. Well-equipped kitchen with coffee maker, pots, pans and pantry essentials. Fast WiFi, 50" smart TV, heated garage parking.

#1 Downtown 1-Bedroom Apartment

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. If more space is needed we have additional Airbnbs in the same building.

Wolf's Downtown Den with a view and parking

**A view with a free parking space! ** Our third-floor corner condo is located in Downtown Anchorage, minutes away from experiencing our local food, craft beer, shopping, entertainment, beautiful trail systems, and railroad depot. You'll enjoy breathtaking views of the Inlet, Sleeping Lady, and on a good day, Denali. Come plan your next adventure with us!

Chugach Mountain View’s Eastside Anchorage

The guests will have their own space, including private entrance, living areas, kitchen, bathroom, it has 2 bedrooms, the first room equipped with queen size bed, second room has a single bed. There is deck , a grill in the back yard and a porch for the guests to enjoy during their stay especially during a long summer day.

The Pebble House Studio

Welcome to Spenard, the heart of Anchorage! The Spenard neighborhood hosts many of Anchorages best activities: restaurants, nightlife, and community events. Spenard is convenient to the airport as well as downtown making it a great location to experience all that Anchorage has to offer!