Family-friendly holiday rentals in Downtown Anchorage

Downtown Historic Attic Suite

This upstairs suite is in an historic 1917 cottage, in downtown Anchorage, and is a rare find! Steps away from restaurants, bars, convention center, bus station, museum, bike trails, parks and pubs. It shares the building with a hair salon on the main level. With a private entrance, it is upstairs under the attic eaves, so the bathroom ceiling is slanted (FYI super tall people!) quality towels & linens, a full-sized pull out sofa bed in the living room, the queen bed is cool gel memory foam!

Downtown Luxurious Loft, Private with parking

This stylish loft w/ Private Entrance is located Downtown just off the park strip within walking distance of all downtown Anchorage attractions. Upstairs Studio with city views. Loft has a 65” smart TV, small fridge, microwave, toaster/fryer oven, Instapot and washer & dryer. Shared Barbecue grill and seating area on the patio. The loft is separated from the main home and offers privacy. We also have a Porsche Macan SUV that is available to guests only. If interested please contact host.

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.

11th Ave Studio

Our spacious studio is located in an older neighborhood near downtown Anchorage, within walking distance of restaurants and shops, museums, the coastal trail, and Westchester Lagoon. You’ll love the airy space with views of the Chugach Range. The space is above a detached garage, has a separate entrance, and plenty of privacy. It is ideal for single travelers, couples, or families with kids who don't mind that it is a single space. There's a queen bed, a futon, and a large couch.

Peaceful Suite - South Anchorage: The Cozy Bear

Welcome to the Cozy Bear in Anchorage! We welcome you to our peaceful, residential Lower Hillside neighborhood on a quiet cul-de-sac in Southeast Anchorage near Abbott Community Park & Far North Bicentennial Park. The Cozy Bear is centrally located 15 minutes from the airport with easy highway access for epic adventures and sightseeing! We are a husband-and-wife team living the dream in Alaska! We’re on hand to support our guests as little or as much as they wish.

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.

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.

Denali Street Garage (downtown + airport nearby)

Located in one of oldest and most diverse neighborhoods in Anchorage, Denali Street Garage is a 20-minute walk to the Anchorage Museum as well as downtown bars and restaurants. The Garage is also a short 13-minute drive from the airport. Offering the best of both worlds, the highway out of town is blocks away. Within minutes, you'll be on the road to your next Alaska adventure to Denali, Seward, Homer, etc.

#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.