Family-friendly holiday rentals in Downtown Anchorage

Downtown Garden Apt. Great Location!

Location! Location! Private, one bedroom apartment. Great neighborhood. Close to downtown restaurants, breweries, shopping, museums, cultural events, railroad & Anchorage’s trail system. Beautiful, wildlife certified, bird & pollinator friendly summer gardens. Only fifteen minute drive from the airport! Easy access to nearby Alaskan outdoor adventures-or relax on the patio & enjoy the garden. Unlimited high speed wifi for work & entertainment. Grocery store, coffee bar & deli across the street.

Downtown Portside Hideaway

This newly renovated cottage is in a downtown setting yet out of the bustle of busy city streets. It has a great view of the inlet and port, ands sits above the railyard. The bedroom has a KING size cool foam mattress and full bathroom with shower. On chilly nights enjoy an electric fireplace while cooking in the fully equipped kitchen. The large backyard has a deck with table and chairs, as well as a firepit. There is a desk to work at and high-speed wifi internet, plus a free parking space.

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 #3: 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.

Downtown Vintage Charm

Enjoy your stay in this spacious, one-bedroom mother-in-law apartment with a light-filled living room. Located on a dead-end street in a friendly neighborhood, this cozy spot is minutes from the heart of downtown, three blocks from a popular local coffee shop and grocery store, and a few minutes walk from coastal trail access and Westchester Lagoon. You’ll love the tree and mountain- filled views, gorgeous sunsets, and bird watching from the living room windows.

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)

Downtown Executive Unit w/ Heated Garage

One bedroom apartment, above the garage, which is available for your use, in walking distance of restaurants, convention center, the Anchorage Museum, Nesbitt Courthouse, Performing Arts Center, locally owned bakery/coffee shop/grocery market, paved trail system. Great care was taken in the design and decor. We are so excited to share the space with you while you adventure in Alaska! No smoking and no pets, please.

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.

Cozy, Stylish, Downtown Apartment

My place is located in a safe, popular neighborhood in downtown Anchorage, walking distance to city center. You will love my place because it is close to Anchorage's extensive trail system for outdoor activities, and easy walking distance to restaurants, bars, the museum, shops, parks and other downtown attractions. The space is perfect for couples, solo adventurers and business travelers.