Holiday rentals in Downtown Anchorage

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!

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.

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.

The White House Anchorage - 2 BR

Location! Location! The White House Anchorage is located in the heart of the city. » About 10-15 minutes from the airport » Walking distance to everything downtown Anchorage has to offer » Go for a walk/run or a bike ride on the acclaimed Tony Knowles Coastal Trail » Walk to Westchester Lagoon Parking is available on property in addition to free on-street parking along the front of the house. High speed wifi is available on all corners of the property.

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.

Wolf's Downtown Den with a view and parking

**A view with a free parking space! ** Are you ready for a getaway? 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!

Cute and Cozy Downtown Apartment (2)

Kick back and stay awhile in this stylish space conveniently located in downtown Anchorage! This 2-bedroom haven is the epitome of comfort and convenience, allowing you to relax and recharge. With prime access to downtown attractions, dining, and entertainment, this is the perfect base for your Alaskan adventure. We look forward to hosting you! *note: Fireplace is unavailable for use.

Mid-Century Hideaway Near Downtown Anchorage

Enjoy mid-century charm and modern comfort in this stylish Anchorage duplex by Chester Creek. Relax by the gas fireplace, sip espresso from the complimentary machine, and take in the scenic creek views. With two bedrooms, full kitchen, washer/dryer, and no shared spaces, it’s the perfect home base near Downtown, Midtown, and Chester Creek Trail.

Sockeye Red Salmon Suite

Great place for Alaskans to stay while in town Christmas shopping. My place is in Downtown Anchorage with views of inlet; restaurants, art galleries 1-2 blocks; it is newly constructed and near walking trails. It is a good landing spot for couples, solo adventurers, and business travelers. It is 1 of 2 of the main floor of a 4 unit building.