Vacation rentals with outdoor seating 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.

Alpenglow Loft ~ 1Br/Ba W&D Radiant Charmer

Unique modern loft 1 bedroom/1 bathroom apartment. Cool A/C in bedroom, spiral staircase, sunny floor-to-ceiling windows and live plants. Comfortably furnished, conveniently located between Midtown and Downtown Anchorage. This charming home base is perfect for embarking on your Alaskan getaway. The unit is equipped with a full-size washer/dryer, 43” Smart TV, stocked kitchen, and fast Wi-Fi for your convenience. However, due to the spiral staircase, we do not recommend this unit for children.

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 #2: 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.

Elephants on 11th - Close to Downtown-Kitchenette

Maggie's suite at Elephants on 11th is a one bedroom, one bath apartment on the lower level within a 1940s era duplex one block from the Park Strip in Anchorage. This charming space was upgraded within the last five years and includes a compact bedroom with queen size bed, full bath and sitting area with sleeper sofa and kitchenette that includes a small refrigerator, microwave and Keurig coffeemaker. Walking distance to parks, trails and all downtown Anchorage offers.

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 White House Anchorage - 1 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.

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.