Holiday rentals with outdoor seating in Downtown, Anchorage

Cupples Cottage #3: Downtown, On-Site Car Rental!

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

Downtown Garden Apt. Great Location!

Location! Location! Private, one bedroom apartment. Great neighborhood. Walking distance to downtown restaurants, breweries, shopping, museums, cultural events, railroad & Anchorage’s trail system. Only fifteen minute drive from the airport! Grocery store, coffee bar & deli across the street. Bakery cafe, gourmet wine shop & an organic produce shop nearby. Easy access to Alaskan outdoor adventures-or relax on the patio & enjoy the garden. Unlimited high speed wifi for work & entertainment.

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 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.

Halibut Suite

Cozy downtown apartment with 2 queen beds in separate areas. Full Kitchen with stove, microwave, dishwasher and refrigerator. Bath with shower. There is a washer and dryer available upstairs that is shared with other guests. The apartment is downtown Anchorage, close to 4th Ave. dog sled races, court house and art galleries. My place is good for couples, solo adventurers, and business travelers. Guests have loved this new apartment because it is comfortable and cool with our warm summer.

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.

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.

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.