Holiday rentals in Downtown Anchorage

Downtown home Wi-fi free parking

Welcome home! You are right in the heart of downtown. This charming home offers a big yard, free WiFi, and parking. You are 3 blocks from the park strip, shops, and restaurants, and 2 blocks from the Anchorage farmers market. You may want to stay in. Cook in the fully-equipped kitchen, Grill out in the backyard or snuggle up in front of one of the 3 massive smart tvs. Experience the best of Anchorage with the comfort and amenities of home. Book your stay now for an unforgettable Alaskan getaway!

View~Top Floor~Mid Century~Downtown Studio

This studio is on the 6th floor of a historical building in the heart of the city. It's filled with vintage mid century décor. The original metal cabinets are stocked with basics. The location is the best thing about this studio. It's close to the train station, the coastal trail, pubs, restaurants, shops and galleries. The building locks at 5:00pm so if you arrive in time, you won't need assistance checking in. The historical building has an elevator, but there are about 4 steps to navigate.

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!

Modern Hideaway with Private Terrace in Downtown

**Stairs are required to access all levels, so please consider mobility needs.** A modern three‑story condo in Downtown Anchorage with stunning views of Mount Susitna “Sleeping Lady”, the Knik Arm of the Cook Inlet, and the Port of Anchorage. Steps from top restaurants, bars, the historic Alaska Railroad train station, the famous Tony Knowles Coastal Trail, and iconic Ship Creek salmon fishing. Enjoy luxury finishes, an unbeatable location without the noise, and free private parking.

Sunset Patio Suite · Cook Inlet Views · Downtown

Wake up to panoramic views of Cook Inlet and the Alaska Range from your own private, sunset-facing patio in charming Bootlegger's Cove. Tucked in a quiet corner of Bootleggers Villa, this ground-floor suite has a private entrance and patio — minutes on foot from downtown Anchorage, yet completely private and secure. Fire up the BBQ and watch alpenglow paint the Alaska Range at sunset. In summer, wave at the trains to Seward. In winter, the northern lights often dance right overhead.

Cupples Cottage #1: 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 2 generations and the property has been reimagined as Cupples Cottages Vacation Rentals, operating since 2017.

Uptown in Downtown

Location, location, location!---with a view and a free parking spot too! Situated in a historic and secure building in the heart of downtown you can easily walk to restaurants, art galleries, shopping, the museum, coastal trail, Ship Creek and the railroad depot. There is a view of the inlet and Mt. Susitna (Sleeping Lady) along with gorgeous sunsets (weather permitting) from both the main living area and the bedroom. There is an electric fireplace and a dishwasher.

Glacier Bear Loft: Downtown + Design + Adventure

Experience the Alaskan wilderness from a modern loft steps from downtown. This remodeled loft was designed to be an inspiring home base for exploring, relaxing, and working remotely. Welcome drink, indoor swing, record player, local coffee, AK treats, and plush robes are a few of the fun amenities. Along with providing you a memorable home base, we are committed to promoting conscientious travel and supporting local Alaskan businesses and charities.

Stylish Downtown Studio - Free Parking plus Kitche

Modern, fully remodeled studio in the heart of downtown Anchorage. This thoughtfully designed space features a comfortable queen bed, full-size pullout sofa, and a fully equipped kitchen. Enjoy free parking, 24-hour secure building access, and walkability to restaurants, coffee shops, and local attractions. Perfect for business travelers, couples, or small groups looking for a clean, stylish, and convenient home base.

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.

Wolf's Downtown Den with parking STR20260039

**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!