Family-friendly holiday rentals in Downtown Anchorage

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 #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.

New Guest Apartment on the Coastal Trail

Located near the Airport and on the world famous Coastal Trail right on the water of the Cook Inlet, the location boasts a super fast (fastest) internet connection and unlimited downloads for business traveler’s needs. We are in a quiet and safe neighborhood and have free dedicated parking for our guests. Literally 5 minutes to the airport, 5 minutes to downtown and midtown Anchorage by car. We also provide two Bikes and Tennis equipment for your enjoyment during summer months.

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.

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.

Cozy Retreat, Close to Trails

Immerse yourself in all Alaska has to offer, from culture to nature, at our cozy and peaceful retreat— fully private apartment on entire first floor. This simple but comfortable space offers a sanctuary in the heart of the city, with the great Alaskan outdoors only minutes away. Book your stay with us today and discover the perfect blend of urban convenience and easy access to endless trails in the mountains.

#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.

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!

2 Bedroom Modern Condo in Heart of Downtown

Location, location, location!!! This condo is in the heart of one of Anchorages most sought after neighborhoods with views of the ocean from the port style windows, walk to everything in downtown, right across the street from Elderberry park and the start of the coastal trail. This well appointed condo is sure to impress every traveler!