Family-friendly holiday rentals in Downtown Anchorage

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.

Cozy, newly renovated 1-bedroom unit (1)

Enjoy a stylish experience at this centrally-located place. Equipped with amenities and a Roku TV, this renovated apartment has everything you need to make your stay comfortable. This spot is located 9 minutes from the airport, 6 minutes from downtown, and is in walking distance to restaurants and stores. We look forward to hosting you! *Before booking, please read the entire listing description to get an understanding of the pros/cons, sleeping arrangements, house rules, and more.*

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 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.

Downtown efficiency with a view

Small efficiency apartment located above the garage of nice home located two blocks south from the west end of the Anchorage Park Strip. Private entrance and private space. View of Chugach mountains. Walk to downtown or coastal trail. Queen bed. Jacuzzi bath. Cable tv, Apple tv for streaming, and wi-fi. Washer and dryer. Toaster oven, coffee maker, and fridge. Coffee and tea provided. Does not have a full kitchen.

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.

Cozy, Stylish, Downtown Apartment

My place is located in a safe, popular neighborhood in downtown Anchorage, walking distance to city center. You will love my place because it is close to Anchorage's extensive trail system for outdoor activities, and easy walking distance to restaurants, bars, the museum, shops, parks and other downtown attractions. The space is perfect for couples, solo adventurers and business travelers.

Coho Silver Salmon Suite

This ground apartment is an ideal location in downtown Anchorage near restaurants, art galleries, trails. This apartment has a large bedroom with a king sized bed. The living room has a very nice sofa queen bed that will accomodate two people. I am a 5 star superhost. Please see my reviews on other Red Salmon properties: CHINOOK KING SALMON SUITE and SOCKEYE RED SALMON.