Holiday rentals in Anchorage

Caribou Flat, 2 Bath, Theater, Bar, Firepit & Yard

Unique Alaskan Wilderness themed stay in the "Big City"! Bar & entertainment. Stand Alone House, Not Shared, No Stairs, Ramp to Front door, Pet Friendly & Fenced Yard! Enjoy the chef's kitchen, with high end appliances, Hexclad pots & pans. Sit back & relax with your favorite beverage under the gazebo, around the firepit. Roast hotdogs in the firepit or fire up the BBQ. Movie theater night? We have you covered with the 120 in projector & popcorn bar End the evening with a night cap @ the bar

Cupples Cottage #2: 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.

Garden Level Getaway

Experience luxury living in this charming basement apartment with a private walk-out garden entrance. It features a fully equipped kitchenette, dining area, and a cozy seating area with a 55" Samsung Smart TV. A king-size bed awaits in the bedroom. The bathroom features a walk-in shower and radiant in-floor heating. The windows have black-out blinds for a restful night's sleep. Enjoy the convenience of an in-unit washer/dryer and the beauty of your private garden. Rich Fir paneling throughout.

Adorable spot in midtown (2)

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.*

Wooded hillside studio apartment

Our place is located in south anchorage up on the hillside surrounded by beautiful trees and right by the hillside park , it’s a very safe and private neighborhood. You will have you own studio apartment to yourself. We are 3.1 miles from the closest grocery store (7 mins). We are 5.5 miles from the alaska native hospital (11 mins). We are 0.8 of a mile from hilltop skii area and hillside park (3 mins) and about a 5 min. walk. We are 2.4 miles from the alaska zoo (5mins).

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.

Amazing Alaskan Retreat In U-Med District!

Visiting Alaska for Work or Fun? This immaculate 1-bedroom home is centrally located walking distance to Providence Hospital and UAA and many nearby restaurants. The bathroom has spa quality toiletries. Smart TV, high speed internet, fully equipped kitchen with a Keurig Coffee Maker, microwave, and gas range. Washer and Dryer in home. This property has no shared walls and we would love to host you and your furry friends on approval too!

Hillside Haven - Cozy & Bright!

Convenient, calm and spacious 1 bedroom, 1 bathroom apartment on the Anchorage hillside. Just a few minutes from all of the conveniences of the city, but tucked away in a quiet neighborhood close to trails, parks, Hilltop Ski Area, the Alaska Zoo, and lots of other fun adventures! Features include fully equipped laundry room and kitchen, Smart TV, and super fast WiFi. Settle in and enjoy a quiet, cozy, hillside retreat.

Private southside Mother-in-law studio apartment.

Charming southside mother in law studio. South facing windows shaded with trees offers just enough privacy yet lets dappled light come through. Private entrance includes an outside seating area for morning coffee. Inside provides many amenities to make your stay comfortable. Please, no scented candles or incense as the upstairs tenant is extremely allergic.