Holiday rentals with outdoor seating in Anchorage

Squeaky clean & quiet loft near Providence & UAA

Spotless, cozy 1-BR remodel on quiet street, just blocks from Prov and UAA. Small and sunny unit with deck, vaulted ceilings and south windows. New mattress, towels & linens. Leather couch and 50" Smart TV. Great for UAA and med travelers, 7 miles to the airport. One-burner stove, no oven. Coffee pods & French press. Walk to Starbucks, Thai Kitchen, Serrano's, McDs, Taco King, Japanese, Himalayan, Uncle Joe's Pizza, Blue Fox Bar & donuts too. Private keycode and parking. Brand new washer/dryer.

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.

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.

Private backyard, firepit, mtn views, full kitchen

Quiet guest suite of a family home outside the city with private backyard: •Full kitchen and private entrance •Fire pit and gas grill •On-site laundry (shared) •20 minutes to the airport/5-15 minutes to the best hiking trails •Mountain views and sounds of Rabbit creek from the valley below One review: "...amazing find in Anchorage...extremely clean, convenient and in a beautiful location. Hosts were well organized...Impressed with the professionalism exhibited by these property owners."

Alpenglow Loft ~ 1Br/Ba W&D Radiant Charmer

Unique, modern, loft apartment with spiral staircase and sunny floor to ceiling windows and live plants. Comfortably furnished, 1 bed/ 1 bath conveniently located between midtown and downtown Anchorage. A charming, sparkling clean, home base to embark on your next Alaskan get-away. This unit is equipped with a full size washer/dryer, 43" Smart TV, stocked kitchen, and blazing fast Wifi for your convenience. Due to the spiral staircase we do not recommend this unit for children.

5 min walk to Flattop Trailhead! Aurora! Sauna!

Nestled in a forest of Mountain Hemlocks hundreds of years old, the home is located in a quiet neighborhood only a 5-6 minute walk from the Glen Alps/Flattop Trailhead providing the most direct and easy access to Chugach State Park. There are endless possibilities for hiking, climbing, and skiing from the house. Or, if you prefer to sit and relax and read a book, the view from the deck or living room couch of the Anchorage skyline and Denali/Mt. McKinley is spectacular.

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.

Modern A-Frame Cabin 1: Hot tub & view!

This newly constructed modern A-Frame offers a unique and luxurious accommodation opportunity. It features a comfortable king bed with crisp linens, keyless entry, washer & dryer, gas fireplace, TV, WiFi, hot tub, and large windows so you can soak up beautiful Alaskan views while surrounded by a tranquil forest. The kitchen and bathroom are stocked with everything you need to feel right at home. Enjoy the cozy and comfortable atmosphere during your private escape.

Sleeping Lady Suite

This bright and sunny space is convenientally located for your vacation needs. It is close to the military base, hospitals, and the University of Alaska. The building is also just a quick drive to downtown Anchorage. You will love its rustic charm, quiet neighborhood, privacy, and extra space. Features private patio, fenced yard, washer/dryer. 2 bedroom/1 bathroom. Perfect whether you are enjoying a quick trip, or a long stay.