Holiday rentals with a fireplace in Anchorage

Cupples Cottage #4: 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 Garden Apt. Great Location!

Location! Location! Private, one bedroom apartment. Great neighborhood. Walking distance to downtown restaurants, breweries, shopping, museums, cultural events, railroad & Anchorage’s trail system. Only fifteen minute drive from the airport! Grocery store, coffee bar & deli across the street. Bakery cafe, gourmet wine shop & an organic produce shop nearby. Easy access to Alaskan outdoor adventures-or relax on the patio & enjoy the garden. Unlimited high speed wifi for work & entertainment.

Cozy Bluff Getaway with Hot Tub

Escape to a beautiful Alaska retreat nestled on a bluff overlooking the majestic Talkeetna Mountains. This 2-acre property features a large deck with a 4-person hot tub and fire pit, perfect for unwinding at the end of the day. There are two comfortable bedrooms, each equipped with its own TV, and a spa-like bathroom for relaxation. There's a washer and dryer, so you’ll have all the comforts of home. Located near outdoor recreational spots like Hatcher Pass, this place is ideal for everyone.

Comfortable and Cozy Girdwood Cabin

The cabin is conveniently located between Alyeska ski resort and Girdwood town square (next to Girdwood Brewing Company!). Thoughtful and modern amenities with a log cabin design - attention to the small details. Romantic retreat or family vacation; sleeps 2 couples or a family of 4 comfortably (additional guests upon request). Ideal for Alaskan adventures - skiing in winter and hiking/glacier/wildlife sightseeing in the summer. A-Chalet welcomes you as you explore the beauty of Alaska!

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.

Modern colorful "sweet"

Your private “sweet" is through the home's shared entry. We are 5.1 miles from ANC airport (13 min by car or approx $20-$22 Uber/Lyft/taxi). Fred Meyer grocery is .7 mile away (15 min walk); Costco is 1.7 miles. Behind your interior “front door” is your Queen bed; TV room; kitchenette; and bathroom with tiled walk-in shower and the best backside feature ever: heated bidet toilet. I live and work upstairs. There's plenty of space for all.

Hillside Holiday Base Camp

Welcome to your home away from home in Anchorage, Alaska! The house is in a quiet neighborhood on the base of the Chugach Mountains. This private location is nicely wooded, features mountain views, and is conveniently located adjacent to Anchorage's world class hiking, biking, and skiing trails. The Alaska Zoo and Anchorage Golf Course are also very close. Grocery stores and excellent restaurants are just a few minutes away.

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.