Holiday rentals with outdoor seating in Anchorage

Forest Floor Guesthouse

The lower level of our Jewel Lake Home with a separate entry, and fun backyard. This is a recent remodel; an eclectic space with vintage wood ceilings and a blend of industrial+ modern detailing. We are 5 minute drive from the airport, and guests can enjoy Alaskan wilderness right from this space. A forested trail system lies right behind our house for walking and biking. Guests may collect eggs from our chickens, use our forest-side hot tub, stoke the firepit, or use paddle boards at Sand Lake.

Luxe Mountainside Chalet - The BEST way to live AK

Escape to this secluded 3 BR, 2 BA chalet in the heart of the Chugach Mountains. Endless backcountry hiking, skiing, and sledding starts just outside the door. End the day with a soak in the hot tub under the northern lights set amongst the mountains you just conquered. Looking to relax? Snuggle up to the wood stove or unwind in the 2 person bath tub while still enjoying the breathtaking views from large picture windows. Just 25 min. from Anchorage awaits this private and cozy mountain retreat!

Denali View! Sauna! 1 mile to Glen Alps/Flattop TH

Lone Pine Cottage is nestled against the Chugach State Park. Walk out the front door and explore the meadow of wildflowers below, or the forest next to the cottage which leads directly into the Chugach. The Glen Alps/Flattop Trailhead is 1 mile up the road and provides easy access to amazing hiking, mountain biking, snow shoeing, climbing, and skiing adventures. Enjoy the unobstructed views of Denali/Mt. McKinley, “Sleeping Lady” (Mount Susitna), and the Anchorage skyline from 1600ft elev.

SaltWater Cottage

This one BR newly renovated cottage is in downtown, yet peaceful and private. Very well appointed, It overlooks the port, rail yard, and Cook Inlet. Steps away from bikes trails and within blocks of restaurants and city life, most downtown attractions are within walking distance. It is a few minutes walk to museums, convention centers, and the rail depot. Equipped with a king sized, cool memory foam mattress in the bedroom and fully equipped kitchen, this vintage cottage is like brand new!

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!

Cupples Cottage #4: 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.

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.

The Johnson House Cottage

The cottage is a secluded guesthouse in a friendly neighborhood with spectacular views of the Knik Glacier and river. This retreat has room for up to four guests. It is an open floor plan with a double bed on the ground floor and twin beds in an upstairs loft. The kitchen has an induction cooktop, refrigerator, coffee pot, microwave. Propane BBQ on the deck and bathroom with a shower. Our cottage is not visible from the parking area so self check-in is not an option.

Peaceful Suite - South Anchorage: The Cozy Bear

Welcome to the Cozy Bear in Anchorage! We welcome you to our peaceful, residential Lower Hillside neighborhood on a quiet cul-de-sac in Southeast Anchorage near Abbott Community Park & Far North Bicentennial Park. The Cozy Bear is centrally located 15 minutes from the airport with easy highway access for epic adventures and sightseeing! We are a husband-and-wife team living the dream in Alaska! We’re on hand to support our guests as little or as much as they wish.