Holiday rentals with outdoor seating in Anchorage

Relax to amazing 360° views in a cozy tiny cabin!

Tucked away in the Knik River Valley, the Glacier Breeze cabin is surrounded by amazing 360° views of the breathtaking Chugach Range. Unwind while being close to many great Alaskan experiences, all while feeling like you truly are in the last frontier, not just in another town. Moose right outside your window, Northern Lights dancing above, a fire crackling in the stove and panoramic mountain views, the Glacier Breeze can let you experience what makes Alaska an unforgettable ultimate experience!

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 #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.

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.

Bear Valley Cabin

Fully equipped Guest Cabin near the main home. Sleeps 2. Maximum of 4 (with extra guest fees). * There is 1 Outdoor Security Camera on the garage of the Main Home for safety Treed property, very quiet neighborhood, wildlife: moose, bears, lynx Kitchen, Laundry washer dryer 1 bathroom with shower. 1 Cozy Bedroom with full bed. Futon converts in to full bed. BBQ , patio furniture Great base location for exploring South Central Alaska.

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.