Holiday rentals in Anchorage

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.

ALOHA Eagle River with Hot Tub

Come enjoy the South Pacific without having to leave the beautiful Eagle River valley. Your space is an entire 1bd/1ba downstairs suite with private entry and hot tub. Gourmet kitchen with quartz counters, island, and upgraded appliances. ALOHA Eagle River is a perfect getaway - and you might think you're in Hawaii! Let this be home base for your Alaska adventure! Note: Our family lives upstairs and we will do our best to make your stay enjoyable, but we cannot guarantee absolute quiet.

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.

New Guest Apartment on the Coastal Trail

Located near the Airport and on the world famous Coastal Trail right on the water of the Cook Inlet, the location boasts a super fast (fastest) internet connection and unlimited downloads for business traveler’s needs. We are in a quiet and safe neighborhood and have free dedicated parking for our guests. Literally 5 minutes to the airport, 5 minutes to downtown and midtown Anchorage by car. We also provide two Bikes and Tennis equipment for your enjoyment during summer months.

Magnificent View Chalet

Cozy, family friendly Chalet in the beautiful South Fork Valley of Eagle River. If you are looking for a 5-Star Hotel, this place is not for you. What we do offer is a serene and peaceful home in the mountains with a rugged natural landscape, and occasional visits from bear and moose. If you’re lucky, you may have a front row seat to Lady Aurora dancing from the spacious and comfy hot tub! We are roughly forty-minutes North of the Airport, and 15 minutes away from downtown ER.

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.

The Kodiak Kave - Full kitchen, Hot Tub & Private.

Cozy lower-level duplex (hosts above) off O’Malley Road at Flattop’s base—families, couples & pets welcome (add pets to your reservation). You’re 20 min from downtown Anchorage & the airport, and 5 min from local trailheads. Inside: queen bedroom, pull-out sofa, full kitchen, bath, fast Wi-Fi, washer/dryer & fenced yard. Soak year-round in the hot tub (robes/towels provided), enjoy off-street parking & keypad check-in. Download the Airbnb app for easy messaging.

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.

Downtown Executive Unit w/ Heated Garage

One bedroom apartment, above the garage, which is available for your use, in walking distance of restaurants, convention center, the Anchorage Museum, Nesbitt Courthouse, Performing Arts Center, locally owned bakery/coffee shop/grocery market, paved trail system. Great care was taken in the design and decor. We are so excited to share the space with you while you adventure in Alaska! No smoking and no pets, please.

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.

Wolf's Downtown Den with a view and parking

**A view with a free parking space! ** Are you ready for a getaway? Our third-floor corner condo is located in Downtown Anchorage, minutes away from experiencing our local food, craft beer, shopping, entertainment, beautiful trail systems, and railroad depot. You'll enjoy breathtaking views of the Inlet, Sleeping Lady, and on a good day, Denali. Come plan your next adventure with us!