Holiday rentals with outdoor seating in Anchorage

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.

Explore Alaska from Romantic Creekside Chalet

Creekside Chalet is nestled in the forest near Peters Creek in Chugiak, 25 minutes from Anchorage or Wasilla/Palmer. A peaceful & unique retreat just minutes from hiking trails, lakes, winter skiing, & access to Chugach State Park. This property offers wi-fi, large TVs, a full kitchen, open living space, washer/dryer, & private bedroom with blackout curtains. Enjoy a wrap-around deck with outdoor dining & forested pathway to fireplace overlooking the creek. Winter use requires AWD/4WD vehicle.

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.

Views Alaskan Prospect Heights Guesthouse

Settle down in a light filled, private, comfy guesthouse w/great views safe & secure privacy on wooded upper hillside w/parks/hiking, skiing, wildlife. Easy drive to airport/downtown. Ideal for business/leisure visitors. 5G WIFI. Mild temperatures & snow make Anchorage a great winter playground. Sunsets & views from a private deck/Family friendly with plenty of room to roam. Make wonderful memories of Alaska. Open dates Dec 1-Dec 22, Dec 31-Jan 4 and other dates in January/February.

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.

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.

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.