Holiday rentals with outdoor seating 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.

Spacious Alaskan Condo

The Spacious Alaskan Condo offers a warm invitation to a relaxing 1500 sq living space. This small town condo offers parking for 4 vehicles and can accommodate up to 8 guests. Located in the heart of Eagle River this Alaskan condo is perfectly balanced between close hiking trails, the city, and the valley. With a comfortable private master bedroom, private bath and 2 additional rooms, with guest bath, open concept kitchen/dining/living spaces, plus a 100sq deck, the Condo is sure to please.

Mountain Sanctuary-Private Apt, 2bd+laundry

Relax in our peaceful mountain neighborhood in Chugiak. Located just 2 miles from the Glenn Hwy. /Hwy 1 - offering an easy drive and central location-30 min from Anchorage or 20 min. from Palmer/Wasilla. Come enjoy our spacious 2 bd sanctuary with a comfortable living area in front of a fireplace after a day of Alaska adventures. Private outdoor area with Adirondack chairs, a fire-pit and outdoor grill. Kitchenette has refrigerator, microwave, toaster oven, electric skillet (No oven/range)

Circle O Urban Lodge & Mini Ranch

Circle O Lodge & Mini Ranch Come experience the Wildlife with us while “Glamping” in the city. Tucked away in the city of Anchorage, AK, yet feels like you're in the wilderness. Animals: 1 Horse 1 Pony and 2 Dogs & some Moose. Next to Potter Marsh Boardwalk & Bird Sanctuary. 15 minutes from downtown & the airport! Only 30 minutes from Alyeska Ski Resort. Close to day trip locations in Anchorage. Fishing/hiking/biking. Short drives to experiences north and south of Anchorage.

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.

Amazing Alaskan Retreat In U-Med District!

Visiting Alaska for Work or Fun? This immaculate 1-bedroom home is centrally located walking distance to Providence Hospital and UAA and many nearby restaurants. The bathroom has spa quality toiletries. Smart TV, high speed internet, fully equipped kitchen with a Keurig Coffee Maker, microwave, and gas range. Washer and Dryer in home. This property has no shared walls and we would love to host you and your furry friends on approval too!

Moose Lodge Log Cabin, Chalet & Hot Tub

Spacious Family Cabin & Chalet in a Beautiful Wooded Setting Enjoy this large family cabin and chalet, w/ Hot tub. nestled in a serene, wooded location. The Log home features 5 bedrooms and 3 bathrooms and sleeps 12 comfortable. The chalet has 3 additional bedrooms and 1 bathroom and full kitchen. Perfect for large groups or multi-family getaway !

Magnificent View Chalet

Cozy, family friendly Chalet in the beautiful South Fork Valley of Eagle River. This serene and peaceful home is close to JBER and thirty minutes from downtown Anchorage. Our home offers sweeping Mountain View’s, wildlife, Northern Lights, easy access to South Fork Trail System and Symphony Lake, hiking, and back country skiing.

Sunrise Cabin-Turnagain Arm/Sixmile Creek Overlook

Experience the breathtaking views of Turnagain Arm and Sixmile Creek from the spacious deck attached to this cozy vacation cottage. Located 1.5 hrs from Anchorage, this year-round getaway is close to everything South-Central AK has to offer. Short drives to rafting, hiking/biking trails, fishing, and glacier sight-seeing trips.