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Cupples Cottage #1: 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.

Downtown Portside Hideaway

This newly renovated cottage is in a downtown setting yet out of the bustle of busy city streets. It has a great view of the inlet and port, ands sits above the railyard. The bedroom has a KING size cool foam mattress and full bathroom with shower. On chilly nights enjoy an electric fireplace while cooking in the fully equipped kitchen. The large backyard has a deck with table and chairs, as well as a firepit. There is a desk to work at and high-speed wifi internet, plus a free parking space.

Cozy Bluff Getaway with Hot Tub

Escape to a beautiful Alaska retreat nestled on a bluff overlooking the majestic Talkeetna Mountains. This 2-acre property features a large deck with a 4-person hot tub and fire pit, perfect for unwinding at the end of the day. There are two comfortable bedrooms, each equipped with its own TV, and a spa-like bathroom for relaxation. There's a washer and dryer, so you’ll have all the comforts of home. Located near outdoor recreational spots like Hatcher Pass, this place is ideal for everyone.

River front yurt with a view

Glamping at its finest! Join us on 26 private acres on the Knik River with world class views of Pioneer Peak. Bring your binoculars and watch bears, moose, sheep and goats in the high country bowls of Pioneer Peak. Just 45 min from downtown Anchorage. Amazing outdoor recreational opportunities close to the property. Hiking, biking, fishing, ATV, flight seeing all available and easily accessible. Clean and simple accommodations and shared local knowledge to make the most of your trip!

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)

* Private 5 -Star Apt in City Center *

A 1200 sq ft. downtown gem! Remodeled~beautiful, modern, open concept. Across the street from downtown's hippest market, bakery and coffee shop. Convenient for morning coffee and pastries or fresh salmon for the BBQ. 5 minute walk to trail access for Westchester Lagoon, the Coastal trail and the Chester Creek trail. 15 min easy walk to downtown; shopping, bike rentals, museums, town square restaurants and nightlife. Off street covered parking. 10 minute drive to the airport.

Amazing views! Deck with hot tub & barrel sauna.

One-of-a-kind property in a one-of-a-kind place. This cozy, detached guesthouse that overlooks the Mat-Su Valley from iconic Lazy Mountain. Includes a huge new covered deck where you can enjoy the unobstructed views from the barrel sauna and hot-tub while protected from the elements. 2 bedrooms, 1 bathroom, steam shower, full kitchen, open living room. Pull-out queen couch can sleep additional two guests. *Winter months, AWD is a must. Garage is not for guest use.

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.

5mi to airport•Safe•Quiet Neighborhood•5 star Host

You will be staying in the private top level of an amazing home in the center of town in beautiful, quiet residential area. The downstairs is also an Airbnb and is completely separate with a private entrance. Centrally located, it is easy walking distance to lakes, trails, universities, and hospitals! 10 minutes to downtown and shopping malls! Note: this space does not have a washer/dryer. I have other properties that do.