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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.

Nov 6 – 13

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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.

Feb 11 – 18

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11th Ave Studio

Our spacious studio is located in an older neighborhood near downtown Anchorage, within walking distance of restaurants and shops, museums, the coastal trail, and Westchester Lagoon. You’ll love the airy space with views of the Chugach Range. The space is above a detached garage, has a separate entrance, and plenty of privacy. It is ideal for single travelers, couples, or families with kids who don't mind that it is a single space. There's a queen bed, a futon, and a large couch.

Sep 14 – 21

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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. Available in 2024 include Sept 20-30 & more dates in fall.

Dec 3 – 10

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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.

Nov 27 – Dec 4

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Flattop Mtn Flat

Cute, comfortable upper level unit located close to hospitals, University of Alaska Anchorage, and the military base. It is also a short and convenient drive to downtown shopping areas, or can be a great home base for exploring beyond city limits. You will love its rustic charm, quiet neighborhood, privacy, and extra space. Features private patio, fenced yard, washer/dryer. 2 bedroom/1 bathroom. It is perfect for short or long term stays.

Apr 5 – 12

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Ravenwood Suites

We aim for you to feel as though you are visiting family. The spacious yard features a large swing set for kids and a sandbox. Pat will likely greet you and give you a verbal tour of Alaska. Fast Wi-Fi. Guests have been treated to moose and babies right outside the back door, ravens, Steller jays, squirrels, and rarely a bear. There are plenty of resources for you to plan your trip. Guests especially like being able to do laundry.

Feb 9 – 16

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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.

Oct 7 – 14

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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.

Nov 11 – 18

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Downtown efficiency with a view

Small efficiency apartment located above the garage of nice home located two blocks south from the west end of Anchorage ‘s Park Strip. Private entrance and private space. View of Chugach mountains. Walk to downtown or coastal trail. Queen bed. Jacuzzi bath. Cable tv, Apple tv for streaming, and wi-fi. Washer and dryer. Toaster oven, coffee maker, and fridge. Coffee and tea provided. Does not have a full kitchen.

Apr 18 – 25

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Secret Spenard B&B (#1)-- Close to the Airport

Completely updated unit! Bright, natural light, new kitchen and modern fixtures. The perfect secret spot in Sunny Spenard. -minutes from the airport -walking distance to many restaurants -short bike ride or drive to midtown or downtown -minutes from coastal trail and other popular Anchorage activities **Basement Unit under the Host Family Home

Nov 3 – 10

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Alaskan Explorers Homebase

Perfect 'homebase' for exploring Alaska. A quiet street only 9 minutes from the airport, 7 min to Mooses Tooth and a couple blocks from the Campbell Creek trail where a 15 minute walk will take you to Taku Lake. Centrally located in Anchorage and close to local restaurants, breweries, lakes, creeks and the highway.

Jul 18 – 25

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Hillside Acres, Quiet & Spacious MIL with Views

Jan 19 – 26

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Downtown Garden Apt. Great Location!

Oct 20 – 27

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Downtown Haven - Entire Private Condo

Jan 23 – 30

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Anchortown Loft: Downtown + Design + Adventure

Apr 6 – 13

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Chugach Mountain View’s Eastside Anchorage

Sep 26 – Oct 3

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The Tanglewood House • Bright + Cozy -Near Airport

Apr 20 – 27

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Cute private suite near airport~ Willow House

Apr 3 – 10

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Peaceful Inlet Sanctuary

Feb 11 – 18

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