Vacation rentals with a fireplace in Anchorage

Apartment in Anchorage

Cupples Cottage #3: 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.

Dec 14 – 21

Home in Anchorage

K Street Cottage

Newly renovated and furnished duplex has a cozy and spacious retro charm. Located in a serene, picturesque walking neighborhood near downtown. Grocery store and espresso 1 block away, upscale bakery 3 blocks away. Easy walking access to downtown - restaurants, retail shops, museum, bike rentals, performing arts center, convention center - just a 10-15 minute walk away. Close to coastal trail system - good for walking, running, biking. Ocean a 15 min walk. Airport is an easy 10-15 minute drive.

Oct 12 – 19

Condo in Girdwood

Spacious Mountainside Studio

Located on the 3rd floor (walk up) in the Timberline Building, condo is very spacious and in walking distance to the Alyeska resort and several great restaurants and shops. Hiking, biking, or skiing are right outside the front door! The building is typically very quiet, making it great for families or travelers seeking a peaceful reprieve in the great little town of Girdwood. The space is ideal for 1-3 people but can accommodate 4. We hope you enjoy your Girdwood adventure as much as we do!

Oct 10 – 17

Guest suite in Anchorage

Charming Hillside Retreat - Private backyard

Quiet guest suite of a family home outside of the city with private backyard: • Full kitchen and private entrance • Fire pit and gas grill • On-site laundry • 20 minutes to the airport/5-15 minutes to the best hiking trails • Mountain views and sounds of Rabbit creek from the valley below One review: "...amazing find in Anchorage...extremely clean, convenient and in a beautiful location. Hosts were well organized... Impressed with the professionalism exhibited by these property owners."

Dec 20 – 27

Guest suite in Anchorage

Modern colorful "sweet"

Your private “sweet" is through our home's shared (street-level) entry. We are 5.1 miles from ANC airport (13 min by car or approx $20-$22 Uber/Lyft/taxi). Fred Meyer grocery is .7 mile away (15 min walk); Costco is 1.7 miles. Behind your interior “front door” is your Queen bed; TV room; kitchenette; and bathroom with tiled walk-in shower and the best backside feature ever: heated bidet toilet. We live and work upstairs. There's plenty of space for all. We can host only humans age 13+.

Guesthouse in Anchorage

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

Cabin in Willow

Mustard Seed Getaway

Come, unwind, and enjoy the outdoors! Read, walk, watch the sky, and unplug. 1 mile off mile 68 of the Parks Highway. Located near Willow Lake, close to public access, and the official start of the Iditarod dog sled race. Marked trails for snow machines, cross country skiing, and dog sled teams. Kayaking and boating on Willow Lake with several fishing spots in the area. Deshka River, Willow Creek. Gas, food, medical, churches. A great spot year round!

Sep 7 – 14

Condo in Anchorage

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

Apartment in Anchorage

Deb's Place

Walk to downtown, the famous Coastal Trail, quaint eateries, elegant restaurants, fabulous bakeries, local brew pubs, and more! This unit is a walkers delight. Enjoy easy access to downtown and our famous Coastal Trail (great for birding, running, biking) without needing a car! Owners are very knowledgeable about local restaurants as well as hiking, biking, and other activities. We are happy to share what we know!

Jun 2 – 9