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Visit the Upper Hillside near Chugach State Park nature-rich yet convenient

Travelers find peaceful seclusion among trees and wildlife at this tranquil retreat, while downtown Anchorage's attractions remain just minutes away by car.

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Upper Hillside offers a nature-rich escape near Chugach State Park. Visitors can golf, enjoy the garden, or let children play at the playground. The private deck provides stunning views, and the gas fireplace creates a cozy atmosphere after a day on nearby trails.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Parking available
  • Laundry room
  • Kitchen

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About the area

Located in Hillside, a neighbourhood in Anchorage, this guesthouse is in the mountains. The area's natural beauty can be seen at Chugach State Park and Potter's Marsh Bird Sanctuary, while Frontier Art Gallery and Wells Fargo Alaska Heritage Library and Museum are cultural highlights. Travelling with kids? Consider Alaska Zoo and H2Oasis Indoor Waterpark. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Anchorage travel guide
View more Guest houses in Anchorage
Map
Anchorage, AK

What's nearby

  • Chugach State Park
    Chugach State Park
    15 min walk - 1.3 km
  • University of Alaska - Anchorage
    University of Alaska - Anchorage
    12 min drive - 11.4 km
  • Williwaw Lakes Trail
    16 min walk - 1.4 km
  • Hilltop Ski Area
    3 min drive - 2.3 km
  • Providence Alaska Medical Center
    14 min drive - 12.0 km

Getting around

  • Anchorage Alaska Railroad Depot
    19 min drive
  • Anchorage, AK (MRI-Merrill Field)
    19 min drive

Restaurants

  • McDonald's
    9 min drive
  • Fred Meyer Fuel Center
    9 min drive
  • Carl's Jr.
    9 min drive
  • Taco Bell
    9 min drive
  • Starbucks
    9 min drive

About this property

Visit the Upper Hillside near Chugach State Park nature-rich yet convenient

Family-friendly guest house located in Hillside
You can look forward to golfing on-site, a garden and a playground at Visit the Upper Hillside near Chugach State Park nature-rich yet convenient. Skiers and snowboarders can spend time on the slopes at this guest house, which offers ski-in/ski-out access, ski lift privileges and skiing privileges. Free in-room WiFi and laundry facilities are available to all guests.
Other perks include:
  • Snow sports gear, books and local meal delivery service
  • Outdoor furniture, barbecues and smoke-free property
  • Golf privileges (optional)
Room features
All guest rooms at Visit the Upper Hillside near Chugach State Park nature-rich yet convenient have perks, such as fireplaces and separate dining areas, as well as amenities, such as free WiFi and dining tables.
Extra conveniences in all rooms include:
  • Highchairs, children's dinnerware and travel cots
  • Bathrooms with shower/bath combinations and hairdryers
  • Smart TVs with cable channels and DVD players
  • Decks/patios, outdoor lighting and separate dining areas

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Things to do

  • Books
  • Golf
  • Optional golf privileges
  • Playground
  • Ski lift privileges
  • Ski-in/ski-out access
  • Snow sports gear
  • Stereo

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Beach loungers
  • Garden
  • In the mountains
  • Outdoor furniture

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided
  • Sofa bed

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • DVD player
  • Smart TV with cable/satellite channels

Food and drink

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen
  • Meal delivery service
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Separate dining area
  • Spices
  • Toaster

More

  • Desk
  • Dryer
  • Fireplace
  • Heating
  • Iron/ironing board
  • Living room

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age - 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

We are all for having fun! Hey, it's your vacation, isn't it? Just check ahead with us and we'll be happy to work with you!

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

Events allowed
None without prior approval

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events are allowed on site
Note from host: None without prior approval
Long-term renters welcome
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is required for transport to and from this property

Property is also known as

Private Upper Hillside Chugach State Park Guesthouse Anchorage
Private Upper Hillside Chugach State Park Guesthouse
Private Upper Hillside Chugach State Park Anchorage
Private Upper Hillside Chugach State Park
Private Upper Hillsi Chugach
Private Upper Hillside Near Chugach State Park
Beautiful Upper Hillside Near Chugach State Park

Frequently asked questions

Is Visit the Upper Hillside near Chugach State Park nature-rich yet convenient pet-friendly?

No, pets are not allowed at this property.

How much is parking at Visit the Upper Hillside near Chugach State Park nature-rich yet convenient?

On-site parking is available at the property.

What time is check-in at Visit the Upper Hillside near Chugach State Park nature-rich yet convenient?

Check-in begins at 3:00 PM.

What time is check-out at Visit the Upper Hillside near Chugach State Park nature-rich yet convenient?

Checkout is at 11:00 AM.

Where is Visit the Upper Hillside near Chugach State Park nature-rich yet convenient located?

Located in the mountains, this ski-in/ski-out guesthouse in Hillside is within 1 mile (2 km) of Chugach State Park and Williwaw Lakes Trail, and is convenient for winter sports, such as cross-country skiing and sledging. Hilltop Ski Area and Alaska Zoo are also within 3 miles (5 km).

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Reviews

Visit the Upper Hillside near Chugach State Park nature-rich yet convenient Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 66 out of 66 reviews
Rating 8 - Good. 0 out of 66 reviews
Rating 6 - Okay. 0 out of 66 reviews
Rating 4 - Poor. 0 out of 66 reviews
Rating 2 - Terrible. 0 out of 66 reviews

Reviews

Verified

10/10 Excellent

Michele H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a beautiful property, thoughtfully decorated. It is close to downtown and to the Chugach State Park hiking trails, which are some of the most beautiful trails we have ever hiked. The owner was kind, and answered our questions quickly. I highly recommend the property.
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Lourdes C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property is amazing! I have never stayed at a VRBO that was so well appointed, spotless, exactly as shown on the VRBO sight. The beds were very comfortable and having the laundry was a bonus! The kitchen had everything you could possibly think of. It is a short 15 minute drive from the airport in a great neighborhood and made a wonderful home base for our stay. I would highly recommend this property!
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Nicole L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an amazing place. The view was breathtaking. The instructions on checking in very clear. The place is clean, modern and beautifully decorated. Also very well stocked. Plenty of towels, bedding, and especially kitchen supplies. I know this part sounds funny... but also nice toilet paper & kleenex.It's nice not to get stuck with one-ply. Attention to detail is like no other. Highly recommend.
Stayed 6 nights in Oct 2025
Verified

10/10 Excellent

Braidey S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Adorable place!

We loved our stay here. Very homey & clean! Perfect location. We will be back!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Gary C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Upper Hillside

Excellent property, location and hosts. I was very pleased and will stay here again. Highly recommended! Thank you Donna and Don!
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Lance B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Texas to Alaska Roadtrip Rest Stop

Clean, quiet, quaint come to mind… Donna and Ed are awesome. The location is in a quiet residential area, which is cozy but super convenient to everything you need. Enjoyed the view from the deck. Perfect stop to relax after a 5,000 mile bucket list road trip. Thx!!
Stayed 3 nights in May 2024
Verified

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Place

This place was a perfect fit for our family. Great area to be. Quiet yet close to amenities. Our Host, Donna was amazing! The space had everything you could think of and was very cozy and inviting. Close to hiking trails, skiing and the mountains. We saw Moose every day. Thank you for a wonderful time.
Stayed 5 nights in Mar 2024
Verified

10/10 Excellent

Copy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superb

Met Donna and Ed upon arrival. The home was Immaculate and the location was perfect. Beautifully designed and every amenity you could imagine. All Air bnbs should be like this.We had a wonderful stay and would highly recommend it. Thanks again . Mike and Elaine
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Christopher P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place and so peaceful!

I was on my 3rd trip to Anchorage within the last 2 years and I wish I had found out about this property on the first trip. (I had stayed at a hotel and another property from a different site, which were okay but that was about it.) It is situated on the hillside within a short drive of Anchorage and not too far from the Glen Alps parking area. It is in a nice, quiet area, with beautiful views and is a very comfortable to stay at. I can fully understand why this place has a perfect rating. Donna was very good at communicating as our trip approached. Her place is well decorated, has so many essentials to help you relax and enjoy the reason you choose to stay at a place such as this. That resulted in some of the best night's sleep I've had this year. I would gladly choose her place on my next trip up to Anchorage and would encourage anyone looking for a nice place stay to consider this one!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Sandy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Little “Peace” of Heaven

Wow! What a sweet little home away from home we found in Alaska … thank you Donna and Ed for sharing!! We absolutely wanted for nothing!! Everything was so well appointed!! From the super comfy bed to a kitchen that made it so hard for us to even want to go out to eat. Gorgeous view … especially at night looking over the twinkling lights of Anchorage. Loved the variety of birds that visited everyday and even the moose that visited at night. Extremely well located to grocery stores, etc. but far enough away to be able to enjoy the peace and quiet. Winter is a perfect time to experience Alaska … Fur Rhondy, Iditarod, Northern Lights, Denali, Turnagain Arms, Moose, Eagles, Otters ,Seals … just to name a few of what this beautiful state has to offer. Again Donna, thank you guys so much!!
Stayed 14 nights in Feb 2024
Verified

10/10 Excellent

Clay A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winter Stay at Prospect Heights VRBO

We travel a lot because we do volunteer work for government land management agencies. This past winter we have been in Anchorage and were fortunate enough to find long-term lodging at this delightful VRBO. It was also a new experience for the hosts as they had not rented long-term before. This location is in the foothills of the Chugach mountains adjacent to the Chugach State Park. The park offers year-around opportunities for hiking, birding, and wildlife observation. We had moose in the yard on several occasions. Bear spray is available for guests and there are both grizzly and black bears in the neighborhood.The accommodation is spacious and very private. It overlooks the city of Anchorage with the Pacific Ocean and Coast Mountains in the background. Mount Spurr, an active volcano 80 miles from Anchorage, is expected to erupt soon and we would have had a front row seat for that event. Amenities are numerous and the congenial hosts were quick to provide any items that we needed.As mentioned previously, we travel a lot and make use of VRBO accommodations frequently, and this is the nicest VRBO we have stayed in. We highly recommend staying here.
Stayed 125 nights in Dec 2024
Verified

10/10 Excellent

J.D. J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the location away from downtown. The property was very nice and the beds were comfortable.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Chris B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent home stay

Clean, well decorated, beautiful location, great host.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Nevil T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Apartment

Great Apartment with everything you could possibly need for your Alakan adventure.
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Laurie D.

Beautiful rental in Anchorage.

Apartment was perfect for our weekend stay in Anchorage. Very clean and beautifully decorated - a true retreat. Would definitely stay there again if we are ever in Anchorage again.
Stayed 2 nights in Aug 2018
Verified

10/10 Excellent

Marilyn P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Cozy Home for our Stay in Anchorage

This house was delightful, very well stocked and comforts unending. The location was a short distance to restaurants, shopping, and all sorts of activities. This place was our very own oasis.
Stayed 4 nights in Aug 2022
Verified

10/10 Excellent

Sylwia N.

Great place to stay in Anchorage

My husband and I stayed here for a few days in May 2019. Lovely space, super clean, well-equipped, and just far enough from the downtown Anchorage to get the "we are in Alaska" fee without a hassle of long commutes. Highly recommended.
Stayed 3 nights in May 2019
Verified

10/10 Excellent

Stephanie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anchorage

House was beautiful. Great location. Owner was so helpful and accommodating. I would recommend to anyone coming to area
Stayed 4 nights in Jun 2021
Verified

10/10 Excellent

Marti H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Anchorage Upper Hillside

We loved our house & our host thought of everything, wouldn’t change a thing!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

Kenneth K.

Dream stay

Excellent accommodations. The owners have thought of all the little things that make your stay special. Easy access to all the sights around Anchorage. Wish we could have stayed longer. Tom and Liz Kephart from south Florida
Stayed 4 nights in May 2019
Verified

10/10 Excellent

Karen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Snowy paradise

Homely, warm and cosy. A great place to return to after a day exploring Alaska. The accommodation had everything we could need, we cooked great meals, enjoyed with a nice glass of wine with snowy views and beautiful sunsets
Stayed 14 nights in Feb 2023
Verified

10/10 Excellent

Gretchen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

This property was perfect for our family and made our vacation that much better! It’s located in a nice, beautiful, quiet area. It was clean and had so many of the kitchen and bathroom items that we needed. I would highly recommend this property. Thank you!
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

Cathy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

It was very comfortable and beautiful views. It was great to have all the comforts of home!

This was the last stop on The instructions to get in were very easy to get in. It was a little confusing finding the rental because the address given was 10000 but the building was 9998. We were very happy with the house! Thank you for sharing your space with us.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Joy T.

The most charming home and hostess. Every inch of this beautiful cottage was decorated with love!

Donna- went to great lengths to make our stay in Alaska very special. Her guest home is absolutely beautiful. She thought of everything. This guest home is cozy, comfortable, and absolutely beautiful. You will enjoy your stay tremendously. It has a beautiful view and you feel it is a home away from home. I will recommend this place to everyone who visits. If I could give in ten stars I would.
Stayed 3 nights in Feb 2018
Verified

10/10 Excellent

Sandy D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Great Place to stay.

The guest house was comfortable and located near our family. We enjoyed watching the chickadees feast out the window and had two lengthy visits of moose in the drive. Donna was helpful with answers for questions and additional supplies. An unexpected perk was the driveway. With the new snow it made the perfect sled run for our 2 year old granddaughter. We look forward to coming back next year.
Stayed 18 nights in Nov 2020