Colorful buildings with signs for Bombay Curry, Radio Shack, and Bicycles.

Skagway Holiday Rentals

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Our top choices for Skagway holiday rentals

1. Spacious Home in Skagway Alaska

Spacious Home in Skagway Alaska
Downtown Skagway
10.0 out of 10, Exceptional, (35 reviews)
"Great accommodation. Away from the clamor of downtown but close enough to walk. Very comfortable."
United States
thomas c.
The price is NZ$744
includes taxes & fees
30 Oct - 31 Oct
Spacious Home in Skagway Alaska

2. Cabin 2 Lynn View Lodge

Cabin 2 Lynn View Lodge
Haines
10.0 out of 10, Exceptional, (15 reviews)
"Very cute cabin with a water view. Host pointed a spot to bear watch a few minutes away. Great stay."
United States
Brock
The price is NZ$370
includes taxes & fees
7 Oct - 8 Oct
Cabin 2 Lynn View Lodge

3. Cabin 1 Lynn View Lodge

Cabin 1 Lynn View Lodge
Haines
9.2 out of 10, Wonderful, (15 reviews)
"Nice, quiet, beautiful view. Clean and comfortable. The host's were very friendly and accommodating."
United States
Carrie
The price is NZ$366
includes taxes & fees
11 Oct - 12 Oct
Cabin 1 Lynn View Lodge

4. Cabin 3 Lynn View Lodge

Cabin 3 Lynn View Lodge
Haines
9.0 out of 10, Wonderful, (11 reviews)
"Lovely place!"
United States
Debra H.
The price is NZ$370
includes taxes & fees
7 Oct - 8 Oct
Cabin 3 Lynn View Lodge

5. Suite 2 Lynn View Lodge

Suite 2 Lynn View Lodge
Haines
9.6 out of 10, Exceptional, (5 reviews)
"The place was very clean! Miranda was incredibly nice and helpful!"
United States
Janelle O.
The price is NZ$401
includes taxes & fees
1 Nov - 2 Nov
Suite 2 Lynn View Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Skagway Hotel Reviews

Find out more about Skagway

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Skagway holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Skagway. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Skagway. Seeing all the best attractions is bound to make you fall in love with Skagway. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Skagway short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Skagway?

Yes, there are holiday rentals in Skagway close to White Pass and Yukon Route, or you can select a more secluded option if you're looking for a relaxing stay. Skagway is known for its mountain views and waterfront.

What are some of the best holiday rentals that Skagway has to offer?

Spacious Home in Skagway Alaska: This highly rated holiday home rental in Skagway is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a private garden and a selection of books.

What can I see and do in Skagway?

Cultural attractions include Red Onion Saloon Brothel Museum and Corrington's Museum of Alaskan History, whereas Klondike Gold Rush National Historical Park and Jewell Gardens are a couple of picturesque spots to enjoy the outdoors. Grizzly Falls Ziplining Expedition and Mascot Saloon are other places to visit while you're in town.

What are holiday rentals like in Skagway?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Skagway. Holiday rentals feature extras such as patios, hot tubs and fire pits so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.