Skagway Holiday Rentals

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Check prices for these dates

Tonight
14 Sept - 15 Sept
Tomorrow
15 Sept - 16 Sept
Next weekend
19 Sept - 21 Sept
In two weeks
26 Sept - 28 Sept

Holiday Rentals in Skagway

Our top choices for Skagway holiday rentals

Spacious Home in Skagway Alaska
Outdoor dining

Spacious Home in Skagway Alaska

9.8 out of 10, Exceptional, (23)
"Wonderful stay! Would love to stay again in the future!"
Spacious Home in Skagway Alaska
Suite one bedroom with loft.
Fridge, microwave, stovetop, coffee/tea maker

Suite one bedroom with loft.

9.6 out of 10, Exceptional, (5)
"Miki is so kind and the place is great"
Suite one bedroom with loft.
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

Captain's Choice Motel

Captain's Choice Motel

10/10 Excellent
"The staff was very nice and informative. Will stay next tine go on ferry"
Verda 2-night trip
Posted 4 days ago
Captain's Choice Motel

Find out more about Skagway

Find out more about Skagway

Everything you need to know about Skagway holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Skagway holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Skagway holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Skagway holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Skagway. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Skagway holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Skagway holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Skagway rentals

At Expedia, we put the best Skagway holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Skagway rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Skagway holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Skagway. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there holiday rentals in Skagway?

Yes, there are holiday rentals in Skagway close to Jewell Gardens, 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. Captain William Moore Cabin and Upper Dewey Lake 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.