Skagway Holiday Rentals

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Holiday Rentals in Skagway

Outdoor dining
Three bedroom home with fenced in yard.
10.0 out of 10, Exceptional, (12)
"It was obvious that the host had anticipated our needs. Could not have been a better stay. We hope to be back soon."
The price is NZ$848
includes taxes & fees
24 May - 25 May
Three bedroom home with fenced in yard.
Apartment Dolphin House
10.0 out of 10, Exceptional, (1)
"Lovely setting both inside and out with everything needed for a comfortable stay! Beautiful views, quiet, and still close to town an activities."
Apartment Dolphin House
Dolphin House
10.0 out of 10, Exceptional, (1)
"I’ve stayed here multiple times. It’s always a great experience."
Dolphin House
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Beach nearby
Suite 1 Lynn View Lodge
9.8 out of 10, Exceptional, (6)
"The property was very nice. It was clean and had everything we needed. Very happy"
The price is NZ$468
includes taxes & fees
14 May - 15 May
Suite 1 Lynn View Lodge
The Attic- Second Floor Apartment, Private Deck With A View, Downtown
9.8 out of 10, Exceptional, (18)
"Great little unit nice and close to walk to anything in town"
The Attic- Second Floor Apartment, Private Deck With A View, Downtown
Beach
Front Room Lynnview Lodge
9.6 out of 10, Exceptional, (15)
"This location was set in a truly beautiful area. If you are lucky enough to stay in a lake facing room you will have a great view in the morning. For those coming off the ferry the lodging is very close and accessible from the ferry and to the town. A very comfortable place to stay in a beautiful location "
The price is NZ$358
includes taxes & fees
16 May - 17 May
Front Room Lynnview Lodge
Beach nearby
Cabin 2 Lynn View Lodge
9.6 out of 10, Exceptional, (5)
"We stayed there with another couple and it was just what we needed. Place was clean and cozy. The view in the morning was glorious! Only thing i wish there would be a hot plate or something to cook your own meal other than the bbq. Otherwise great place."
The price is NZ$358
includes taxes & fees
14 May - 15 May
Cabin 2 Lynn View Lodge
Fridge, microwave, oven, stovetop
The Cottage ~ quiet downtown home, stunning view, walking distance to everything
9.6 out of 10, Exceptional, (39)
"This is a great property for the price. Location in town was excellent and the Property Manager was very helpful. The fireplace was not working at the time, however there was a heating system which worked fine. The car rental location was next door, which was convenient, and you can’t beat the beautiful mountain view. Looking forward to our next visit to Haines."
The Cottage ~ quiet downtown home, stunning view, walking distance to everything
Property grounds
Snappers Inn cottage with water views, free bikes, washer/dryer, walk to town
9.6 out of 10, Exceptional, (13)
"This property was clean, well equipped, close to everything! The bikes were a plus to have to get around. Communications with Randa were great while we were there and while setting up our stay. The bed was comfortable, kitchen worked out well for cooking, laundry facilities too! Enjoyed Netflix and the provided movies. We would rent from Randa again!"
Snappers Inn cottage with water views, free bikes, washer/dryer, walk to town
Fridge, microwave, stovetop, coffee/tea maker
Suite one bedroom with loft.
9.4 out of 10, Exceptional, (3)
"Miki is so kind and the place is great"
Suite one bedroom with loft.
Suite 2 Lynn View Lodge
9.4 out of 10, Exceptional, (3)
"Nice location, very welcoming"
The price is NZ$472
includes taxes & fees
14 May - 15 May
Suite 2 Lynn View Lodge
Exterior
Cabin 1 Lynn View Lodge
8.8 out of 10, Excellent, (10)
"Great location very close to the ferry terminal and to town. Our room was clean and comfortable. The hosts were easy to contact and responsive to our requests."
The price is NZ$358
includes taxes & fees
15 May - 16 May
Cabin 1 Lynn View Lodge
Cabin 3 Lynn View Lodge
6.6 out of 10, (3)
"The only problems were that the cabin was pretty dark inside; not enough light for reading in the evening and the little freezer did not keep food frozen. Other than that, however, I would highly recommend this rental. "
The price is NZ$358
includes taxes & fees
14 May - 15 May
Cabin 3 Lynn View Lodge
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See all available properties in Skagway
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.

Other types of properties in Skagway you may be interested in

Outdoor dining
Three bedroom home with fenced in yard.
10.0 out of 10, Exceptional, (12)
"It was obvious that the host had anticipated our needs. Could not have been a better stay. We hope to be back soon."
The price is NZ$848
includes taxes & fees
24 May - 25 May
Three bedroom home with fenced in yard.
Lobby
At the White House
2.5 star property
9.6 out of 10, Exceptional, (152)
"We really enjoyed our stay at the Whitehouse in Skagway. Everything was great and we would definitely stay here again. We would highly recommend staying here!"
The price is NZ$314
includes taxes & fees
15 May - 16 May
At the White House
Interior entrance
Westmark Inn Skagway
2.0 star property
8.2 out of 10, Very good, (389)
"A great place to stay in Skagway. Only real thing was, they still use Actual Keys"
The price is NZ$231
includes taxes & fees
15 May - 16 May
Westmark Inn Skagway
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.

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 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?

Three bedroom home with fenced in yard.: This highly rated holiday home rental in Skagway is located in the city centre, and has a patio, a private garden 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.

What can I see and do in Skagway?

Cultural attractions include Red Onion Saloon Brothel Museum and City of Skagway Museum, whereas Klondike Gold Rush National Historical Park and Upper Dewey Lake are a couple of picturesque spots to enjoy the outdoors. Grizzly Falls Ziplining Expedition and White Pass 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.

Recent reviews of Skagway properties
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