Skagway Vacation Rentals

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Vacation 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 $330
$506 total
includes taxes & fees
May 17 - May 18
Three bedroom home with fenced in yard.
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 $175
$215 total
includes taxes & fees
May 2 - May 3
Front Room Lynnview Lodge
Exterior
Gorgeous Chilkat Tower #1, 2BR Condo, downtown
10.0 out of 10, Exceptional, (11)
"Perfect location in the center of town. Every detail for a memorial stay thought of! Will be our go to a Haines visit 😊"
The price is $239
$397 total
includes taxes & fees
May 5 - May 6
Gorgeous Chilkat Tower #1, 2BR Condo, downtown
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Property grounds
The Gathering Place Cabin #2, rustic cabin on the water, close to Chilkoot River
10.0 out of 10, Exceptional, (9)
"My family and I stayed in the lovely cabin number 2. It was a true Alaskan experience for us. The cabin has an open floor plan with kitchen and living room, a queen bedded room on the first floor. Shower toilet and sink, with thirty towels. It also has a loft with a double bed and twin, it is spacious. The Chilkoot Lake State Recreation is short drive up the street. Haines is only seven miles from the cabin. In Haines there is an IGA that has everything. If you're looking to view the night sky...
The Gathering Place Cabin #2, rustic cabin on the water, close to Chilkoot River
View from property
Gorgeous Chilkat Tower #3, 2BR Condo, downtown
10.0 out of 10, Exceptional, (9)
"Beautiful property for our short 2 night stay. Central location and all the amenities we needed. Thanks and we would definitely stay here again."
The price is $259
$421 total
includes taxes & fees
May 5 - May 6
Gorgeous Chilkat Tower #3, 2BR Condo, downtown
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 $175
$215 total
includes taxes & fees
May 2 - May 3
Cabin 1 Lynn View Lodge
Property grounds
The Gathering Place Cabin #1, rustic cabin on the water, close to Chilkoot River
10.0 out of 10, Exceptional, (1)
"The property was lovely and clean. Great view of the waterfalls across the inlet. There was a bit of confusion about the check-in process, but it was quickly sorted out by the property manager."
The Gathering Place Cabin #1, rustic cabin on the water, close to Chilkoot River
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 $175
$216 total
includes taxes & fees
May 3 - May 4
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
Beach/ocean view
Blue Heron luxury home, across from beach, fire pit, gourmet kitchen, large yard
10.0 out of 10, Exceptional, (14)
"Beautiful house, great amenities and just a short walk to downtown. Had a wonderful stay."
Blue Heron luxury home, across from beach, fire pit, gourmet kitchen, large yard
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 $230
$279 total
includes taxes & fees
May 2 - May 3
Suite 1 Lynn View Lodge
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
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.
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
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 $175
$215 total
includes taxes & fees
May 2 - May 3
Cabin 3 Lynn View Lodge
Interior
Gorgeous Chilkat Tower #2 2BR Condo, downtown
10.0 out of 10, Exceptional, (3)
"Overall, we found Chilkat Towers an impeccable residence for our family of four. When we had guests (our adult daughter and her husband) visit, provisions (plates, glassware and utensils) were still sufficient for one meal. The staples available for cooking, laundry and bathing were a real trove. Cleaning supplies were also abundant. It appeared prior guess bequeathed there remainders for the good of future guests which was an unexpected pay-it-forward kind of surprise. There were few...
The price is $249
$412 total
includes taxes & fees
May 3 - May 4
Gorgeous Chilkat Tower #2 2BR Condo, downtown
The Attic- Second Floor Apartment, Private Deck With A View, Downtown
9.8 out of 10, Exceptional, (17)
"Convenient location right next to grocery story with easy walking to ocean and stores in Haines. The place was just the right size for our family of three and had all the cooking amenities we needed to cook for ourselves. "
The Attic- Second Floor Apartment, Private Deck With A View, Downtown
Dolphin House
10.0 out of 10, Exceptional, (1)
"I’ve stayed here multiple times. It’s always a great experience."
Dolphin House
Exterior
Viking Cove 12 private acres beach access sleeps 20
Viking Cove 12 private acres beach access sleeps 20
Don't see what you're looking for?
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

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 $129
$139 total
includes taxes & fees
May 12 - May 13
Westmark Inn Skagway
Property entrance
At the White House
2.5 star property
9.6 out of 10, Exceptional, (149)
"VERY nice staff, AWESOME room, great location and love the historic aspects of the “White House”. We travel a lot and this is one of our favorite places ever! "
The price is $175
$189 total
includes taxes & fees
May 6 - May 7
At the White House
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 $330
$506 total
includes taxes & fees
May 17 - May 18
Three bedroom home with fenced in yard.
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.

Everything you need to know about Skagway vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Skagway vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Skagway vacation 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 low season months. For more hustle and bustle, you may prefer to visit Skagway in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $175 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Skagway rentals

At Expedia, we put the best Skagway vacation 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 vacation.

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.

Frequently asked questions

Are there vacation rentals in Skagway?

Yes, we offer vacation rentals in Skagway close to Jewell Gardens, or you can choose a more secluded option if you'd like a relaxing place to stay. Skagway is known for its mountain views and waterfront.

What are some of the best vacation rentals in Skagway?

Three bedroom home with fenced in yard.: This highly rated vacation home rental in Skagway is located in the city center and has a patio, a private yard, and a barbecue grill 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 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 Jewell Gardens 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 vacation rentals like in Skagway?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Skagway. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.

Recent reviews of Skagway properties
Expedia verified reviews

Gorgeous Chilkat Tower #1, 2BR Condo, downtown

Gorgeous Chilkat Tower #1, 2BR Condo, downtown

5/5 Excellent
Exceptional
"Perfect location in the center of town. Every detail for a memorial stay thought of! Will be our go to a Haines visit 😊"
A verified traveler stayed at Gorgeous Chilkat Tower #1, 2BR Condo, downtown
Posted 2 days ago
Gorgeous Chilkat Tower #1, 2BR Condo, downtown