Title: Skagway Vacation Rentals from $549: Search Short-Term Rentals | Expedia.com [Skagway Travel Guide](https://expedia.com/Skagway.dx3144)[Hotels in Skagway](https://expedia.com/Skagway-Hotels.d3144.Travel-Guide-Hotels)[Flights to Skagway](https://expedia.com/Cheap-Flights-To-Skagway.d3144.Travel-Guide-Flights)[Things to do in Skagway](https://expedia.com/Things-To-Do-In-Skagway.d3144.Travel-Guide-Activities)[Car Rentals in Skagway](https://expedia.com/Car-Rentals-In-Skagway.d3144.Car-Rental-Guide)[Skagway Vacation Packages](https://expedia.com/Skagway.d3144.Destination-Travel-Guides) ![Skagway](https://images.trvl-media.com/place/3144/90a70148-007e-4c19-b7b1-975a4ea9bc72.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3144/90a70148-007e-4c19-b7b1-975a4ea9bc72.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=3144&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=3144&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=3144&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=3144&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Skagway vacation rentals ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/90000000/89160000/89152500/89152410/1da6e5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89160000/89152500/89152410/5eafe81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/90000000/89160000/89152500/89152410/760c3777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89160000/89152500/89152410/62ffa57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Downtown Skagway [](https://www.expedia.com/Skagway-Hotels-Three-Bedroom-Home-With-Fenced-In-Yard.h89152410.Hotel-Information) 9.8/10 Exceptional (27 reviews) "Wonderful stay! Would love to stay again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan F. $513 nightly $549 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Skagway-Hotels-Three-Bedroom-Home-With-Fenced-In-Yard.h89152410.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/42000000/41380000/41376000/41375946/5486f09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/42000000/41380000/41376000/41375946/e237fb5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/42000000/41380000/41376000/41375946/3b5ac36b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/42000000/41380000/41376000/41375946/w1151h765x0y3-985ec7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Haines [](https://www.expedia.com/Haines-Hotels-Suite-2-Lynn-View-Lodge.h41375946.Hotel-Information) 9.6/10 Exceptional (4 reviews) "The place was very clean! Miranda was incredibly nice and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janelle O. $210 nightly $230 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Haines-Hotels-Suite-2-Lynn-View-Lodge.h41375946.Hotel-Information) ![](https://images.trvl-media.com/lodging/127000000/126630000/126628400/126628397/4a65a4ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126630000/126628400/126628397/fa37dee4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126630000/126628400/126628397/23e0c8fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![](https://images.trvl-media.com/lodging/127000000/126630000/126628400/126628397/0cab60eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Haines [](https://www.expedia.com/Mud-Bay-Hotels-Rustic-Luxury-Cabin-With-Breathtaking-Views.h126628397.Hotel-Information) $1,311 nightly $1,311 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Mud-Bay-Hotels-Rustic-Luxury-Cabin-With-Breathtaking-Views.h126628397.Hotel-Information) 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. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-13&endDate=2026-03-14®ionId=3144&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_3144) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Skagway%2C+Alaska%2C+United+States+of+America®ionId=3144&latLong=59.458332%2C-135.313888&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Skagway%2C+Alaska%2C+United+States+of+America®ionId=3144&latLong=59.458332%2C-135.313888&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=VACATION_HOME) Condos [](https://www.expedia.com/Hotel-Search?destination=Skagway%2C+Alaska%2C+United+States+of+America®ionId=3144&latLong=59.458332%2C-135.313888&adults=2&startDate=2026-05-28&d1=2026-05-28&endDate=2026-05-31&d2=2026-05-31&lodging=CONDO) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSkagway-Vacation-Rentals.d3144.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSkagway-Vacation-Rentals.d3144.Travel-Guide-VacationRentals) ## Top Skagway Hotel Reviews ![Aspen Suites Hotel Haines](https://images.trvl-media.com/lodging/11000000/10010000/10002900/10002872/76904c49_y.jpg) ### Aspen Suites Hotel Haines 10/10 Excellent "Great stay " [](https://expedia.com/Haines-Hotels-Aspen-Suites-Hotel-Haines.h10002872.Hotel-Information) ![Captain's Choice Motel](https://images.trvl-media.com/lodging/19000000/18330000/18326600/18326561/b96b8f3c_y.jpg) ### Captain's Choice Motel 10/10 Excellent " Staff was very freindly" [](https://expedia.com/Haines-Hotels-Captains-Choice-Motel.h18326561.Hotel-Information) ![At the White House](https://images.trvl-media.com/lodging/34000000/33310000/33305800/33305771/0ebc9f9b_y.jpg) ### At the White House 10/10 Excellent "Room was fabulous. Had an awesome time while we was there " [](https://expedia.com/Skagway-Hotels-At-The-White-House.h33305771.Hotel-Information) ![ Holland America Skagway Inn](https://images.trvl-media.com/lodging/1000000/60000/55100/55028/75b1fabe_y.jpg) ### Holland America Skagway Inn 10/10 Excellent "Nice hotel but room was small and stuffy needed some air other than that great area!" [](https://expedia.com/Skagway-Hotels-Westmark-Inn-Skagway.h55028.Hotel-Information) ![Spacious Home in Skagway Alaska](https://images.trvl-media.com/lodging/90000000/89160000/89152500/89152410/62ffa57f_y.jpg) ### Spacious Home in Skagway Alaska 10/10 Excellent "The property was very clean. It was very convenient to all things Skagway and a good base for exploring the Klondike Highway over White Pass into Yukon Territory, Canada." [](https://expedia.com/Skagway-Hotels-Three-Bedroom-Home-With-Fenced-In-Yard.h89152410.Hotel-Information) ![Beachroadhouse](https://images.trvl-media.com/lodging/106000000/105570000/105561700/105561641/a05f3ff1_y.jpg) ### Beachroadhouse 10/10 Excellent "I stayed here the night before I caught the ferry and it was fantastically comfortable. The only issue that I had, and it was very minor, was finding the check-in instructions, but it was no trouble - another guest showed me the way. Well, there was a second issue. The driveway is very steep with some very sharp turns. I had everything I owned in the back of my pickup, so with the added weight, it was problematic for me to maneuver the driveway. If I'd known, I would have parked on the road and walked up, found my room, planned my route, and then driven in. If the weather had been different, it would have been a problem. All of that said, I loved it and I would absolutely both recommend it and stay there again. " [](https://expedia.com/Haines-Hotels-Beachroadhouse.h105561641.Hotel-Information) ![Hotel Halsingland](https://images.trvl-media.com/lodging/1000000/890000/880600/880592/42ec674a_y.jpg) ### Hotel Halsingland 10/10 Excellent "A great place to stay! The hotel combined two of the officer's quarters from Fort Seward to make a beautiful building. While the building is from the early 1900s, it is beautifully maintained. The owner is very helpful - he went so far as to dig out a socket wrench to help me with an errant piece of photo equipment. Would definitely stay here again. " [](https://expedia.com/Haines-Hotels-Hotel-Halsingland.h880592.Hotel-Information) ![Pack Train Inn](https://images.trvl-media.com/lodging/107000000/106680000/106678700/106678665/88cb42c4_y.jpg) ### Pack Train Inn 10/10 Excellent "Large, comfortable room and bathroom. The place was well kept. The owners were very pleasant. The Inn was located in the center of town. I flew in. The Inn was a 5-7 walk. I will recommend and will stay again." [](https://expedia.com/Skagway-Hotels-Pack-Train-Inn.h106678665.Hotel-Information) ![Suite one bedroom with loft.](https://images.trvl-media.com/lodging/67000000/66380000/66375900/66375828/5830e3f4_y.jpg) ### Suite one bedroom with loft. 10/10 Excellent "Room was cute and homey." [](https://expedia.com/Haines-Hotels-Suite-One-Bedroom-With-Loft.h66375828.Hotel-Information) ## Find out more about Skagway **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 $549 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. ## Explore a world of travel with Expedia - Trending destinations on Expedia.com - All accommodation types in Skagway ### Trending destinations on Expedia.com - [Destin Vacation Rentals ](https://www.expedia.com/Destin-Vacation-Rentals.d6906.Travel-Guide-VacationRentals) - [Panama City Vacation Rentals ](https://www.expedia.com/Panama-City-Beach-Vacation-Rentals.d8021.Travel-Guide-VacationRentals) - [Hilton Head Vacation Rentals ](https://www.expedia.com/Hilton-Head-Island-Vacation-Rentals.d601684.Travel-Guide-VacationRentals) - [Gulf Shores Vacation Rentals ](https://www.expedia.com/Gulf-Shores-Vacation-Rentals.d603078.Travel-Guide-VacationRentals) - [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals) - [Gatlinburg Vacation Rentals ](https://www.expedia.com/Gatlinburg-Vacation-Rentals.d7474.Travel-Guide-VacationRentals) - [Maui Vacation Rentals ](https://www.expedia.com/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Orlando Vacation Rentals ](https://www.expedia.com/Orlando-Vacation-Rentals.d178294.Travel-Guide-VacationRentals) - [Myrtle Beach Vacation Rentals ](https://www.expedia.com/Myrtle-Beach-Vacation-Rentals.d601685.Travel-Guide-VacationRentals) - [Orange Beach Vacation Rentals ](https://www.expedia.com/Orange-Beach-Vacation-Rentals.d9136.Travel-Guide-VacationRentals) - [Pigeon Forge Vacation Rentals ](https://www.expedia.com/Pigeon-Forge-Vacation-Rentals.d8264.Travel-Guide-VacationRentals) - [Ocean City Vacation Rentals ](https://www.expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) - [Outer Banks Vacation Rentals ](https://www.expedia.com/Outer-Banks-Vacation-Rentals.d602135.Travel-Guide-VacationRentals) - [San Diego Vacation Rentals ](https://www.expedia.com/San-Diego-Vacation-Rentals.d3073.Travel-Guide-VacationRentals) - [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals) - [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals) - [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals) - [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals) - [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals) - [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations) - [Vacation Homes in Skagway ](https://expedia.com/Skagway-Private-Vacation-Homes.d3144-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Lodges in Skagway ](https://expedia.com/Skagway-Lodges.d3144-aaLodges.Travel-Guide-Accommodation) - [Motels in Skagway ](https://expedia.com/Skagway-Motels.d3144-aaMotels.Travel-Guide-Accommodation) - [Inns in Skagway ](https://expedia.com/Skagway-Inns.d3144-aaInns.Travel-Guide-Accommodation) - [Guest Houses in Skagway ](https://expedia.com/Skagway-Guest-Houses.d3144-aaGuestHouses.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Skagway? 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