58+ Vacation Rentals & Holiday Homes in Skagway |
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Skagway Accommodations - Hotels & Rentals

About Skagway Vacation Rentals

Discover More than 58 Incredible Getaway Rentals Available in Skagway. Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Skagway.

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Skagway, You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Skagway. The Average Size of Places to Stay Near Skagway is 232.29 ft², with Prices Averaging US $301 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Skagway. Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Skagway

Type Count
Vacation Homes 23
Holiday Apartments 5
Cottages 5

Use these Quick Filters to Find a Vacation Rental in Skagway

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Skagway with Online Reservations.

Weather in Skagway, AK

View the weather forecast for Skagway before booking your Skagway Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Activities SkagwayGuest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World SkagwayGuest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


White Pass
Red Onion Saloon Brothel Museum
Klondike Gold Rush National Historical Park
Jewell Gardens
Mascot Saloon
Captain William Moore Cabin
Grizzly Falls Ziplining Expedition
Yakutania Point
Corrington's Museum of Alaskan History
Trail of '98 Museum
Upper Dewey Lake
City of Skagway Museum
Seven Pastures Disc Golf
Chilkat Bald Eagle Reserve
Haines-Skagway Fast Ferry
Chilkoot Lake
Davidson Glacier
Mount Ripinski
Southeast Alaska State Fair
Haines Borough Public Library

Find Hotels & Vacation Rentals in these Cities and Neighborhoods


Downtown Skagway 66 Properties
City of Skagway Museum 66 Properties
Seven Pastures Disc Golf 66 Properties
Mascot Saloon 66 Properties
Trail of '98 Museum 66 Properties
Corrington's Museum of Alaskan History 66 Properties
Grizzly Falls Ziplining Expedition 66 Properties
Captain William Moore Cabin 66 Properties
Yakutania Point 66 Properties
Red Onion Saloon Brothel Museum 66 Properties
White Pass 66 Properties
Upper Dewey Lake 65 Properties

Frequently Asked Questions About Skagway?

What are the top hotels, lake houses & vacation rentals in Skagway?

We provide an array of great vacation destinations in Skagway. If you are looking to stay in or around the Skagway area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Skagway:

Which hotel, lake house, or vacation rental in Skagway is best for families?

Searching for a family-friendly getaway in Skagway? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Skagway?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 58 in the Skagway area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Skagway.


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