Downtown Skagway holiday rentals
We found 2 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Downtown Skagway that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
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Find the best place to stay - Downtown Skagway

New Cozy & Modern 2-Bedroom Guesthouse in Charming Skagway
Sleeps 5 · 2 bedrooms · 1 bathroom

Spacious Home in Skagway Alaska
Sleeps 6 · 3 bedrooms · 1 bathroom

Book your fall getaway now! Awesome views, close to great food & fun hikes!
Sleeps 4 · 2 bedrooms · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Downtown Skagway for a holiday rental?
The best time to visit Downtown Skagway for a holiday rental is during the peak season, which spans from May to July. This vibrant period attracts a multitude of travellers eager to experience the breathtaking landscapes and rich history of this charming Alaskan town. July, in particular, is the most popular month, offering long daylight hours superb for exploring the stunning scenery and engaging in outdoor activities such as hiking and kayaking.During these summer months, you can expect mild temperatures, typically ranging from 10 to 20 degrees Celsius, making it comfortable for sightseeing and enjoying the picturesque surroundings. The town comes alive with various events and festivals, ensuring that there's always something exciting happening, whether it's a local market or a guided tour of the Klondike Gold Rush National Historical Park.For those seeking more budget-friendly options, consider visiting in October. This quieter month provides a unique opportunity to experience Skagway's beauty without the bustling crowds. The autumn foliage adds a special charm, and you can enjoy the peaceful atmosphere while exploring the town and its historical sites.
What are the top attractions in Downtown Skagway, Alaska, United States of America?
In Downtown Skagway, visitors can engage in the rich history of the Klondike Gold Rush. The Klondike Gold Rush National Historical Park is a must-see, showcasing preserved buildings and exhibits that tell the story of the gold rush era. Strolling along Broadway Street, you'll find charming wooden storefronts that house local shops, restaurants, and cafes, capturing the spirit of the town's frontier past.Another highlight is the White Pass and Yukon Route Railroad, which offers breathtaking scenic train rides through stunning landscapes, making it a popular attraction for those wanting to experience the natural beauty of the region. Additionally, the Skagway Museum provides insight into the town's history and culture, while nearby hiking trails offer outdoor enthusiasts the chance to explore the surrounding wilderness.For those interested in wildlife, the area is rich with opportunities to spot local fauna, particularly during the warmer months when the landscape comes alive.
Are all fees included in the Downtown Skagway holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Downtown Skagway holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown Skagway with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Downtown Skagway holiday homes?
You can find great discounts on holiday homes in Downtown Skagway on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Downtown Skagway holiday home booking on Stayz?
To find Downtown Skagway holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Downtown Skagway?
A long-stay holiday home in Downtown Skagway is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Downtown Skagway holiday home?
Book your Downtown Skagway holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Downtown Skagway?
Prices for holiday homes in Downtown Skagway vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Downtown Skagway to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
