Discover Your Ideal Upper Dewey Lake, Skagway Vacation Rentals for a Memorable Alaskan Getaway
Discover Your Perfect Upper Dewey Lake Vacation Homes
Best Vacation Homes in Upper Dewey Lake
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Why Choose Rent By Owner for your Upper Dewey Lake Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Upper Dewey Lake
When should you plan your Vacation Rentals stay?
Choosing the best time to visit here depends on your preferences for weather and outdoor activities, helping you make the most of your stay in this scenic region.
Peak Season Highlights
June to August
During the summer months, the area experiences its warmest and most vibrant period, making it ideal for outdoor activities and exploring nature.
May and September
Late spring and early fall offer milder weather, fewer crowds, and an authentic experience of the region’s natural beauty.
Off-Season Highlights
October to April
The colder months bring quieter scenery and opportunities for winter sports, with lower occupancy rates in the area.
March and April
Early spring still features cooler temperatures and less tourism, providing a peaceful setting to enjoy the area's pristine landscapes before the summer rush.
Weekly Weather Forecast for Upper Dewey Lake
How to Book Your Upper Dewey Lake Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Upper Dewey Lake
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy access to private or shared outdoor spaces such as decks or patios, perfect for relaxing amidst the scenic surroundings.
- Take advantage of outdoor grilling amenities to prepare meals while soaking in the fresh Alaskan air.
- Experience the beauty of nearby lakes with outdoor seating areas that offer stunning views of Upper Dewey Lake and beyond.
- Utilize hiking or nature trails accessible from the property to explore the natural landscape of the region.
- Make use of outdoor fire pits or fireplaces for cozy evenings under the starry skies of this destination.
- Benefit from spacious yards or gardens ideal for outdoor activities or picnics in the fresh mountain air.
- Access boat docks or watercraft storage options if you plan to enjoy water-based adventures on the lake.
Top Attractions Around Upper Dewey Lake
What attractions are nearby?
In this scenic region, you can enjoy activities such as hiking, fishing, and exploring local wildlife, all just a short distance from your Upper Dewey Lake vacation rental in Skagway, Alaska.

Family Activities
- Hiking and Nature Walks: Explore scenic trails around the area that offer families an opportunity to experience Alaska’s breathtaking wilderness firsthand.
- Fishing Adventures: Enjoy a relaxing day of fishing in the pristine waters nearby, perfect for introducing kids to Alaska's abundant aquatic life.
- Wildlife Viewing: Take guided or self-led excursions to spot local wildlife, including birds and other native creatures in their natural habitat.
- Kayaking and Canoeing: Rent kayaks or canoes to paddle across Upper Dewey Lake, providing memorable water-based activities for all family members.
Adult Activities
- Hiking and Trekking: Explore scenic trails around the area that offer stunning views of the surrounding mountains and wilderness.
- Wildlife Viewing: Observe local wildlife in their natural habitat, including bears, deer, and various bird species unique to the region.
- Fishing Excursions: Enjoy guided fishing trips on nearby lakes and streams, perfect for anglers seeking a peaceful outdoor experience.
- Kayaking and Canoeing: Paddle across calm waters to immerse yourself in the tranquility of this northern destination’s pristine nature.
Upper Dewey Lake Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of the area’s scenic trails to experience breathtaking views and immerse yourself in the natural beauty surrounding your vacation rentals.
- Plan Outdoor Activities Early: The region offers excellent opportunities for outdoor adventures, so scheduling activities like hiking or fishing early can help maximize your time here.
- Connect with Local Guides: Engaging local guides can enrich your stay by providing insider knowledge about the region’s unique landscapes and wildlife.
- Choose a Well-Equipped Vacation Rental: Selecting a rental with modern amenities and outdoor essentials ensures a comfortable and convenient stay during your visit to this destination.
Transportation Options
- Private Boat Rentals: Explore the serene waters of this destination by renting a boat, offering both convenience and scenic views of the surrounding natural beauty.
- Public Transportation Services: Local buses and shuttles provide an affordable and reliable way to navigate the area without the hassle of parking or driving.
- Car Rentals: Renting a vehicle gives you the freedom to discover the region at your own pace, with several rental agencies conveniently available nearby.
- Taxis and Rideshare Options: For quick and direct transportation, taxis and ridesharing services are readily accessible to connect you to popular spots around here.
Local Customs Options
- Respect for Local Heritage: It’s customary to honor the area's rich history by engaging respectfully with local traditions and stories during your stay.
- Wildlife Observation Etiquette: When exploring here, maintain a safe distance from wildlife and follow guidelines to preserve the region's natural beauty and ecosystem integrity.
- Community Engagement: Participating in local events and supporting artisans reflects the region’s welcoming spirit and enhances your authentic experience here.
- Environmental Responsibility: Practicing eco-friendly habits, such as waste reduction and conservation, helps protect this destination’s pristine landscapes for future visitors.
Frequently Asked Questions About Upper Dewey Lake?
1. What are the top vacation rentals in Upper Dewey Lake?
There are a lot of options in Upper Dewey Lake. If you plan on staying in the Upper Dewey Lake area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Upper Dewey Lake:
- Blue Heron luxury home, across from beach, fire pit, gourmet kitchen, large yard
- Gorgeous Chilkat Tower #1, 2BR Condo, downtown
- Gorgeous Chilkat Tower #3, 2BR Condo, downtown
- The Cable House. Charming Historic Home built in 1901. Excellent location.
- The Gathering Place Cabin #2, rustic cabin on the water, close to Chilkoot River
- Accommodation at Chilkat bakery
- Gorgeous Chilkat Tower #2 2BR Condo, downtown
- The Gathering Place Cabin #1, rustic cabin on the water, close to Chilkoot River
- At the White House
- Beachroadhouse
2. How many Rentbyowner vacation rentals are available in Upper Dewey Lake?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 55 in the Upper Dewey Lake area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Upper Dewey Lake.
3. What is the cancellation policy for vacation rentals in this area?
4. How do I ensure the property I choose is suitable for my needs?
5. Are there any additional fees I should be aware of when booking a stay?
6. What is the check-in and check-out process for these vacation rentals?
7. How can I contact the property owner if I have questions about my reservation?
Best Vacation Homes in Upper Dewey Lake
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- TV
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- Pet Friendly
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- View
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- Balcony/Terrace
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- Pet Friendly
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- Balcony/Terrace
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- Child Friendly
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- Ocean View