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Vacation rentals in Skagway

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Quick stats about vacation rentals in Skagway

  • Total vacation rentals

    Explore 10 vacation rentals in Skagway

  • Nightly prices starting at

    Skagway vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • Wi-Fi availability

    10 of Skagway vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Skagway rentals

  • 4.9 Average rating

    Skagway stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated vacation rentals in Skagway

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A wooden home is nestled among tall trees, showcasing a multi-level design with a green metal roof. Lush grass and a garden area surround the house, while distant mountains are visible against a partly cloudy sky.
Home in Haines

Rainbow Country Lodge Ocean Front w/ Glacier Views

The views from this 2800 sq. foot home in Haines, AK are sure to impress the most well traveled explorer. Eagles, whales, sea lions, & moose are seen occasionally. Whether you're a single family, several families, or group of friends, this home is well suited to fit your needs. The yard has a fire pit, treehouse, & lawn chairs. A perfect place, 12 minutes from town, to spread out & enjoy vacation. A charge of $100 per guest after 5 guests will apply per night. Hot tub is no longer available

4.99 out of 5 average rating, 79 reviews
Top guest favorite
A scenic view of a river surrounded by lush greenery and mountains. The turquoise water reflects the clear blue sky, with gentle waves lapping at the shore. Rocky formations lie partially submerged, while patches of wildflowers add a touch of color along the bank.
Home in Haines

The Chilkoot Cottage: Bear Viewing & Fishing

This quiet and cozy 2-bedroom cottage is located 10 miles from Haines near the famous Chilkoot River, where bears and eagles congregate. Enjoy sweeping views of Lutak Inlet and the beach where bears and eagles may be seen. Chilkoot River and Lake are just down the road and offer fishing for salmon and world-famous bear viewing. The house is fully furnished and feels like a real Alaskan home. Chilkoot Cottage is truly the best location in Haines to enjoy a real Alaskan experience.

4.96 out of 5 average rating, 55 reviews
Guest favorite
Cabin in Haines

Rustic Luxury Cabin with Breathtaking Views

Unwind at this stunning oceanfront modern rustic cabin. The home was built with stone and wooden floors, a vaulted ceiling in the main, and pine paneling. Enjoy the ocean, mountain, and glacier views from the dining, seating, and kitchen. The window wall provides an expansive view of Chilkat Inlet and the Rainbow Glacier. Home is surrounded by a forest of Sitka Spruce and Hemlock tees. Located in a secluded and exclusive neighborhood 5 miles from downtown Haines.

5.0 out of 5 average rating, 5 reviews
Guest favorite
Home in Haines

Little Alaskan Lodge

Relax with the whole family at this peaceful retreat designed with children in mind. Located within walking distance to town and the beach. Activities abound around the property for all ages. Whether you need a place to rest and enjoy a peaceful view, celebrate the bounty of the Alaskan life, or appreciate a unique home for littles to enjoy, our home is your home while you stay at The Little Alaskan Lodge.

4.9 out of 5 average rating, 21 reviews
Top guest favorite
Large sliding glass doors provide a view of the tranquil waterfront, framed by snowcapped mountains in the distance. A wooden deck extends outside, allowing easy access for enjoying the serene landscape.
Home in Haines

Blue Heron luxury home, fire pit, water view, 3BR

Indulge in space, style, and serenity—this beautifully designed home offers the perfect blend of luxury living and coastal adventure just across the road from the beach. Nestled on the edge of town, Blue Heron offers an elegant retreat where modern comfort meets natural beauty. Perfect for discerning travelers, this exceptional home invites you to relax, rejuvenate, and create lasting memories.

4.91 out of 5 average rating, 57 reviews
Home in Skagway

Victorian Family Home

Bring the whole family or group to this beautiful, spacious and well maintained home. Centrally located next to a school and playground. Mountains views and large kitchen with breakfast nook and formal dining. Has both a living and family room- ideal for groups with various tastes. New to the vacation home market, we hope to cater to what you need- just let us know.

5.0 out of 5 average rating, 3 reviews
Top guest favorite
Guesthouse in Skagway

Modern 2-Bedroom Skagway Escape • King + Queen Bed

New, modern 2-bedroom guesthouse designed for a comfortable Skagway stay. Enjoy a fully equipped, well-appointed kitchen, in-unit washer/dryer, cozy modern finishes, and premium mattresses for restful nights after exploring town, the mountains, or the Yukon. A clean, private, and welcoming home base just minutes from Skagway’s shops, restaurants, and adventures.

5.0 out of 5 average rating, 14 reviews
Cabin in Haines

The Cozy Rustic Cabin

Cozy Rustic Alaskan cabin retreat in beautiful Haines. This warm, wood-lined getaway features 2 comfortable bedrooms, a fully equipped kitchen, bathroom and a relaxing living space. Enjoy peaceful surroundings, natural light, and views of the forest and green landscape. Perfect for hiking, wildlife watching, or simply unwinding in quiet Alaskan charm.

4.79 out of 5 average rating, 19 reviews
Guest favorite
The kitchen features light wood cabinetry and dark granite countertops. Appliances include a black refrigerator, microwave, and stove. A coffee maker and a toaster are positioned on the counter, while a white trash bin and sink are present. Natural light is provided by a window above the sink.
Home in Skagway

Cozy Skagway Home

Older 3 bedroom home in Skagway, AK within walking distance to grocery store, restaurants, and hiking trails. You will have the main floor of the house and a porch with outdoor eating area that includes a grill and fire pit. The bottom floor is a separate apartment housing Pure Connection Massage Therapy, LMT.

4.91 out of 5 average rating, 85 reviews
Top guest favorite
A charming cottage with a red roof is situated on a gentle hillside, surrounded by vibrant flower gardens. Tiered beds of colorful plants and stones create a natural landscape, while lush green grass stretches out toward the cottage, framed by tall trees.
Tiny home in Haines

The Nest

Our sunny little cottage sits 2.3 miles from town. There are many options for adventure just minutes away! Lots of beaches within walking distance of cottage. Wonderful trail system 1/2 mile away. Wake up to the sound of birds! Our place is good for couples, couples with small child and solo adventurers.

4.95 out of 5 average rating, 237 reviews
Guest favorite
A yurt sits nestled among trees, with a gentle plume of smoke rising from its chimney. The foreground features lush greenery, while the background displays a tranquil sunset over the distant mountains and river.
Guesthouse in Haines

3 bedroom yurt with amazing view

Our cozy yurt overlooking the Chilkat River and mountains isn't your average yurt! It has 3 bedrooms, a bathroom, kitchen, loft space, and hot tub. We also provide wireless internet and direct TV. The yurt shares the property with our family home, 2 miles outside of scenic Haines, Alaska.

4.95 out of 5 average rating, 481 reviews
Guest favorite
Loft in Haines

Suite loft at the Bakery (6)

Your cozy retreat is convenient to all amenities yet peaceful and quiet when it should be. Enjoy breathtaking mountain vistas on your short walk to the Waterfront, Fort Seward, Bald Eagle Center, The Brewery or Distillery, groceries, and much more.

4.94 out of 5 average rating, 52 reviews

Popular amenities for Skagway vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Other great vacation rentals in Skagway

Home in Haines

Glacier View Lodge - Beach, decks & the view

4.71 out of 5 average rating, 34 reviews
Guest favorite
Yurt in Haines

Alaskan Yurt- Central, private forest view

4.91 out of 5 average rating, 23 reviews
Guest favorite
Private room in Skagway

Skagway Lily Pad/ White Fang Room/ Pet Friendly

4.94 out of 5 average rating, 52 reviews
Top guest favorite
A spacious deck overlooks a scenic view of mountains and a body of water. Two chairs and a small table are positioned on the wooden surface, surrounded by tall evergreen trees, creating a serene outdoor setting.
Private room in Haines

Hunter's Haven

5.0 out of 5 average rating, 42 reviews
Top guest favorite
The open living area features large windows offering views of the water and mountains. Comfortable leather seating and a wooden coffee table are arranged on a textured area rug. A dining table is visible, complemented by a modern kitchen equipped with stainless steel appliances.
Apartment in Haines

View at Oceanside #1 Downtown Escape Stunning View

4.99 out of 5 average rating, 69 reviews
Top guest favorite
Home in Haines

River View mountain retreat, breathtaking views

5.0 out of 5 average rating, 5 reviews
Guest favorite
A modern kitchen is showcased, featuring sleek dark cabinetry and stainless steel appliances. A long white countertop extends, complemented by black and wooden bar stools. Decorative wall art adds character, while under-cabinet lights create a bright workspace.
Apartment in Haines

Grand view condo

4.95 out of 5 average rating, 79 reviews
Top guest favorite
A scenic view captures the road leading towards the coast. A black house can be seen against a backdrop of mountains and clouds, while a serene bay glistens in the sunlight. Green foliage and a totem pole add cultural elements to the foreground.
Apartment in Haines

Picture Point Seaside Flat, Beachfront, Near Town

4.95 out of 5 average rating, 43 reviews

Frequently Asked Questions

  • What are the best things to do in Skagway with kids?

    Families often explore the Klondike Gold Rush National Historical Park, ride the White Pass & Yukon Route Railway, or visit local playgrounds. Nature walks and berry picking in season are also popular.

  • How is the weather in Skagway?

    Skagway usually has cool, wet winters around 22–39°F (-5–4°C) and milder summers near 49–65°F (10–18°C). Rain is common year-round, with the heaviest precipitation in late summer and fall.

  • What are the best places to visit in Skagway?

    Explore the Klondike Gold Rush National Historical Park, stroll Broadway’s preserved historic district, or join a ride on the White Pass & Yukon Route Railway. Local museums and scenic overlooks are also frequently suggested.

  • Are there any pet friendly accommodations available in Skagway?

    Many stays in Skagway welcome pets, especially around central neighborhoods and local guesthouses. Look for accommodations with outdoor spaces or easy access to walking trails.

  • What are some local tips for visiting Skagway?

    Layers are useful due to rapidly changing weather, and comfortable shoes help with boardwalks and trails. Early mornings offer quieter streets, and sampling local salmon or sourdough is often recommended.

  • What should I bring for a trip to Skagway?

    Pack weather-resistant layers, a waterproof jacket, sturdy walking shoes, and a hat for sudden showers or wind. Summer travelers often find sunglasses, insect repellent, and a light sweater useful.