Holiday rentals in Skagway

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Top-rated holiday rentals in Skagway

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

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Top guest favourite
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
4.99 out of 5 average rating, 70 reviews

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

Guest favourite
Yurt in Haines
4.85 out of 5 average rating, 13 reviews

Private & Cozy yurt next to downtown- pet friendly

Enjoy a Haines glamping adventure in your own private and cozy yurt. Set next to towering spruces, the yurt has a bedroom loft and living and eating area downstairs. Full bathroom includes a deep tub and small walk-in shower. Kitchenette for small meals. Set up to accommodate a couple comfortably, but an extra full blow up mattress can be set up downstairs to accommodate 2 more (pre approval) Dog friendly upon approval. Town is a quick .4 miles away, and hiking and biking trails are nearby.

Top guest favourite
A spacious living area features large windows with views of the water and mountains. Modern furnishings include a brown leather sofa and a dining table that seats six. The kitchen is equipped with stainless steel appliances, and natural light fills the room.
Flat in Haines
5 out of 5 average rating, 56 reviews

View at Oceanside #1 Downtown Escape Stunning View

Wake up to the sound of the ocean and step straight into the heart of Haines - this waterfront retreat puts you exactly where you want to be, with unbeatable views and everything just outside your door. Welcome to The View at Oceanside – where location truly makes the difference. Perched right on the water in downtown Haines, and just steps from the boat harbor, this spacious second floor apartment offers comfort, charm, and a front-row seat to everything the town has to offer.

Flat in Skagway
4.77 out of 5 average rating, 13 reviews

Perfect Downtown Skagway Apt, Walk Everywhere

Step into your charming downtown hideaway in Skagway, Alaska! An inviting one-bedroom apartment mixing comfort with convenience, it’s perfect for quiet getaways or intrepid explorers. Just minutes from lively Skagway, this delightful space offers a serene base to explore historic treasures, natural beauty, and vibrant culture. Perfect for an active Alaskan adventure or a relaxing stay with your furry friend, this prime location is your ideal Alaska Airbnb.

Guest favourite
Scenic views of Lynn Canal are captured, showcasing calm waters reflecting the surrounding mountains. Lush greenery is present in the foreground, while a mix of snow-capped peaks and clouds fills the sky, creating a serene yet vibrant natural landscape.
Home in Haines
4.82 out of 5 average rating, 11 reviews

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.

Superhost
A colorful flower bed is situated in front of a green wooden house, featuring tall sunflowers and a variety of blooming flowers. Natural stone borders the garden, complementing the vibrant greenery under a clear sky.
Home in Skagway
4.93 out of 5 average rating, 14 reviews

Skagway Lily Pad/ 3 bedrooms

You are renting three bedrooms with a shared bath, living room and kitchen. You'll only be sharing with the others who you have in the three bedrooms. The location of the LilyPad is within a three block walking distance to Broadway and downtown. There are hiking trails and the Lynn Canal all within walking distance also.

Guest favourite
A scenic view of snow-capped mountains rising above calm waters is captured from a wooden deck. The soft colors of dusk reflect off the surface of the water, while lush greenery and hints of blooming flowers frame the foreground.
Tiny home in Haines
4.95 out of 5 average rating, 218 reviews

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.

Top guest favourite
A private hot tub is positioned on a wooden deck, inviting relaxation with panoramic views of the Chilkat River and mountains. Lush greenery surrounds the area, and steps lead from the deck to the scenic landscape below.
Guest house in Haines
4.95 out of 5 average rating, 442 reviews

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.

Superhost
A comfortable sleeping area is presented with a spacious bed dressed in white linens and a light purple decorative blanket. Two bedside tables with red lamps provide warm lighting, complemented by floral wall decor above the bed, enhancing the cozy ambiance.
Guest suite in Haines
4.8 out of 5 average rating, 41 reviews

Suite at the Bakery (2)

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.

Top guest favourite
Flat in Skagway
4.99 out of 5 average rating, 70 reviews

Midtown Skagway (Upstairs Apartment)

Located smack-dab in the middle of Skagway, you will be close to everything at this cozy apartment. Walking distance to all the fun "downtown" Skagway has to offer, yet nestled in the mid-town neighborhood offering mountain views and quiet escape.

Top guest favourite
A charming two-story house with a wooden deck is situated on a quiet street. Lush green grass leads to the porch, while a mountain range with snow-capped peaks provides a stunning backdrop. The scene is set under a clear blue sky, enhancing the serene environment.
Flat in Skagway
5 out of 5 average rating, 64 reviews

Skagway Studio Suite

Charming second floor studio apartment nestled in the heart of Skagway, Alaska. Located a few short blocks from the downtown historic business district, you will find this location ideal and within walking distance to Skagway valley highlights.

A modern tiny home is depicted in this image, featuring a light exterior with dark trim. A vibrant red chair is positioned on the deck, while colorful flowers thrive in a large pot nearby. Lush greenery and a clear blue sky frame the scene.
Tiny home in Skagway
5 out of 5 average rating, 5 reviews

Cozy downtown tiny home

A modern tiny home in the heart of downtown Skagway. Enjoy a stylish interior with all the amenities you need within walking distance of Skagway’s shops, restaurants, historical sites and hiking trails.

Popular amenities for Skagway holiday rentals

Quick stats about holiday rentals in Skagway

  • Total holiday rentals

    Explore 10 holiday rentals in Skagway

  • Nightly prices starting at

    Skagway holiday rentals start at € 60 per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Wifi availability

    10 of Skagway holiday rentals include wifi 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!

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