Holiday rentals in Skagway

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

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.

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.

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.

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.

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.

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.

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.

Suite 2 beds at Bakery (5)

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.

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.

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.

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.