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

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.

Cozy yurt in a forest setting

Come explore Haines in complete comfort while enjoying all that Haines has to offer while relaxing 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 soaking tub and small walk-in shower. Kitchenette. Car rental available via Turo. Dog friendly upon approval. Town is a quick .4 miles away, and hiking and biking trails are nearby. Ferry 25 minutes/airport 15 minutes

MountainView Cottage

LOCATED IN SKAGWAY NOT HAINES...This is a super clean newly remodeled small house next to our Historic Skagway Home. It is the perfect place to combine work and play. If you need to stay in touch with work, there is high speed internet and workspace set up to meet your remote work needs. It is conveniently located within walking distance of local shops, restaurants and hiking trails. It has a beautiful Northern view from the upstairs deck. It's a great Home Away from Home!

Charming 5-star Apt in Downtown Skagway, Alaska

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.

View at Oceanside #1, beachfront, downtown, 1 BR

Welcome to The View at Oceanside – where location truly makes the difference. Perched right on the waterfront in downtown Haines, and just steps from the boat harbor, these spacious second-floor apartments offer comfort, charm, and a front-row seat to everything the town has to offer. Both apartments are filled with natural light and designed with families and small groups in mind. NOTE: the BBQ is not available October to April

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.

Midtown Skagway (Downstairs 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.

Cabin 2 Lynn View Lodge

The lodge sits on Lutak Rd and has spectacular views of the Lynn Canal and Chilkat Mountains. Cabin comfortably fits a family of 4 with a single width bunk bed and full bed. Bath with shower, private porch with deck furniture.