Vacation 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.

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.

Cozy yurt in a forest setting

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 soaking tub and small walk-in shower. Kitchenette for small meals, car rental available via Turo. Dog friendly upon approval. Town is a quick .4 miles away, and hiking and biking trails are nearby.

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. Community fee reflects the 8% Municipal Tax for Skagway.

Picture Point Seaside Flat, beachfront, near town

The name says it all. Located right on the beach at Picture Point, just one mile from town, this little flat offers spectacular views of the bay, the mountains, and the harbor. Enjoy your morning coffee on the deck, take a stroll on the beach, or just watch for seals, sea lions, and whales to swim by. Discounts on select Haines tours exclusively for our guests!

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.

Apartment Dolphin House

Secluded three room vacation rental apartment suite with private entrance and private bath. It includes a fully equipped and stocked kitchen and comfortable living room. It overlooks the scenic Lynn Canal. The bedroom has a queen sized bed and has one queen sized sleeper sofa in the living room.

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.