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

Forest Hideaway: Central, private guest apartment

Great basecamp to explore Haines! A one-bedroom private apartment 15-minute walk to downtown. Enter the suite by walking up a set of stairs a small private deck and entrance. Set overlooking the forest, the apartment has a bathroom, a fully equipped kitchen, and a bedroom. The bedroom has a queen-sized bed, and there is a maximum of two people. There is nearby parking and walking access to local trails. Fiber WIFI. Owners live in the cabin next door. Dogs on property. Dog friendly upon approval

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.

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

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.

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.

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 bedroom at the bakery

Newly appointed, peaceful and roomy 1 bedroom, 1 bath, with 2 full beds, large flat screen, lots of sunlight, full eat-in kitchen, private deck, entrance and parking. Centrally located, 10 min walk to harbor, brewery, shopping. Restaurant and bakery nearby.

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 1 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.

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.