Vacation rentals in Skagway

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Top-rated vacation 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, 69 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
The exterior of the private apartment features a charming peaked roof and wooden deck. Two chairs are positioned on the deck overlooking the surroundings, with a bright blue door providing a welcoming entrance. Lush greenery frames the structure, enhancing the natural setting.
Farm stay in Haines
4.88 out of 5 average rating, 73 reviews

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

Apartment in Skagway
4.91 out of 5 average rating, 11 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.

Top guest favourite
A spacious living area features large windows with views of the water and mountains. Comfortable seating is arranged around a central coffee table. A dining table and chairs are positioned nearby, with additional furnishings enhancing the airy atmosphere.
Apartment in Haines
4.88 out of 5 average rating, 52 reviews

View at Oceanside #2, beachfront, 1 BR, downtown

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 ​ ​

Superhost
Home in Skagway
5 out of 5 average rating, 11 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
The kitchen features light wood cabinetry and dark granite countertops. Appliances include a black refrigerator, microwave, and stove. A coffee maker and a toaster are positioned on the counter, while a white trash bin and sink are present. Natural light is provided by a window above the sink.
Home in Skagway
4.9 out of 5 average rating, 81 reviews

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.

Top guest favourite
A charming cottage with a red roof is situated on a gentle hillside, surrounded by vibrant flower gardens. Tiered beds of colorful plants and stones create a natural landscape, while lush green grass stretches out toward the cottage, framed by tall trees.
Tiny homes 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 yurt sits nestled among trees, with a gentle plume of smoke rising from its chimney. The foreground features lush greenery, while the background displays a tranquil sunset over the distant mountains and river.
Guesthouse in Haines
4.95 out of 5 average rating, 430 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.

Guest favourite
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
4.84 out of 5 average rating, 37 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
A view from the second-floor deck captures the surrounding landscape, showcasing snow-capped mountains against a clear blue sky. Green grass and shrubs can be seen below, along with a glimpse of the street and neighboring buildings, creating a serene outdoor environment.
Apartment in Skagway
4.99 out of 5 average rating, 69 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.
Apartment 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.

Guest favourite
The cabin's exterior features a welcoming porch with wooden railings and a picnic table. A gas grill stands nearby, set against a backdrop of lush trees. Large glass doors provide a glimpse into the interior, enhancing the inviting atmosphere.
Cabin in Haines
4.88 out of 5 average rating, 26 reviews

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.

Popular amenities for Skagway vacation rentals

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