Holiday houses in Skagway

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Top-rated holiday 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, 72 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

Guest favourite

Large sliding glass doors provide a view of the tranquil waterfront, framed by snowcapped mountains in the distance. A wooden deck extends outside, allowing easy access for enjoying the serene landscape.

Home in Haines

4.89 out of 5 average rating, 46 reviews

Blue Heron luxury home across from beach, fire pit

Nestled on the edge of town, directly across from the beach, Blue Heron offers an elegant retreat where modern comfort meets natural beauty. Perfect for discerning travelers, this exceptional home invites you to relax, rejuvenate, and create lasting memories. Designed with gatherings in mind, the home features a gourmet kitchen, an elegantly appointed living room with sweeping, unobstructed views of the water, and a sun-filled library and sitting room—a quiet haven for reflection.

Apartment in Skagway

4.9 out of 5 average rating, 10 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.

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 home 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.

Superhost

A spacious room features two full beds dressed in neutral bedding, complemented by a decorative throw. A patterned armchair sits beside a nightstand with a lamp. Two paintings hang above the beds, and a soft rug lies on the floor, adding warmth to the space.

Apartment in Haines

4.7 out of 5 average rating, 23 reviews

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.

Guest favourite

A modern kitchen space features white cabinetry and countertops, complemented by dark wood accents. A wood dining table with two high stools is positioned at the center. Natural light illuminates the area through a large window, which overlooks greenery outside.

Apartment in Skagway

4.91 out of 5 average rating, 55 reviews

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.

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.

A modern tiny home is surrounded by a landscaped yard featuring a stone pathway. Two pink Adirondack chairs are positioned outside, inviting relaxation. The home showcases large windows and a distinct roofline, with evergreen trees framing the scene against a partly cloudy sky.

Tiny home in Skagway

5 out of 5 average rating, 5 reviews

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.