Vacation rentals in Skagway Municipality

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Top-rated vacation rentals in Skagway Municipality

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Cabin in Skagway

5.0 out of 5 average rating, 4 reviews

Forget Me Not Cabin @ The Swaying Spruce

Escape to the cozy Forget-Me-Not Cabin, a charming log cabin perfect for 1–2 guests. Enjoy a queen bed, private bathroom, wood stove, electric heat, refrigerator, microwave, toaster, coffee maker, and complimentary coffee and tea. Nestled among the trees with mountain views nearby, it's a peaceful Skagway retreat. Traveling with friends or family? The Columbine Cabin is just a 50-foot walk away, making it easy to accommodate larger groups together.

Cabin in Skagway

New place to stay

Columbine Cabin @ The Swaying Spruce

Stay in an authentic Alaskan log cabin surrounded by forest and mountain views. The Columbine Cabin sleeps up to 5 with a queen and twin on the main floor plus two twins in a loft accessed by ladder. Enjoy a covered deck, small kitchenette, coffee and tea, and a private bath with shower. Dog friendly. Traveling with a larger group? Our second cabin is just 50 feet away, allowing up to 7 guests total on the property.

Top guest favorite

Guesthouse in Skagway

5.0 out of 5 average rating, 14 reviews

Modern 2-Bedroom Skagway Escape • King + Queen Bed

New, modern 2-bedroom guesthouse designed for a comfortable Skagway stay. Enjoy a fully equipped, well-appointed kitchen, in-unit washer/dryer, cozy modern finishes, and premium mattresses for restful nights after exploring town, the mountains, or the Yukon. A clean, private, and welcoming home base just minutes from Skagway’s shops, restaurants, and adventures.

Guest favorite

A colorful flower bed is situated in front of a green wooden house, featuring tall sunflowers and a variety of blooming flowers. Natural stone borders the garden, complementing the vibrant greenery under a clear sky.

Home in Skagway

4.92 out of 5 average rating, 25 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 favorite

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, 84 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.

Guest favorite

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

4.96 out of 5 average rating, 85 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.

Guest favorite

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

4.93 out of 5 average rating, 69 reviews

Midtown Skagway (Downstairs Apartment )

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

5.0 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.

Guest favorite

Private room in Skagway

4.93 out of 5 average rating, 41 reviews

Skagway Lily Pad/ White Fang Room/ Pet Friendly

The Lily Pad is located only three blocks from downtown and eight blocks from the ferry, airport and trailheads. The White Fang Room is one of the few pet friendly rooms in Skagway.