Holiday rentals 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, 68 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
4.87 out of 5 average rating, 70 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

Top guest favourite
A scenic view of a river surrounded by lush greenery and mountains. The turquoise water reflects the clear blue sky, with gentle waves lapping at the shore. Rocky formations lie partially submerged, while patches of wildflowers add a touch of color along the bank.
Home in Haines
4.96 out of 5 average rating, 52 reviews

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.

Guest favourite
A whimsical gnome figure holds a welcome sign and stands beside a lush potted plant. The gnome features a yellow hat and a long white beard, while the vibrant green leaves of the plant add a touch of nature to the indoor space.
Home in Skagway
4.73 out of 5 average rating, 22 reviews

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!

Flat in Skagway
4.9 out of 5 average rating, 10 reviews

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.

Top guest favourite
The open living area features large windows offering views of the water and mountains. Comfortable leather seating and a wooden coffee table are arranged on a textured area rug. A dining table is visible, complemented by a modern kitchen equipped with stainless steel appliances.
Flat in Haines
5 out of 5 average rating, 49 reviews

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

Guest favourite
Scenic views of Lynn Canal are captured, showcasing calm waters reflecting the surrounding mountains. Lush greenery is present in the foreground, while a mix of snow-capped peaks and clouds fills the sky, creating a serene yet vibrant natural landscape.
Home in Haines
4.89 out of 5 average rating, 9 reviews

Little Alaskan Lodge

Relax with the whole family at this peaceful retreat designed with children in mind. Located within walking distance to town and the beach. Activities abound around the property for all ages. Whether you need a place to rest and enjoy a peaceful view, celebrate the bounty of the Alaskan life, or appreciate a unique home for littles to enjoy, our home is your home while you stay at The Little Alaskan Lodge.

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.

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.

Superhost
The living area features a comfortable sofa and an armchair, complemented by a round dining table with four chairs. A flat-screen TV sits atop an entertainment stand, with large windows providing natural light and views of the snowy landscape outside.
Guest suite in Haines
4.88 out of 5 average rating, 17 reviews

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.

Superhost
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.
Guest house in Haines
4.95 out of 5 average rating, 408 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 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.
Flat in Skagway
4.92 out of 5 average rating, 53 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.

Popular amenities for Skagway holiday rentals

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