Holiday rentals in Skagway

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Top-rated holiday rentals in Skagway

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Guest favourite

Home in Skagway

4.93 out of 5 average rating, 40 reviews

Cozy two bedroom home close to town

Make memories at this unique, family-friendly home. Ideal for a couple or small family to cook meals, enjoy game night, or snuggle in for a movie. The open kitchen/living/dining space provides a great social space. The upstairs reading loft/office space is ideal for more quiet pursuits. The bathroom is on the first floor and has a washer/dryer for your use. The back deck offers an overlook of the beautiful perennial garden/yard. It is just a short walk to all the restaurants and shops downtown.

Guest favourite

Cabin in Haines

4.97 out of 5 average rating, 35 reviews

Mosquito Lake Cabin #1

Nestled in the heart of the Chilkat Eagle Preserve, our cabin offers stunning views of Mosquito Lake along with convenient access to outdoor recreational activities. Situated 27 miles north of Haines and just a few miles from the Canadian border, this is the perfect place to experience rural Alaska. For winter enthusiasts, groomed trails will be available right outside your front door as conditions permit, providing an excellent opportunity for cross-country and skate skiing adventures.

Guest favourite

Home in Mud Bay

4.98 out of 5 average rating, 46 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. There's a hot tub located on the bluff over looking the ocean (May- Sept only). The yard has a fire pit, treehouse, and lawn chairs. A perfect place, only 12 minutes from town, to spread out & enjoy vacation.

Guest favourite

Home in Haines

4.95 out of 5 average rating, 44 reviews

Chilkoot Cottage Bear Viewing & Fishing

This cozy, 2-bedroom cottage is located 10 miles from town and has sweeping views of Lutak Inlet/estuary and the sandy beach where bears and eagles congregate. A deck and outdoor seating let you eat outside while watching bears and eagles or you can relax on the patio or lawn. Chilkoot Lake and River are a quick walk and provide fishing for salmon and trout. Chilkoot Cottage is truly the best location in Haines if you want to immerse yourself in Alaska's nature and wildlife.

Guest favourite

Home in Skagway

4.88 out of 5 average rating, 51 reviews

Skagway State Street/Main Floor 3 Bedroom House

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.

Guest favourite

Cottage in Haines

4.93 out of 5 average rating, 70 reviews

The Cottage, amazing view, downtown, private deck

Located an easy walk just two blocks from the heart of Haines this newly remodeled cottage has one bedroom, living room with a pull-out couch, a full kitchen. Private deck with amazing views. NOTE: the fireplace is not operational. Perfect for a couple. Maximum 2 guests. Maximum occupancy: 2 adults + 2 children under 18 yrs.

Guest favourite

Tiny home in Haines

4.95 out of 5 average rating, 191 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.

Guest favourite

Guest house in Haines

4.97 out of 5 average rating, 288 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.