Skagway vacation rentals

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Top-rated vacation rentals in Skagway

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

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Guest favorite

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.

Aug 23 – 30

$138 per night

Guest favorite

Cabin in Haines

4.97 out of 5 average rating, 33 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.

Jun 4 – 11

$123 per night

Guest favorite

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.

Nov 29 – Dec 6

$450 per night

Guest favorite

Home in Skagway

4.9 out of 5 average rating, 50 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.

Nov 10 – 17

$297 per night

Guest favorite

Cottage in Haines

4.93 out of 5 average rating, 67 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.

Nov 23 – 30

$134 per night

Guest favorite

Tiny home in Haines

4.95 out of 5 average rating, 187 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.

Oct 6 – 13

$116 per night

Guest favorite

Guesthouse in Haines

4.96 out of 5 average rating, 280 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.

Mar 4 – 11

$151 per night

Guest favorite

Apartment in Skagway

5.0 out of 5 average rating, 18 reviews

Midtown Skagway Apartment (Upstairs)

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.

Jun 18 – 25

$250 per night