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.

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.

Mar 15 – 22

G$33,255 GYD per night
Guest favorite

Cabin in Haines

4.97 out of 5 average rating, 32 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 3 – 10

G$29,505 GYD per night
Guest favorite

Farm stay in Haines

4.88 out of 5 average rating, 42 reviews

Forest Hideaway: Central, private guest apartment

Enjoy Haines in your very own centrally located (walking distance to main st) guest apartment. 2nd story with stairs up to a small private deck and entrance. You’ll be surrounded by forest and gardens. Sit outside on your deck and enjoy the birds. The apartment has its own bathroom, fully equipped kitchen and bedroom. Bedroom has a queen sized bed, suitable for 2 people. Perfect base for exploring Haines! Owners live in the cabin next door. Dogs on property. Dog friendly upon approval

Apr 4 – 11

G$33,932 GYD per night

Popular amenities for Skagway vacation rentals

Other great vacation rentals in Skagway

Guest favorite

Home in Haines

5.0 out of 5 average rating, 7 reviews

Four-bedroom home with amazing views in Haines

Nov 26 – Dec 3

G$76,135 GYD per night

Home in Haines

5.0 out of 5 average rating, 4 reviews

River House #3 Upper unit

Jan 29 – Feb 5

G$38,291 GYD per night
Guest favorite

Guest suite in Haines

5.0 out of 5 average rating, 6 reviews

Scenic suite by Fort Seward Extended Stay

Aug 31 – Sep 7

G$27,769 GYD per night

Home in Haines

4.85 out of 5 average rating, 13 reviews

Cabin 1 Lynn View Lodge

May 6 – 13

G$39,258 GYD per night

Apartment in Haines

4.67 out of 5 average rating, 18 reviews

Glacier View Lodge - Beach, decks & the view

Oct 19 – 26

G$107,115 GYD per night
Guest favorite

Chalet in Haines

4.7 out of 5 average rating, 10 reviews

Mountain Ocean View Surrounded by Habitat

Aug 9 – 16

G$46,850 GYD per night

Tiny home in Skagway

Cozy downtown tiny home

Sep 30 – Oct 7

G$32,267 GYD per night

Apartment in Skagway

New place to stay

Cozy Studio in Scenic , Alaska!

Aug 23 – 30

G$66,897 GYD per night
Superhost

Room in Skagway

4.84 out of 5 average rating, 50 reviews

Skagway Lily Pad/ Forget Me Knot Room

Sep 8 – 15

G$25,941 GYD per night
Guest favorite

Room in Haines

5.0 out of 5 average rating, 5 reviews

Cozy Room - close to town

Jun 9 – 16

G$16,779 GYD per night
Superhost

Cabin in Haines

4.82 out of 5 average rating, 22 reviews

The Gathering Place Cabin #2, water view, kitchen

May 16 – 23

G$43,040 GYD per night
Superhost

Cabin in Haines

4.64 out of 5 average rating, 11 reviews

The Gathering Place Cabin #1, water view, kitchen

Sep 1 – 8

G$43,040 GYD per night

Other great vacation rentals in Skagway

Guest favorite

Home in Haines

5.0 out of 5 average rating, 16 reviews

Haines Home with a view

Dec 6 – 13

G$143,376 GYD per night
Guest favorite

Home in Haines

5.0 out of 5 average rating, 23 reviews

Ripinski Retreat, BBQ, mountain view, 2 BR, w/d

Sep 7 – 14

G$49,261 GYD per night
Superhost

Apartment in Haines

4.84 out of 5 average rating, 25 reviews

View at Oceanside #2, beachfront, 1 BR, downtown

Mar 9 – 16

G$51,750 GYD per night
Guest favorite

Apartment in Haines

4.9 out of 5 average rating, 20 reviews

Picture Point Seaside Flat, beachfront, near town

Oct 18 – 25

G$44,740 GYD per night
Guest favorite

Cabin in Haines

5.0 out of 5 average rating, 25 reviews

Beachroadhouse Family Cabin 2

Jul 12 – 19

G$48,865 GYD per night
Guest favorite

Condo in Haines

5.0 out of 5 average rating, 30 reviews

Chilkat Tower #2, downtown, 2BR Condo,

Sep 14 – 21

G$56,095 GYD per night
Guest favorite

Condo in Haines

5.0 out of 5 average rating, 23 reviews

Chilkat Tower #3, downtown, 2BR Condo, BBQ

Sep 8 – 15

G$58,246 GYD per night
Guest favorite

Condo in Haines

5.0 out of 5 average rating, 37 reviews

Chilkat Tower #1, downtown, 2BR Condo, BBQ

May 4 – 11

G$53,944 GYD per night
Guest favorite

Bungalow in Haines

5.0 out of 5 average rating, 37 reviews

Snapper's Inn, free bikes, downtown, water view

Sep 30 – Oct 7

G$42,585 GYD per night
Superhost

Cabin in Haines

4.79 out of 5 average rating, 14 reviews

Beachroadhouse Cozy Cabin 1

Jul 9 – 16

G$48,865 GYD per night
Superhost

Condo in Haines

4.86 out of 5 average rating, 7 reviews

The Aerie, 2 BR, 2 Bath, Stunning View, BBQ, w/d

Sep 3 – 10

G$66,290 GYD per night
Superhost

Apartment in Haines

4.54 out of 5 average rating, 13 reviews

Lovely private 1 bedroom with kitchen at Bakery

Nov 30 – Dec 7

G$41,586 GYD per night

Quick stats about vacation rentals in Skagway

Total rentals

10 properties

Local attractions

White Pass & Yukon Route Railway, Klondike Gold Rush National Historical Park Visitor Center, and Skagway Brewing Company

Popular amenities

Gym, BBQ grill, and Laptop-friendly workspace

Wifi availability

10 properties include access to wifi

Total number of reviews

420 reviews

Nightly prices starting at

G$14,661 GYD before taxes and fees

Destinations to explore