Stuart Island Vacation Homes

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Stuart Island

Don't see what you're looking for?
See all available properties in Stuart Island
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Stuart Island

    Friday Harbor House

    Friday Harbor House

    130 West Street Friday Harbor WA
    $257 nightly
    The price is $285 total per night from Jan 5 to Jan 6
    $285 total
    Jan 5 - Jan 6, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (243 reviews)
    Inn to the Woods B&B

    Inn to the Woods B&B

    46 Elena Drive Friday Harbor WA
    9.6/10 Exceptional! (87 reviews)
    Snug Harbor Resort

    Snug Harbor Resort

    1997 Mitchell Bay Rd Friday Harbor WA
    $206 nightly
    The price is $227 total per night from Dec 21 to Dec 22
    $227 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9.8/10 Exceptional! (433 reviews)

Stuart Island Vacation Homes

Book vacation homes in Stuart Island
Next time you take a group getaway top Stuart Island, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Stuart Island vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Stuart Island vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Stuart Island; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Stuart Island rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Stuart Island is sure to be a winner.

Stuart Island Vacation Homes essential information

Accommodation
261 Vacation Homes
Lowest Price
$227
Highest Price
$485
Popular accommodation
Neil Bay Waterfront Family And Pet Friendly Property!
PCUP00-13-0010 , Utter Seclusion on 600 Feet of Waterfront , Free WiFi, Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island, Beach house, heated pool, hot tub, private beach, shared dock, Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach, Waterfront Escape with Hot Tub, Hot Tub/Central/Modern/Well Appointed/Immaculate, Modern home in the Heart of Eastsound Village - Walk to Shops, Cafes, & Beaches, Cheerful Getaway w/ Ocean View, Outdoor Fireplace, & Beach Access

More to Explore