San Juan County Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Top Holiday Rentals Destinations in San Juan County

Downtown Friday Harbor! Newly Built! (HB)

2.0 star property
9.4 out of 10, Exceptional, (10)
"Is a really clean and organized place, we enjoyed our stay."
Downtown Friday Harbor! Newly Built! (HB)

Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

9.8 out of 10, Exceptional, (256)
"Peaceful quite retreat. Pleanty of room yet comfortably cosy and warm. Tastefully decorated rooms well laid out kitchen. Fire pit on semi private beach. Bring everything you need to just stay and relax."
Neil Bay Waterfront Family And Pet Friendly Property!<br>PCUP00-13-0010

West Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (100)
"Great view! Hosts were very friendly and helpful!"
The price is AU$612
includes taxes & fees
1 Sept - 2 Sept
West Beach Resort

Beach house, heated pool, hot tub, private beach, shared dock

10.0 out of 10, Exceptional, (48)
"Really liked it Plan to return"
Beach house, heated pool, hot tub, private beach, shared dock

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

9.6 out of 10, Exceptional, (183)
"The Captains suite is centrally located, the view is outstanding. It has all the things you need for an amazing stay in Eastsound. "
The price is AU$664
includes taxes & fees
29 Sept - 30 Sept
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

Dog-friendly wood cabin with full kitchen & free WiFi near the water

7.6 out of 10, Good, (50)
"I only utilized the downstairs bed and it was comfortable. I cooked most of my meals. The location, for me, was wonderful: in an old forest. Lovely! "
The price is AU$384
includes taxes & fees
2 Sept - 3 Sept
Dog-friendly wood cabin with full kitchen & free WiFi near the water

Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

10.0 out of 10, Exceptional, (217)
"Beautiful home with endless entertainment features. The kitchen is a cooks's dream come true and the bedrooms are well appointed, each with it own private bath. "
Custom Waterfront Home - easy walk to Roche Harbor & Picnic Island

Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

10.0 out of 10, Exceptional, (54)
"Very comfortable and beautiful location."
Ocean View House, Outdoor TV, Firepit, Hot Tub, One Mile to Town!

Downtown Friday Harbor! Newly Built! (Shogun)

2.0 star property
9.4 out of 10, Exceptional, (11)
Downtown Friday Harbor! Newly Built! (Shogun)

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

9.6 out of 10, Exceptional, (219)
"The whole place was amazing!"
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Mooring Buoy

One-bedroom suite near downtown (Argyle Suites-HSA)

7.4 out of 10, Good, (3)
"Nice little place close to town. No AC, but we didn’t need it even in late July. Downtown Friday Harbor is a short 2 block walk. Suite is well-appointed and perfect if you are spending your days exploring the island and just want a nice place to sleep. "
One-bedroom suite near downtown (Argyle Suites-HSA)

Shared hot tub with meadow view

9.8 out of 10, Exceptional, (148)
"Loved everything about our stay! It even has a swing! A perfect reading "
Shared hot tub with meadow view

Downtown Friday Harbor! Newly Built! (MC)

2.0 star property
6.8 out of 10, (5)
"Great location. Hot, stuffy room. Clean, well-stocked kitchen. Water collecting on deck and not draining properly."
Downtown Friday Harbor! Newly Built! (MC)

Cedar Orchard Cabin.

9.8 out of 10, Exceptional, (33)
"We enjoyed our 4 days on Orcas Island - hiking and relaxing. John provided useful information on activities across the island and responded rapidly to our questions."
The price is AU$976
includes taxes & fees
10 Sept - 11 Sept
Cedar Orchard Cabin.

Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

9.6 out of 10, Exceptional, (98)
"It was a great place to have a large group with a great view. A little bit of an adventure to get there too. "
Gorgeous 4-Bedroom Island Retreat With Island/ Water Views; Sleeps 12

Newly Listed! Cozy Historic Cottage near town!

2.0 star property
10.0 out of 10, Exceptional, (9)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful, cozy cabin with great decor and amenities. Lovely view of the water. Super quiet and excellent stargazing opportunities."
Newly Listed! Cozy Historic Cottage near town!

Magnificent up-close WATERFRONT "SunBright Le Reve" Premier Westside Orcas

10.0 out of 10, Exceptional, (67)
"We loved our stay on Orcas. This house was beautiful. Three bedrooms, with one bedroom having a queen and two twin beds. Having dinner on the deck was magical, and my 3 year old loved the play house. The house is 5 minutes from Eastsound. It was perfectly locater to explore the whole island. Already dreaming of going back. "
Magnificent up-close WATERFRONT "SunBright Le Reve" Premier Westside Orcas

Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

9.8 out of 10, Exceptional, (60)
"Came up for a weekend with friends and it was so perfect. The kids left so tired and dirty, they never saw a screen all weekend or even asked for one."
Charming waterfront 4 br gated estate on 8 acres with private beach and buoy.

Comfortable waterfront home with stunning views

8.4 out of 10, Very good, (128)
"Funny islandy house with just what you need. We've been renting here for years--perfect location, simple digs, really chill. Thanks!"
Comfortable waterfront home with stunning views

Peaceful waterfront cabin on Lopez Island

10.0 out of 10, Exceptional, (6)
Peaceful waterfront cabin on Lopez Island
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.
Save an average of 15% on thousands of hotels when you're signed in

Top San Juan County Hotel Reviews

Find out more about San Juan County

Find out more about San Juan County

Everything you need to know about San Juan County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the San Juan County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect San Juan County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

San Juan County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in San Juan County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A San Juan County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of San Juan County holiday rentals we have chosen for you start as low as AU$384 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on San Juan County rentals

At Expedia, we put the best San Juan County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top San Juan County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream San Juan County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around San Juan County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.