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San Juan County Holiday Rentals

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Our top choices for San Juan County holiday rentals

West Beach Resort

West Beach Resort
3.5 star property
Eastsound
9.4 out of 10, Exceptional, (120 reviews)
"Cozy and roomy cabin. Great stay. "
United States
lorrie
The price is NZ$783
includes taxes & fees
29 July - 30 July
West Beach Resort

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington
Friday Harbor
9.8 out of 10, Exceptional, (44 reviews)
"We love the location and design of this house rental. "
United States
Jessica F.
The price is NZ$1,165
includes taxes & fees
11 Aug - 12 Aug
1 Bedroom, Sleeps 6 Steps From the Friday Harbor San Juan Island Ferry, Washington

Tahlequah's Place Condo in Downtown Friday Harbor

Tahlequah's Place Condo in Downtown Friday Harbor
Friday Harbor
8.8 out of 10, Excellent, (19 reviews)
"Nice place very close to town. I didn’t see the unit number listed and had to contact host. The host was always very quick to reply as well as helpful"
United States
Karen M.
The price is NZ$611
includes taxes & fees
3 Aug - 4 Aug
Tahlequah's Place Condo in Downtown Friday Harbor

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Friday Harbor
9.4 out of 10, Exceptional, (176 reviews)
"The house location is amazing! It’s a great older home with eclectic antique charm. We loved the sunroom nook. We had a group of 6 and the house was a great setting for friends to catch up and relax, play card games, and hang out. We all agreed we agreed we will stay here again. The host was great!"
United States
Hollie
The price is NZ$1,269
includes taxes & fees
27 July - 28 July
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Madrona Suite - Summer on Orcas Island- rest where sea meets stillness
Eastsound
10.0 out of 10, Exceptional, (27 reviews)
"Place was nice and cozy good view and hosts were great to interact with will definitely book if in area again "
United States
Alejandro F.
The price is NZ$786
includes taxes & fees
24 Aug - 25 Aug
Madrona Suite - Summer on Orcas Island- rest where sea meets stillness

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (47 reviews)
"Everything was perfect! Such a fun place to stay! "
United States
Colin B.
The price is NZ$1,940
includes taxes & fees
23 Aug - 24 Aug
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access
Friday Harbor
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely love staying here."
United States
Heather V.
The price is NZ$938
includes taxes & fees
22 Aug - 23 Aug
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin Handicap Access

Perfect location to relax, unwind, renew and enjoy San Juan Island

Perfect location to relax, unwind, renew and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (140 reviews)
"Truly accommodated for daily life, it felt like a home and I didn’t feel like I was without."
United States
Faustine
The price is NZ$989
includes taxes & fees
25 Aug - 26 Aug
Perfect location to relax, unwind, renew and enjoy San Juan Island

Waterfront cottage with tidelands, creek and waterfall!

Waterfront cottage with tidelands, creek and waterfall!
Eastsound
10.0 out of 10, Exceptional, (20 reviews)
"The property was in a great location and well stocked. We loved finding sea glass on the property's beach."
United States
Megan W.
The price is NZ$1,353
includes taxes & fees
28 July - 29 July
Waterfront cottage with tidelands, creek and waterfall!

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Friday Harbor
10.0 out of 10, Exceptional, (102 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is NZ$969
includes taxes & fees
26 Aug - 27 Aug
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

'The Windward Studio' at SeaStar Lofts -- on the Waterfront!
Eastsound
10.0 out of 10, Exceptional, (136 reviews)
"Great location right in town and beautiful view. Great for our dog too."
United States
Lisa K.
The price is NZ$847
includes taxes & fees
12 Aug - 13 Aug
'The Windward Studio' at SeaStar Lofts -- on the Waterfront!

Historic Waterfront Home, Hot tub, Pets Welcome!

Historic Waterfront Home, Hot tub, Pets Welcome!
Eastsound
10.0 out of 10, Exceptional, (17 reviews)
"Nice historic home in a beautiful setting. "
United States
MARLENE W.
The price is NZ$2,012
includes taxes & fees
3 Aug - 4 Aug
Historic Waterfront Home, Hot tub, Pets Welcome!

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin
Friday Harbor
9.6 out of 10, Exceptional, (11 reviews)
"Cabin was very CLEAN and very COZY, staff was very nice & helpful!!!"
United States
Tawnya P.
The price is NZ$1,181
includes taxes & fees
9 Aug - 10 Aug
Snug Harbor Resort and Marina - One Bedroom Waterfront Cabin

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit
Orcas Island
9.2 out of 10, Wonderful, (76 reviews)
"Peaceful and quiet spot in the woods yet near the Ferry and Lake Killebrew! The owners art is on display. Another wonderful relaxing stay for this return customer."
United States
Joshua F.
The price is NZ$457
includes taxes & fees
30 July - 31 July
Dog-friendly studio w/ kitchenette, WiFi, yard & fire pit

Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (37 reviews)
"Beautiful property with excellent views and a type of farm feel where so many unique things exist including ducks, a 22 year old cat, orchard, kayaks etc. you don’t need to leave the property to have a wonderful time host John is one of coolest guys you will ever meet."
United States
Frank M.
The price is NZ$1,085
includes taxes & fees
3 Aug - 4 Aug
Cedar Orchard Cabin.

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

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Eastsound
9.8 out of 10, Exceptional, (201 reviews)
"The setting and view were lovely and the space was very comfortable "
United States
Nelle A.
The price is NZ$980
includes taxes & fees
30 July - 31 July
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

Heart of Deer Harbor - Harbormaster House

Heart of Deer Harbor - Harbormaster House
Deer Harbor
10.0 out of 10, Exceptional, (4 reviews)
"Loved the house! Beautiful view, nicely decorated, very comfortable. Will definitely stay here again!"
United States
Cndi B.
The price is NZ$2,001
includes taxes & fees
9 Aug - 10 Aug
Heart of Deer Harbor - Harbormaster House

Bramble Seaview Cottage (Entire Property) with Sparkly Water View in Eastsound

Bramble Seaview Cottage (Entire Property) with Sparkly Water View in Eastsound
Eastsound
9.8 out of 10, Exceptional, (73 reviews)
"Great location and host and would absolutely stay hear again. Good balance of feeling in the woods, but close to town. "
United States
Mike A.
The price is NZ$1,506
includes taxes & fees
17 Aug - 18 Aug
Bramble Seaview Cottage (Entire Property) with Sparkly Water View in Eastsound

Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.

Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.
Eastsound
10.0 out of 10, Exceptional, (204 reviews)
"This was a spacious and well appointed suite. "
United States
Barbara V.
The price is NZ$917
includes taxes & fees
27 July - 28 July
Water view! Luxury Port Suite -- walk to cafes, shops, galleries & beaches.

Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (375 reviews)
"Terrific view. Quiet. Lots of room. Location close to East Sound but distant enough to escape crowds and ferry surges. Sorry, the driveway needs work. Steep ascent/descent with loose gravel and a pothole. Otherwise, a dream."
United States
Martin
The price is NZ$1,553
includes taxes & fees
29 July - 30 July
Modern Home with Stunning Water View
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.
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Top San Juan County Hotel Reviews

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 favorite 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 depends 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 selected for you start as low as NZ$508 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.