Holiday Homes in San Juan Islands

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in San Juan Islands

Our top choices for San Juan Islands holiday homes

Huckleberry House - New Listing!
Terrace/patio

Huckleberry House - New Listing!

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
The price is AU$1,891
includes taxes & fees
31 Aug - 1 Sept
Huckleberry House - New Listing!
Barnes - Relaxing Window Seat for Morning Coffee
1 bedroom, in-room safe, desk, iron/ironing board

Barnes - Relaxing Window Seat for Morning Coffee

9.0 out of 10, Wonderful, (4)
"It was very nice."
The price is AU$599
includes taxes & fees
28 Aug - 29 Aug
Barnes - Relaxing Window Seat for Morning Coffee
Stuart - Passionately Designed
Smart TV, fireplace

Stuart - Passionately Designed

8.6 out of 10, Excellent, (4)
"Rooms exceeded expectations - spacious, large bed, amenities in a nearby kitchen and gathering area, central to everything."
The price is AU$669
includes taxes & fees
7 Sept - 8 Sept
Stuart - Passionately Designed
Cedar Orchard Cabin.
Smart TV, ping pong, books

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$981
includes taxes & fees
26 Aug - 27 Aug
Cedar Orchard Cabin.
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Fridge, microwave, oven, stovetop

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

2.0 star property
10.0 out of 10, Exceptional, (17)
"We really enjoyed staying at kristens house."
The price is AU$1,596
includes taxes & fees
22 Sept - 23 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Interior

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

2.0 star property
9.4 out of 10, Exceptional, (6)
The price is AU$1,087
includes taxes & fees
2 Sept - 3 Sept
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Dining

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

10.0 out of 10, Exceptional, (90)
"Very comfortable beds, well appointed kitchen, beautiful wooded setting. Wish we could have stayed longer!"
The price is AU$862
includes taxes & fees
21 Sept - 22 Sept
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
Johns - Graciously Appointed
Dining

Johns - Graciously Appointed

9.8 out of 10, Exceptional, (6)
"Nice view, great lounge/kitchen are for shared use. Perfect location in town"
The price is AU$624
includes taxes & fees
22 Sept - 23 Sept
Johns - Graciously Appointed
Cottage at Doe Bay - Entire Home (New Listing)
Outdoor dining

Cottage at Doe Bay - Entire Home (New Listing)

10.0 out of 10, Exceptional, (13)
"comfortable, immaculate cottage in a beautiful part of incredible Orcas Island. Hosts were responsive and helpful."
Cottage at Doe Bay - Entire Home (New Listing)
Matia - Luxurious Night’s Sleep
Interior

Matia - Luxurious Night’s Sleep

10.0 out of 10, Exceptional, (6)
"Very nice stay! Everything was accurate about the stay."
The price is AU$564
includes taxes & fees
22 Sept - 23 Sept
Matia - Luxurious Night’s Sleep
Yellow - Comfortably Accessible
1 bedroom, in-room safe, free WiFi, bed sheets

Yellow - Comfortably Accessible

10.0 out of 10, Exceptional, (5)
"Excellent staff and accommodations."
The price is AU$601
includes taxes & fees
2 Sept - 3 Sept
Yellow - Comfortably Accessible
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Property grounds

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

10.0 out of 10, Exceptional, (2)
"My husband and I had a lovely stay for our 10 year wedding anniversary. The house was cute and clean, and the view was amazing! We saw seals, otters, bald eagles, and deer. The location was so quiet and peaceful, and it was just a quick drive to town. "
The price is AU$1,165
includes taxes & fees
21 Sept - 22 Sept
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub
Fridge, microwave, oven, stovetop

Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub

9.2 out of 10, Wonderful, (29)
"This was a terrific mountain house - clean, lovely view, nice accommodations. Would highly recommend it."
The price is AU$1,243
includes taxes & fees
25 Aug - 26 Aug
Secluded cabin with amazing water views, huge deck, fireplace, & jetted tub
Perfect location to relax, unwind, renew and enjoy San Juan Island
Dining

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

10.0 out of 10, Exceptional, (115)
"Susan's place was great for our group of 3 adult couples - plenty of space and very fast internet. Really appreciated that we could bring the dogs - they especially loved the fenced in deck. Overall a great spot near Roche harbor!! "
The price is AU$884
includes taxes & fees
22 Sept - 23 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island
Spectacular West side views of Strait, Olympics, Victoria, south to Mt Rainier.
Fridge, microwave, oven, stovetop

Spectacular West side views of Strait, Olympics, Victoria, south to Mt Rainier.

10.0 out of 10, Exceptional, (136)
"We had the best time. Stephanie's place is immaculate and has the tranquil feeling we needed to relax and I enjoy the abundance of wildlife nearby"
Spectacular West side views of Strait, Olympics, Victoria, south to Mt Rainier.
Canoe - Warm and Cozy with View
Interior

Canoe - Warm and Cozy with View

10.0 out of 10, Exceptional, (6)
"Clean, nice and great location!"
The price is AU$567
includes taxes & fees
26 Aug - 27 Aug
Canoe - Warm and Cozy with View
Hot Tub/Central/Modern/Well Appointed/Immaculate
Smart TV, books, offices

Hot Tub/Central/Modern/Well Appointed/Immaculate

10.0 out of 10, Exceptional, (19)
"Amazing location, very clean, enormous bed"
The price is AU$720
includes taxes & fees
15 Sept - 16 Sept
Hot Tub/Central/Modern/Well Appointed/Immaculate
Sucia - Dramatic Eastsound Bay View
Interior

Sucia - Dramatic Eastsound Bay View

10.0 out of 10, Exceptional, (2)
"My wife and I have been taking an annual weekend on the island for years. We're thrilled to find such a wonderful option to stay in Eastsound! The property is brand new, right in town, and very well appointed (especially for the value!). We'd definitely recommend and will be back next time."
The price is AU$703
includes taxes & fees
1 Sept - 2 Sept
Sucia - Dramatic Eastsound Bay View
Clark - Imaginative Original Artwork
Exterior

Clark - Imaginative Original Artwork

9.0 out of 10, Wonderful, (4)
"Thank you. We enjoyed staying here. "
The price is AU$526
includes taxes & fees
22 Sept - 23 Sept
Clark - Imaginative Original Artwork
Luxury Mid-Century Scandinavian Home w/ HOT TUB
Interior

Luxury Mid-Century Scandinavian Home w/ HOT TUB

9.8 out of 10, Exceptional, (8)
"Amazing retreat. Highly recommended!"
The price is AU$759
includes taxes & fees
2 Sept - 3 Sept
Luxury Mid-Century Scandinavian Home w/ HOT TUB
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 Islands Hotel Reviews

Earthbox Inn & Spa

Earthbox Inn & Spa

10/10 Excellent
"Well maintained property reminiscent of a classic Tahoe getaway. A bit pricey for a quick business trip when I was too busy to fully enjoy the amenities on offer, but I’ll remember it for future visits."
Darren 1-night trip
Posted 3 days ago
Earthbox Inn & Spa