Holiday Homes in San Juan Islands

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Featured Holiday Homes in San Juan Islands and around

Luxury 2BR Yacht • Marina Views • WiFi

10.0 out of 10, Exceptional, (1)
The price is €239
includes taxes & fees
20 Aug - 21 Aug
Luxury 2BR Yacht • Marina Views • WiFi

Barnes - Relaxing Window Seat for Morning Coffee

9.0 out of 10, Wonderful, (4)
"It was very nice."
The price is €320
includes taxes & fees
24 Aug - 25 Aug
Barnes - Relaxing Window Seat for Morning Coffee

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

2.0 star property
10.0 out of 10, Exceptional, (5)
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

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 €552
includes taxes & fees
1 Sept - 2 Sept
Cedar Orchard Cabin.

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

2.0 star property
10.0 out of 10, Exceptional, (16)
"We really enjoyed staying at kristens house."
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

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 €1,064
includes taxes & fees
31 Aug - 1 Sept
Huckleberry House - New Listing!

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 €496
includes taxes & fees
6 Sept - 7 Sept
Perfect location to relax, unwind, renew and enjoy San Juan Island

Matia - Luxurious Night’s Sleep

10.0 out of 10, Exceptional, (6)
"Very nice stay! Everything was accurate about the stay."
The price is €320
includes taxes & fees
20 Aug - 21 Aug
Matia - Luxurious Night’s Sleep

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 €433
includes taxes & fees
1 Sept - 2 Sept
Sucia - Dramatic Eastsound Bay View

Clark - Imaginative Original Artwork

9.0 out of 10, Wonderful, (4)
"Thank you. We enjoyed staying here. "
The price is €464
includes taxes & fees
1 Sept - 2 Sept
Clark - Imaginative Original Artwork

Yellow - Comfortably Accessible

10.0 out of 10, Exceptional, (5)
"Excellent staff and accommodations."
The price is €349
includes taxes & fees
24 Aug - 25 Aug
Yellow - Comfortably Accessible

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. "
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

9.4 out of 10, Exceptional, (63)
"We’ve stayed in plenty pet friendly places and this was by far the cleanest. House was great, location was great, price was awesome. No TV, less than comfy couch and beds…but let’s be honest these are extremely mild complaints for such an affordable and awesome home in such an amazingly beautiful place like Orcas island."
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Luxury Mid-Century Scandinavian Home w/ HOT TUB

10.0 out of 10, Exceptional, (7)
"Amazing retreat. Highly recommended!"
The price is €450
includes taxes & fees
2 Sept - 3 Sept
Luxury Mid-Century Scandinavian Home w/ HOT TUB

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 €467
includes taxes & fees
1 Sept - 2 Sept
Johns - Graciously Appointed

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."
The price is €630
includes taxes & fees
20 Aug - 21 Aug
Cottage at Doe Bay - Entire Home (New Listing)

Modern home in the Heart of Eastsound Village - Walk to Shops, Cafes, & Beaches

10.0 out of 10, Exceptional, (44)
"Perfect location. House was great. "
The price is €436
includes taxes & fees
1 Sept - 2 Sept
Modern home in the Heart of Eastsound Village - Walk to Shops, Cafes, & Beaches

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."
Stuart - Passionately Designed

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

Central/Modern/Immaculate/Family Friendly

10.0 out of 10, Exceptional, (4)
"This place was close to downtown and very walkable. I enjoyed my stay very much. "
Central/Modern/Immaculate/Family Friendly
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