Holiday Homes in San Juan Islands

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Our top choices for San Juan Islands holiday homes

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay and the place was exactly what we were looking for — cozy, private, and relaxing. The hot tub and natural surroundings made it feel like a true retreat. Would definitely love to come back."
United States
Naveen G.
The price is €583
includes taxes & fees
21 May - 22 May
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Friday Harbor
9.8 out of 10, Exceptional, (204 reviews)
"Welcoming host, amazing place on the water"
United States
Jen B.
The price is €391
includes taxes & fees
27 May - 28 May
Utter Seclusion on 600 Feet of Waterfront , Free WiFi

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

Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Eastsound
9.4 out of 10, Exceptional, (74 reviews)
"Very comfortable home away from home"
United States
Lynn
The price is €364
includes taxes & fees
22 May - 23 May
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views

Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (35 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 €542
includes taxes & fees
31 May - 1 Jun
Cedar Orchard Cabin.

Central/Modern/Immaculate/Family Friendly

Central/Modern/Immaculate/Family Friendly
Eastsound
10.0 out of 10, Exceptional, (14 reviews)
"We had a wonderful stay for two nights. The home was very clean, comfortable, and well-organized, with everything we needed. The location is great — right in the center, surrounded by shops, restaurants, and cafés, which is very convenient. The property manager was easy to communicate with and very responsive, making our stay smooth and enjoyable. We would definitely stay here again. Highly recommended!"
United States
Lada
Central/Modern/Immaculate/Family Friendly

Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (26 reviews)
"Great location!"
United States
Karen M.
Hot Tub/Central/Modern/Well Appointed/Immaculate

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

The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
Eastsound
10.0 out of 10, Exceptional, (24 reviews)
"Excellent. I normally have everything prepared and planned before I arrive at a rental property, however the host here anticipates all of the guests needs before they even make it to the island. The app only gives 5 stars but it was above and beyond. I cant wait to come again!"
United States
James
The price is €918
includes taxes & fees
2 Jun - 3 Jun
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome

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

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Friday Harbor
9.8 out of 10, Exceptional, (44 reviews)
"Great secluded spot if you’re looking for a relaxing stay on San Juan! "
United Kingdom
Bret N.
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Eastsound
10.0 out of 10, Exceptional, (16 reviews)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
The price is €654
includes taxes & fees
2 Jun - 3 Jun
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!

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, (97 reviews)
"Clean, comfortable, great location"
United States
Kari B.
The price is €483
includes taxes & fees
12 Jun - 13 Jun
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
Eastsound
10.0 out of 10, Exceptional, (5 reviews)
"Great location. "
Canada
danielle
The price is €696
includes taxes & fees
2 Jun - 3 Jun
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)

Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (367 reviews)
"We had a great stay in this very comfortable home. It’s got a great view and a short walking distance to Eastsound, which has a nice collection of bakeries stores and restaurants. Very enjoyable visit. Thanks!"
United States
Ken P.
The price is €716
includes taxes & fees
2 Jun - 3 Jun
Modern Home with Stunning Water View

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
10.0 out of 10, Exceptional, (1 review)
"Very clean and comfortable! Beautiful view as well. Kitchen also had all the equipment to be able to cook meals at home."
United States
Lucy H.
The price is €359
includes taxes & fees
31 May - 1 Jun
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

Cottage at Doe Bay - Entire Home (New Listing)

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is €654
includes taxes & fees
31 May - 1 Jun
Cottage at Doe Bay - Entire Home (New Listing)

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Eastsound
10.0 out of 10, Exceptional, (20 reviews)
"Best VRBO we’ve ever stayed in.Beautiful house, location, furnishings and yard"
United States
Don J.
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly

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
9.2 out of 10, Wonderful, (168 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
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

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

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Eastsound
9.6 out of 10, Exceptional, (13 reviews)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.

Cheerful woodsy cabin w gas fireplace, sleeps 6.

Cheerful woodsy cabin w gas fireplace, sleeps 6.
Lopez Island
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property. Great kitchen. "
United States
Carol B.
The price is €593
includes taxes & fees
3 Jun - 4 Jun
Cheerful woodsy cabin w gas fireplace, sleeps 6.

Peaceful Forest Retreat w/ Water Views & Stove

Peaceful Forest Retreat w/ Water Views & Stove
San Juan County
Peaceful Forest Retreat w/ Water Views & Stove

Rose Mountain Lodge - Friday Harbor

Rose Mountain Lodge - Friday Harbor
Friday Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Loved the home, enjoyed the surroundings. "
United States
barani008
The price is €1,452
includes taxes & fees
17 Jun - 18 Jun
Rose Mountain Lodge - Friday Harbor
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

Find out more about San Juan Islands

San Juan Islands Holiday Homes information

Number of reviews
1,125
Accommodation
241 Holiday Homes
Lowest Price
€359
Highest Price
€1,452

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