A lakeside lodge with a wooden pier, surrounded by lush greenery and a forested backdrop.

Holiday Homes in San Juan Island

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for San Juan Island holiday homes

A red house with a porch and a staircase leading to the front door.

1. 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, (189 reviews)
"This house is the best deal on the island for a large group of people wanting to stay close to Friday Harbor. Location is super convenient. My main disappointments with the house is that there are only 2 showers, one of the rooms has no window that can be opened so it gets very warm on hot days, and the house creaks loudly as people walk around. I would say this house is geared more for the kind of people who can handle a hostel kind of experience."
United States
SCOTT
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
A restaurant with wooden tables and chairs, large windows, and a view of the outdoors.

2. 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
9.8 out of 10, Exceptional, (108 reviews)
"We had a wonderful stay at this home. It was very clean, comfortable, and well stocked with everything we needed. The location was great, and we especially enjoyed the peaceful yard with beautiful flowers and deer passing through. It made the stay feel extra relaxing and special. We would definitely stay here again!"
United States
Leanne L.
Perfect location to relax, unwind, rejuvinate, explore and enjoy San Juan Island
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

3. Emily's Cottage at Cayou Channel - Orcas Island

Emily's Cottage at Cayou Channel - Orcas Island
Orcas Island
9.4 out of 10, Exceptional, (8 reviews)
"Great location, close to ferry!"
United States
Jonas R.
The price is AU$613
includes taxes & fees
9 Oct - 10 Oct
Emily's Cottage at Cayou Channel - Orcas Island
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

4. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (43 reviews)
"Fantastic Cottage! We loved our stay - kids especially loved the ping pong and peacocks. Great sheets/towels and very clean."
United States
Elizabeth
The price is AU$901
includes taxes & fees
26 Sept - 27 Sept
Cedar Orchard Cabin.
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

5. Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound

Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
Eastsound
9.2 out of 10, Wonderful, (81 reviews)
"Pet friendly"
United States
Andrew H.
The price is AU$569
includes taxes & fees
28 Sept - 29 Sept
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

6. CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH

CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
Deer Harbor
6.8 out of 10, (3 reviews)
"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 AU$718
includes taxes & fees
20 Oct - 21 Oct
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

7. 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 AU$854
includes taxes & fees
26 Oct - 27 Oct
Cheerful woodsy cabin w gas fireplace, sleeps 6.
A modern living room with a dining area, a sofa, a coffee table, and a large window providing natural light.

8. Hot Tub/Central/Modern/Well Appointed/Immaculate

Hot Tub/Central/Modern/Well Appointed/Immaculate
Eastsound
10.0 out of 10, Exceptional, (38 reviews)
"We had a great time at the property. We were able to walk to restaurants and it’s centrally located to many of the islands attractions. The bedroom upstairs was super comfortable and the hot tub was a great way to end the day."
United States
Ryan J.
The price is AU$623
includes taxes & fees
18 Oct - 19 Oct
Hot Tub/Central/Modern/Well Appointed/Immaculate
A marina with boats, a stone bridge, and a well-maintained grassy area.

9. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
Eastsound
6.0 out of 10, (1 review)
"The value for the price was acceptable. View was outstanding! Staff came and addressed a concern immediately. Bed was comfortable with nice linens and towels. The room is generally old and tired. Musty smell. It was not cleaned well. Carpet needs replacing and has lots of stains (don't want to go barefoot). Curtains are in disrepair. The shower has mold in the calk and grout and on the ceiling. Nice adds would be places by the bed to plug phones into, hooks for coats (it rains on Orcas and this...
United States
Matthew
The price is AU$290
includes taxes & fees
28 Sept - 29 Sept
Bayside Waterfront King_Ocean Views_King Bed_Pool
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

10. WATER VIEWS! WOOD STOVE! PRIVATE!

WATER VIEWS! WOOD STOVE! PRIVATE!
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"Dillon is a great host. The bed is very comfortable and the kitchen has everything. The property has a panoramic view of sloping forests, fields and tidal lands. It’s a short walk to an exceptional restaurant (Lascaux), an art gallery, a historic general store, a marina dock, and an oyster farm. A short drive took us to Obstruction Pass Marine Park, which provided a scenic hike."
United States
Carrie S.
The price is AU$570
includes taxes & fees
12 Oct - 13 Oct
WATER VIEWS! WOOD STOVE! PRIVATE!
An aerial view of a house with a large deck, surrounded by lush greenery and a well-maintained garden.

11. Goldeneye Farm - Orchard & Ponds

Goldeneye Farm - Orchard & Ponds
San Juan County
10.0 out of 10, Exceptional, (1 review)
The price is AU$927
includes taxes & fees
27 Sept - 28 Sept
Goldeneye Farm - Orchard & Ponds
A snow-covered landscape with a building featuring a large window and a door.

12. 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 AU$993
includes taxes & fees
27 Sept - 28 Sept
HEART OF EASTSOUND - ENTIRE HOME (NEW LISTING)
A modern two-story house with a patio area featuring outdoor furniture.

13. Heart Of Eastsound, Family & Small-Dog Friendly

Heart Of Eastsound, Family & Small-Dog Friendly
Eastsound
10.0 out of 10, Exceptional, (21 reviews)
"Our stay couldn’t have been better! Such a great place in the best location. Would absolutely stay here again!"
United States
Debra P.
The price is AU$834
includes taxes & fees
28 Sept - 29 Sept
Heart Of Eastsound, Family & Small-Dog Friendly
A spacious interior with a wooden staircase, a dining area, and a view of the outdoors.

14. 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, (30 reviews)
"Beautiful house and amazing location! Accommodated our group of 6 easily. Walk to town. Quick response and support from the host. We would totally stay here again."
United States
Matt M.
The price is AU$1,085
includes taxes & fees
27 Sept - 28 Sept
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A hotel room with a bed, a sofa, a wooden table, a lamp, and a window with curtains.

15. Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views

Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
Eastsound
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful view of East Sound. Enjoyed coffee and the birds chirping on the patio. Great weekend getaway. "
United States
David C.
The price is AU$792
includes taxes & fees
1 Oct - 2 Oct
Cheerful Orcas Island Forest Getaway with Stunning Mountain and Sea Views
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

16. Modern Home with Stunning Water View

Modern Home with Stunning Water View
Eastsound
10.0 out of 10, Exceptional, (382 reviews)
"Such a special place!"
United States
Kathleen R.
The price is AU$844
includes taxes & fees
22 Oct - 23 Oct
Modern Home with Stunning Water View
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

17. Romantic Oceanfront Getaway/Hot tub/Chef Kitchen

Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
Eastsound
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful property close to everything the island has to offer. The view was incredible! We loved everything about our stay."
United States
Rananda S.
The price is AU$935
includes taxes & fees
20 Oct - 21 Oct
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

18. 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, (18 reviews)
"It was a perfect place to stay! Beautiful and very nice!"
United States
Casey A.
The price is AU$904
includes taxes & fees
26 Oct - 27 Oct
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
A hot tub with chairs and a table, surrounded by a wooden deck and a stone wall.

19. Huckleberry House - New Listing!

Huckleberry House - New Listing!
Eastsound
10.0 out of 10, Exceptional, (1 review)
"We loved this property! Easy walk to downtown and close to the water. Well-equipped kitchen. And we loved the hot tub!"
United States
Tom W.
The price is AU$1,091
includes taxes & fees
27 Sept - 28 Sept
Huckleberry House - New Listing!
A bedroom with a bed, bedside tables, a lamp, a chair, and a window.

20. Walk Everywhere 2BR Dog Friendly - Deck - Washer Dryer

Walk Everywhere 2BR Dog Friendly - Deck - Washer Dryer
Anacortes
The price is AU$618
includes taxes & fees
28 Sept - 29 Sept
Walk Everywhere 2BR Dog Friendly - Deck - Washer Dryer
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 Island Hotel Reviews

Coachman Inn & Suites

Coachman Inn & Suites

10/10 Excellent
"Very quaint, old-school vibe. So much charm.. the jacuzzi tub was the best I’ve ever had. Didn’t think it would be because the place is older but it was great! They even had bathrobes.. no, one has those anymore. I miss robes,Would definitely stay again."
Tina 3-night trip
Posted 2 hours ago
Coachman Inn & Suites

Find out more about San Juan Island

San Juan Island Holiday Homes information

Number of reviews
843
Accommodation
340 Holiday Homes
Lowest Price
AU$290
Highest Price
AU$1,091

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