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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for San Juan Island holiday homes

A table set with food and wine glasses overlooking a lake with trees and mountains in the background.

1. 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, (218 reviews)
"It’s all about the view - incredible. We enjoyed happy hour on the deck, and the sunrise was stunning and beautiful."
United States
Chad
The price is NZ$697
includes taxes & fees
1 Nov - 2 Nov
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
A wooden deck with outdoor seating, a sign reading "EMILY'S COTTAGE", and a view of a road with cars.

2. 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 NZ$773
includes taxes & fees
7 Oct - 8 Oct
Emily's Cottage at Cayou Channel - Orcas Island
A deck with a picnic table and umbrella, overlooking a marina with boats and a forested hill.

3. 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 NZ$776
includes taxes & fees
7 Oct - 8 Oct
CAPTAINS QUARTERS - PRIVATE, STEPS FROM THE BEACH
A bedroom with a bed, two bedside tables, a wardrobe, and a window with a view of trees.

4. 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 NZ$672
includes taxes & fees
18 Oct - 19 Oct
Pet Friendly Forest Retreat with Modern Amenities and Fast WiFi in Eastsound
A cozy living room with a wooden ceiling, a television, a sofa, and a coffee table.

5. 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 NZ$966
includes taxes & fees
2 Nov - 3 Nov
Cheerful woodsy cabin w gas fireplace, sleeps 6.
A cozy interior with a dining area, a table with chairs, a sofa, and a view of the outdoors.

6. Cedar Orchard Cabin.

Cedar Orchard Cabin.
Eastsound
9.8 out of 10, Exceptional, (44 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 NZ$1,100
includes taxes & fees
7 Oct - 8 Oct
Cedar Orchard Cabin.
A modern cabin with a metal roof, situated by a body of water, featuring a deck and outdoor seating area.

7. 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 NZ$1,349
includes taxes & fees
20 Oct - 21 Oct
Romantic Oceanfront Getaway/Hot tub/Chef Kitchen
An outdoor seating area with tables and chairs facing a view of a body of water and trees.

8. 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 NZ$801
includes taxes & fees
8 Oct - 9 Oct
WATER VIEWS! WOOD STOVE! PRIVATE!
A modern kitchen with a large island, a dining area with a view, and a cozy seating area.

9. 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 NZ$1,045
includes taxes & fees
22 Oct - 23 Oct
Modern Home with Stunning Water View
A marina with boats, a stone bridge, and a well-maintained grassy area.

10. Bayside Waterfront King_Ocean Views_King Bed_Pool

Bayside Waterfront King_Ocean Views_King Bed_Pool
Eastsound
8.0 out of 10, Very good, (2 reviews)
"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 NZ$355
includes taxes & fees
12 Oct - 13 Oct
Bayside Waterfront King_Ocean Views_King Bed_Pool
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 NZ$1,047
includes taxes & fees
7 Oct - 8 Oct
Goldeneye Farm - Orchard & Ponds
A bedroom with a bed, bedside tables, a lamp, a chair, and a window.

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

Walk Everywhere 2BR Dog Friendly - Deck - Washer Dryer
Anacortes
Walk Everywhere 2BR Dog Friendly - Deck - Washer Dryer
A wooden deck with outdoor furniture, including a sofa and chairs, overlooking a garden and a view of trees and a distant mountain.

13. 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 NZ$1,114
includes taxes & fees
25 Oct - 26 Oct
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
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, (31 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 NZ$1,471
includes taxes & fees
3 Nov - 4 Nov
The Orchard at Lovers Lane and Enchanted Forest. Hot Tub, Pets Welcome
A modern outdoor deck with wooden flooring, a seating area with a fire pit, and large glass windows.

15. Lux Coastal Retreat & Hot Tub

Lux Coastal Retreat & Hot Tub
Oak Harbor
9.8 out of 10, Exceptional, (20 reviews)
"The space was beautiful and comfortable, the amenities were top notch, and the view was incredible "
United States
Sarah P.
The price is NZ$1,036
includes taxes & fees
29 Oct - 30 Oct
Lux Coastal Retreat & Hot Tub
A view through a window with a grid pattern, overlooking a calm body of water and distant land, with trees in the foreground.

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

North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
Eastsound
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful property. Very clean, spacious, and well-stocked. Thoroughly enjoyed our stay. "
United States
Craig C.
The price is NZ$1,237
includes taxes & fees
7 Oct - 8 Oct
North Beach Outlook- Stunning Sea & Sunset views, Lush Garden Retreat.
A room with a large window overlooking a forested lake.

17. Cottage at Doe Bay - Entire Home (New Listing)

Cottage at Doe Bay - Entire Home (New Listing)
San Juan County
9.8 out of 10, Exceptional, (24 reviews)
"Beautiful home and had everything you needed to make your stay comfortable! "
United States
Wesley A.
The price is NZ$658
includes taxes & fees
1 Nov - 2 Nov
Cottage at Doe Bay - Entire Home (New Listing)
A modern kitchen with a large island, white cabinetry, and a view of the ocean.

18. Island Hideaway with Stunning Ocean Views

Island Hideaway with Stunning Ocean Views
Oak Harbor
9.0 out of 10, Wonderful, (31 reviews)
"View was incredible and enjoyed watching and Bald Eagles and Whales that visited. "
United States
Russell
The price is NZ$900
includes taxes & fees
7 Oct - 8 Oct
Island Hideaway with Stunning Ocean Views
An outdoor patio with a table and chairs, overlooking a scenic view of the ocean and trees.

19. 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, (33 reviews)
"We had a lovely stay. The house had everything we could have needed and looked better than the listing! Loved the beach, where we saw otters, seals, herons, starfish, and more. "
United States
Julie T.
The price is NZ$1,398
includes taxes & fees
7 Oct - 8 Oct
Serene Waterview Retreat/Hot Tub/Private Beach &Tennis Court/ Pet-Friendly
Dinning table for six plus 4 additional stool style seating.

20. Sweeping Sound Views, Pet friendly, 3 Bedroom

Sweeping Sound Views, Pet friendly, 3 Bedroom
San Juan County
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful, well stocked with AMAZING views! We really enjoyed our time there. "
United States
Marc H.
The price is NZ$1,305
includes taxes & fees
2 Nov - 3 Nov
Sweeping Sound Views, Pet friendly, 3 Bedroom
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

Rosario Resort

Rosario Resort

8/10 Good
"We stayed in room 307, building 1300, just left of the main mansion building. The room was clean, the bathroom was clean, the view was beautiful. The only thing about the room I didn’t like was a shared balcony with the other guests. It wasn’t a big deal, but I thought we were renting a private deck. Otherwise I had a great stay. We will be coming back for another trip."
Tracie 2-night trip
Posted 5 hours ago
Rosario Resort

Find out more about San Juan Island

San Juan Island Holiday Homes information

Number of reviews
932
Accommodation
364 Holiday Homes
Lowest Price
NZ$355
Highest Price
NZ$1,471

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