Holiday Homes in San Juan Island
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for San Juan Island holiday homes
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Secluded 4BR Retreat | Wellness, Hot Tub & Pet FriendlyFriday Harbor
9.8 out of 10, Exceptional, (39)
"Nice place with a big yard that the dogs loved. It was close to all of the things we wanted to do and the nature was beautiful. "
Catalina R.
The price is NZ$1,359
includes taxes & fees
30 Dec - 31 Dec
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife Views
Roche Harbor Bayfront Escape: Luxe Retreat with Kayaks, Deck & Wildlife ViewsFriday Harbor
10.0 out of 10, Exceptional, (194)
"This house provided EVERYTHING we needed for our vacation!! "
Jessica N.
The price is NZ$1,153
includes taxes & fees
3 Jan - 4 Jan 2026
Mt. Baker View * Harbor * King Bed * Fire Pit!
Mt. Baker View * Harbor * King Bed * Fire Pit!Oak Harbor
10.0 out of 10, Exceptional, (7)
"Thank you so much for letting us stay at your beautiful Mount Baker view home! We had such a wonderful time and really enjoyed the comfortable bed, the great deck, and especially the amazing views of the mountain. It was the perfect escape, and I can't wait to visit again."
David B.
The price is NZ$611
includes taxes & fees
30 Dec - 31 Dec
Deception Pass home with forest and bay views
Deception Pass home with forest and bay viewsOak Harbor
10.0 out of 10, Exceptional, (21)
"Beautiful stay with everything we needed and more;) Kind host, close to everything but secluded. Excellent family adventure! "
Rebecca
The price is NZ$566
includes taxes & fees
30 Dec - 31 Dec
The Best Beach Cabin EVER
The Best Beach Cabin EVERAnacortes
10.0 out of 10, Exceptional, (23)
"Fabulous view, very handy to Anacortes ferry and Deception Pass, and very comfortable. "
Bradford S.
The price is NZ$862
includes taxes & fees
31 Dec - 1 Jan 2026
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest viewsEastsound
9.4 out of 10, Exceptional, (70)
"We enjoyed our stay here very much and would recommend this place to anyone looking for a clean and convenient option near Eastsound."
Chester I.
The price is NZ$671
includes taxes & fees
4 Jan - 5 Jan 2026
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!
Perch - Seascape Summit: Oceanview 3BR/3BA, dog friendly, Quiet & Private!Oak Harbor
9.4 out of 10, Exceptional, (24)
"We loved the place, most especially the view! Spacious and great location! "
Alita T.
The price is NZ$508
includes taxes & fees
26 Jan - 27 Jan 2026
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!
Perch - West Beach Point: Panoramic view home w/Hot Tub! Pet Friendly!Oak Harbor
9.2 out of 10, Wonderful, (16)
"Great view."
Colleen A.
The price is NZ$517
includes taxes & fees
4 Jan - 5 Jan 2026
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.
Find holiday rentals that suit your style
Cabins
Private holiday homes
Save an average of 15% on thousands of hotels when you're signed in
Top San Juan Island Hotel Reviews
Friday Harbor House
10/10 Excellent
Find out more about San Juan Island
San Juan Island Holiday Homes information
Number of reviews | 564 |
|---|---|
Accommodation | 393 Holiday Homes |
Lowest Price | NZ$508 |
Highest Price | NZ$1,359 |
Explore a world of travel with Expedia
- Lgbt Welcoming Hotels in San Juan Island
- Historic Hotels in San Juan Island
- Luxury Hotels in San Juan Island
- Family Hotels in San Juan Island
- Luxury Hotels in Friday Harbor
- Luxury Hotels in San Juan Islands
- Beach Hotels in San Juan Islands
- Boutique Hotels in Orcas Island
- Romantic Hotels in Orcas Island
- Luxury Hotels in Orcas Island
- Cheap Hotels in Orcas Island
- Hilton Hotels in San Juan Islands
- Stuart Island Hotels
- Lopez Island Hotels
- Eastsound Hotels
- Friday Harbor Hotels
- Roche Harbor Hotels
- Olga Hotels
- Anacortes Hotels
- Lummi Island Hotels
- Rosario Hotels
- Hotels near Stuart Island
- Orcas Hotels
- Blakely Island Hotels
- Hotels near San Juan Islands Sculpture Park
- Doe Bay Hotels
- Cottages in Bellingham
- Holiday Homes in Point Roberts
- Condo Rentals in Point Roberts
- Holiday Homes in Bow
- Cottages in Roche Harbor
- Resort in Guemes Island
- Resort in Rosario
- Cabin Rentals in Stuart Island
- Cottages in Oak Harbor
- Cabin Rentals in Orcas Island
- Condo Rentals in Orcas Island
- Caravan Parks in Orcas Island
- Apartments in Orcas Island
- Farmstay in Orcas Island
- Cottages in Orcas
- Cabin Rentals in Birch Bay
- Farmstay in Dungeness Valley
- Apartments in San Juan Islands
- B&B in San Juan Islands
- Resort in San Juan Islands
- Cabin Rentals in San Juan Islands
- Resort in San Juan Island
- Inns in San Juan Island
- Resort in Samish Island
- Caravan Parks in Dungeness
- B&B in Dungeness
- Cabin Rentals in Dungeness
- Resort in Ferndale
- Cabin Rentals in Lummi Island
- B&B in Friday Harbor
- Flights to Sucia Island
- Flights to Fidalgo Island
- Flights from Lopez Island
- Flights from Orcas Island
- Flights from Lummi Island
- Flights from San Juan Islands
- Flights from Redmond (RDM) to Anacortes (OTS)
- Flights from Kodiak (ADQ) to Lopez Island (LPS)
- Flights from Los Angeles (LAX) to Decatur Island (DTR)
- Flights from Chicago (ORD) to Decatur Island (DTR)
- Flights from Lopez Island
- Car hire in Avis 1333 N Highland Ave
- Rent A Wreck Rental Cars in San Juan Island
- Keddy By Europcar Rental Cars in San Juan Island
- Nü Car Rentals Rental Cars in San Juan Island
- Keddy By Europcar Rental Cars in San Juan Islands
- Rent A Wreck Rental Cars in San Juan Islands
- National Car Rental Rental Cars in Friday Harbor Sea Plane Base
- Rental cars Friday Harbor airport
- Car hire Anacortes
- Rental cars Lopez Island airport