San Juan Island Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in San Juan Island

Exterior
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
10.0 out of 10, Exceptional, (284)
"Such a beautiful property. Was very hard to leave! "
The price is NZ$1,163
per night
31 May - 1 Jun
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Property grounds
Beautiful Home near Roche Harbor! (QPR)
9.8 out of 10, Exceptional, (109)
"The property was amazing, but where else can you go were you can feast on fresh fruit everywhere you walk or drive? We didn’t want to leave."
Beautiful Home near Roche Harbor! (QPR)
Exterior
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
9.2 out of 10, Wonderful, (129)
"Although by no means 'fancy' digs, the house and its furnishings were perfectly comfortable and ideal for our group of six. It was a 5-8 min walk to the center of town, so convenient to all activities. We didn't do any cooking so can't speak to the adequacy of the kitchen furnishings, but you do need to provide your own coffee. Simple, reasonably priced accommodations in a beautiful location."
The price is NZ$1,056
per night
16 Jun - 17 Jun
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Save an average of 15% on thousands of hotels when you're signed in
Property grounds
Across From the Beach! (ECL)
9.0 out of 10, Wonderful, (30)
"My family of 5 absolutely loved staying here. Perfect location. We loved our time on the beach. So convenient. Just as advertised. Very clean. Very responsive. Well stocked with towels. The structure and design has the charm of Pacific Northwest island, which is part of the experience…not meant for modern chic. We absolutely recommend"
Across From the Beach! (ECL)
Exterior
Waterfront! Hot Tub! (EWR)
10.0 out of 10, Exceptional, (43)
"This is a beautiful property, with decks overlooking the Salish Sea on all 3 levels. Very quiet, with only harbor seals and river otters to be seen. The stairway down from the parking location to the house entrance was well worthwhile for such a wonderfully situated house!"
Waterfront! Hot Tub! (EWR)
Exterior
Newly Listed! Westside Waterview Cabin! (TLO)
10.0 out of 10, Exceptional, (15)
"Great place on west side of island -very comfortable and quiet for a couple."
Newly Listed! Westside Waterview Cabin! (TLO)
Property grounds
Beach house, heated pool, hot tub, private beach, shared dock
10.0 out of 10, Exceptional, (33)
"There’s endless things to do with your whole family here! Such an enjoyable place to stay and take in the beauty of the island. Hoping we can make it back soon!!!"
Beach house, heated pool, hot tub, private beach, shared dock
Pool
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
9.8 out of 10, Exceptional, (162)
"We loved our stay at this location. It had everything we needed. Beds were comfortable. It was quiet and secluded as the last house on the road. Great views. We tried to catch crab and shrimp but we weren't lucky for our one try. A very nice relaxing stay. Host was very attentive."
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Property grounds
Waterfront! Beach Access! (HBH)
9.6 out of 10, Exceptional, (23)
"We were desperately in need of peace, quiet, tranquility, rest, and relaxation. We enjoyed this place so much. This home exceeded all of our hopes and expectations. Highly recommend, everything was perfect +."
Waterfront! Beach Access! (HBH)
Traditional Cabin, 1 Bedroom, Non Smoking, Beach View (No Pets) | Beach/ocean view
West Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (84)
"Great place for a family reunion or vacation or quiet private getaway "
The price is NZ$554
per night
28 May - 29 May
West Beach Resort
Beach
Sunny Island Cliff Side Views
9.8 out of 10, Exceptional, (22)
"Small space for the kids, but worth it for the views and access to location."
The price is NZ$752
per night
4 Jun - 5 Jun
Sunny Island Cliff Side Views
Fridge, microwave, oven, stovetop
Modern Home with Stunning Water View
10.0 out of 10, Exceptional, (310)
"This may be the best VRBO experience we have ever had! Upon arrival, the view from the floor to ceiling windows was spectacular! Everything was as advertised and more, and we wanted for nothing. Our host was always prompt with her communications and told us everything we needed to think about to enhance our stay. I would definitely request to stay here again if the opportunity arises."
The price is NZ$1,174
per night
6 Jun - 7 Jun
Modern Home with Stunning Water View
Property grounds
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
8.0 out of 10, Very good, (147)
"Beach access, otters, eagles and friendly people all around. House is older but fit us well. Plenty of space to fit 6-8 people comfortably. Nice selection of towels and plenty of pillows and blankets. Bring garage bags, foil or parchment paper if you are planning on being at the house and cooking. "
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
Fridge, microwave, oven, stovetop
Mandala House - Rest, Relax, Recharge
10.0 out of 10, Exceptional, (16)
"Overall, we had a great stay. The house is clean and in a great location — about halfway between Eastsound and Moran state park. We appreciated the fenced backyard for our dogs. Only negative was that there isn’t a ton of seating in the living room (one couch and a few papasan chairs that were low to the ground), which might be something to consider if you’re coming with more than 2 adults (kids probably wouldn’t mind the papasan chairs as much)."
Mandala House - Rest, Relax, Recharge
View from property
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
9.6 out of 10, Exceptional, (104)
"Cute little eclectic cabin! Just 20 minutes away from Mount Vernon tulips and Street Fair! There's some delicious places to eat nearby, check the Google map reviews! We got outstanding muffin pastries at The Store and incredible seafood specials at Fidalgo Drive in! Looking forward to escaping again!"
The price is NZ$451
per night
27 May - 28 May
Cottage by the Sea - Cliffside Island Views, Beaches, Lakes
Property grounds
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
9.2 out of 10, Wonderful, (110)
"Quaint, quiet, secluded, and peaceful... The perfect place to unplug and enjoy the relaxed pace of "island time". Soaking in the private hot tub under the stars is absolutely amazing! We always travel with our dog, Penny. It's often difficult to find places that accept pets; so, this cabin is a true gem! Lorry is a great host who truly wants you to enjoy your stay. We loved it so much that we booked it again for my birthday. M&B"
Cozy and Secluded Cabin on Shark Reef with Private Hot Tub.
Spa
Romantic Waterview Island Cabin/Redwood Hot TUB / Pet Friendly/wood fire
9.8 out of 10, Exceptional, (296)
"Really nice place, owner was great Had a lovely relaxing weekend"
Romantic Waterview Island Cabin/Redwood Hot TUB / Pet Friendly/wood fire
Outdoor dining
Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi
9.4 out of 10, Exceptional, (36)
"The house was clean upon arrival , really love the view of the water . The back patio is nice , telescope was a plus . Will stay again if needed ."
Incredible Views of the Ocean & Mt. Baker w/ Deck, Fireplace, Jetted Tub & WiFi
Property grounds
Rustic waterfront cabin w/ free WiFi, a full kitchen, & furnished decks
9.2 out of 10, Wonderful, (17)
"Exactly as described, great location, beautiful island!"
Rustic waterfront cabin w/ free WiFi, a full kitchen, & furnished decks
Beach
Studio Unit with Views of Hales Passage and Mt Baker
10.0 out of 10, Exceptional, (65)
"Thank you for the lovely stay!"
The price is NZ$305
per night
30 May - 31 May
Studio Unit with Views of Hales Passage and Mt Baker
Don't see what you're looking for?
See all available properties in San Juan Island
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.

Other types of properties in San Juan Island you may be interested in

Sundeck
Friday Harbor Suites
2.5 star property
8.2 out of 10, Very good, (771)
"Generous clean suite like rooms."
The price is NZ$293
per night
27 May - 28 May
Friday Harbor Suites
Reception
The Orca Inn
2.0 star property
7.6 out of 10, Good, (795)
"it was a good stay. always good hospitality"
The price is NZ$218
per night
6 Jun - 7 Jun
The Orca Inn
Hiking
Earthbox Inn & Spa
2.5 star property
8.6 out of 10, Excellent, (788)
"Plots of kids in the pool - Covered pool loud and not relaxing. Should have adults only time or no kids after 6pm. During our stay the pool was packed and not usable for us."
The price is NZ$435
per night
5 Jun - 6 Jun
Earthbox Inn & Spa
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Juan Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Juan Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Juan Island. Seeing all the best attractions is bound to make you fall in love with San Juan Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Juan Island short-term rentals, that won’t be hard to do.

Recent reviews of San Juan Island properties
Expedia verified reviews