San Juan Islands Holiday Rentals

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Holiday Rentals in San Juan Islands

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 views from the picture windows and porch of our waterfront cabin. The included bundle of firewood was a plus. The only negative was not being able to use the hot tub right upon opening time at 9:30 am which cut enjoyment of that feature down a lot. My boyfriend is a huge hot tub lover and we had to hurry to check out by 11:00am. The beds, linens and pillows were all really nice! Overall the property is just what it reports and I would likely book here again. "
The price is NZ$553
includes taxes & fees
28 May - 29 May
West Beach Resort
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
includes taxes & fees
27 May - 28 May
Modern Home with Stunning Water View
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
includes taxes & fees
4 Jun - 5 Jun
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
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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
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
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)
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.
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$1,057
includes taxes & fees
16 Jun - 17 Jun
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Outdoor spa tub
Sunset Studio with Stunning Views and Hot Tub - Dog-Friendly
8.6 out of 10, Excellent, (38)
"We went during winter so there was no one else there but the room was perfect and private hot tub was a plus! Absolutely amazing view and the island itself was a lot of fun to explore. 10/10 experience and will definitely come back again. "
Sunset Studio with Stunning Views and Hot Tub - Dog-Friendly
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
Property grounds
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
9.6 out of 10, Exceptional, (148)
"The space is very well kept and cozy. The only downsides are the noisy area directly outside the door (a bar and grill), the parking isn't great, the entrance is in an alley with dumpsters from said bar and grill, and the view of the water isn't as great as I had hoped but overall the property manager and the room itself were great."
The price is NZ$624
includes taxes & fees
29 May - 30 May
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
TV
Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach
7.8 out of 10, Good, (78)
"We very much enjoyed our stay at the house. Will recommend"
Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach
Property grounds
Adorable beach cabin within a few steps to a secluded beach!
9.8 out of 10, Exceptional, (17)
"This little cabin is cozy and clean. We found everything we needed to make our stay comfortable. The owners are exceptionally friendly. The view and the wildlife were amazing."
Adorable beach cabin within a few steps to a secluded beach!
Property grounds
Orcas Island, Forest House #283
10.0 out of 10, Exceptional, (4)
"Out of all of the places that I rented this is the one where the pictures just do not do it justice! The place is amazing and so cool!! It’s much bigger than I thought and more breath taking than we can imagine! All amenities are included , wifi was awesome and such a private stay! If I could give a 10 star I would !! We only stayed a couple of days but you could stay much longer and be happy! The experience and pictures make it so worth it!!"
Orcas Island, Forest House #283
Private kitchen
Orcas Island, Sea Acres Lodge #266
9.8 out of 10, Exceptional, (27)
"This home had everything necessary. I was impressed by the cleanliness of the whole house. Better than some hotels! The towels were super soft, the toiletries provided were of high end brand (Gilchrist and Soames), and the extra blankets were nice to have. The view was beautiful and there was a cute little beach one could walk to. We were able to cook and grill - the kitchen was well-supplied. I think the smaller pan could be replaced, but other than that I don't have any recommendations....
Orcas Island, Sea Acres Lodge #266
Fridge, microwave, oven, stovetop
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
9.2 out of 10, Wonderful, (46)
"Perfect"
The price is NZ$485
includes taxes & fees
28 May - 29 May
Modern, dog-friendly cabin with fast WiFi, washer/dryer, deck & forest views
Charming cabin with private hot tub & ocean view- near everything in Deer Harbor
8.8 out of 10, Excellent, (29)
"Heat was on when we arrived- great since the temp had dropped! Very quiet. Comfy bed- we slept really well."
Charming cabin with private hot tub & ocean view- near everything in Deer Harbor
Outdoor spa tub
Charming & bright dog-friendly cabin with nature views, hot tub, and fireplace
7.6 out of 10, Good, (28)
"Some windows did not lock & heaters were hidden n in a closet. No instructions for TV & VACSA never responded to emails! You are truly on your own! Beware of hidden costs like the hot tub that I did not use & had VACASA remove from bill"
Charming & bright dog-friendly cabin with nature views, hot tub, and fireplace
Fridge, microwave, oven, stovetop
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
10.0 out of 10, Exceptional, (3)
"We had everything we needed for a restful retreat. Location to Eastsound was great."
Eastsound Overlook - NEW LISTING/SALISH VIEWS/WALK TO TOWN!
Property grounds
Cedar Orchard Cabin.
10.0 out of 10, Exceptional, (21)
"Wonderful place- private, quiet, great views. Friendly neighborhood peacocks came by to visit in the morning."
The price is NZ$1,113
includes taxes & fees
27 May - 28 May
Cedar Orchard Cabin.
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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 Islands 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$325
includes taxes & fees
30 May - 31 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$236
includes taxes & fees
28 May - 29 May
The Orca Inn
Hiking
Earthbox Inn & Spa
2.5 star property
8.6 out of 10, Excellent, (787)
"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
includes taxes & fees
28 May - 29 May
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 Islands 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 Islands. 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 Islands. Seeing all the best attractions is bound to make you fall in love with San Juan Islands. 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 Islands short-term rentals, that won’t be hard to do.

Recent reviews of San Juan Islands properties
Expedia verified reviews

The Orca Inn

The Orca Inn

5/5 Excellent
"it was a good stay. always good hospitality"
A verified traveller stayed at The Orca Inn
Posted 3 days ago
The Orca Inn