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, (83)
"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$461
includes taxes & fees
20 May - 21 May
West Beach Resort
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$1,160
includes taxes & fees
31 May - 1 Jun
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Fridge, microwave, oven, stovetop
Modern Home with Stunning Water View
10.0 out of 10, Exceptional, (309)
"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$1,170
includes taxes & fees
27 May - 28 May
Modern Home with Stunning Water View
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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
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
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.
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
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
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
TV
Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach
7.8 out of 10, Good, (77)
"We very much enjoyed our stay at the house. Will recommend"
Tranquil Bayfront Home with Covered Deck & Large Lawn - Close to Beach
Exterior
Bayside! - Spectacular views of the marina; Walk to Rosario Resort for dinner!
10.0 out of 10, Exceptional, (8)
"Very convenient walk to the Marina and Moran mansion/restaurant and spa. The view is lovely. The host provided very thoughtful luxury details to make the stay comfortable and enjoyable."
Bayside! - Spectacular views of the marina; Walk to Rosario Resort for dinner!
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
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)
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$622
includes taxes & fees
20 May - 21 May
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Fridge, microwave, oven, stovetop
Modern home in the Heart of Eastsound Village - Walk to Shops, Cafes, & Beaches
10.0 out of 10, Exceptional, (23)
"We stayed for 2 nights and loved how central this home was to everything in town. The beds and bedding were very comfortable and the host was easy to communicate with and offered helpful tips."
Modern home in the Heart of Eastsound Village - Walk to Shops, Cafes, & Beaches
Outdoor dining
Waterfront home with private deck, WiFi, W/D & spectacular views
8.8 out of 10, Excellent, (36)
"Great home and location for a week with our group of six."
Waterfront home with private deck, WiFi, W/D & spectacular views
Property grounds
Private & Beautiful Custom Orcas Island Vacation Home Eastsound
9.6 out of 10, Exceptional, (97)
"Amazing place. The only negative thing at all was that we typed the address into Waze from the ferry and it had the location fairly wrong, but we found it eventually."
Private & Beautiful Custom Orcas Island Vacation Home Eastsound
Exterior
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach
9.8 out of 10, Exceptional, (14)
"So close to everything, but still quiet and relaxing. Very quick to respond to any questions and so welcoming!"
Luxurious Home w/Hot Tub, 5 minute walk to Town and Beach
On the beach
Dog-friendly waterfront home with furnished deck, patio & beach access
8.8 out of 10, Excellent, (25)
"We had a wonderful stay. We had our family and dog and found the home to be perfect for our group. The kitchen was large and allowed for our friends to join us and cook together for the holidays. The beds were comfortable and the living room area was large and comfortable for a group gathering. The location was spectacular with beautiful views. The full moon on the bay was gorgeous. We can’t wait to come back!!!"
Dog-friendly waterfront home with furnished deck, patio & beach access
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
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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, (766)
"Perfect location to walk everywhere. Has all the amenities you could ask for. It is very clean and was perfect for our stay. "
The price is NZ$298
includes taxes & fees
27 May - 28 May
Friday Harbor Suites
Hiking
Earthbox Inn & Spa
2.5 star property
8.6 out of 10, Excellent, (785)
"Love this place! Have stayed here many times. It does not disappoint."
The price is NZ$380
includes taxes & fees
21 May - 22 May
Earthbox Inn & Spa
Reception
The Orca Inn
2.0 star property
7.6 out of 10, Good, (793)
"Clean, basic lodging in “historic” buildings. Friendly and welcoming hosts. Would stay here again for short stays. "
The price is NZ$217
includes taxes & fees
28 May - 29 May
The Orca Inn
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

Lopez Islander Resort

Lopez Islander Resort

5/5 Excellent
Fantastic views
"Wonderful trip this weekend. Great view from our room. Front office was helpful and friendly. We were staying during off season so the pool wasn’t open (no big deal). "
A verified traveller stayed at Lopez Islander Resort
Posted 2 days ago
Lopez Islander Resort