Holiday Rentals in San Juan Island

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Check prices for these dates

Tonight
16 Feb - 17 Feb
Tomorrow
17 Feb - 18 Feb
Next weekend
21 Feb - 23 Feb
In two weeks
28 Feb - 2 Mar

Holiday Rentals in San Juan Island

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Exterior

Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.

10.0 out of 10, Exceptional, (318)
"This is a beautiful property that made for such a special weekend getaway from Seattle. Easy check in and clean home with everything we needed. We especially loved the Wescott Bay hike to English Camp and Bell Point. Saw seals and otters and eagles up close."
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Waterfront! Hot Tub! (EWR)
Exterior

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (66)
"Great property, great views, this is our 2nd stay at this property and we would highly recommend it"
Waterfront! Hot Tub! (EWR)
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Exterior

Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly

10.0 out of 10, Exceptional, (23)
"As an outdoor lover, I really enjoyed staying in this property that's at the end of a dirt road, wooded, and quiet. The house was clean, and as a foody, I must say, this was the best-stocked kitchen I've ever seen in a rent. We wanted for nothing. I would have liked to know the jaccuzzi would need 3 days to heat up fully, and central heating would be great (since in winter the house is cold and room heaters or the gas fireplace heat the house), but the firepit and ameneties were fantastic. ...
The price is €657
includes taxes & fees
2 Mar - 3 Mar
Secluded 4BR Retreat | Wellness, Hot Tub & Pet Friendly
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
Outdoor spa tub

Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!

9.6 out of 10, Exceptional, (196)
"Incredible stay at roche harbor - close to any needs. We had great wifi and good connection with T Mobile and Verizon"
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Exterior

Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14

9.4 out of 10, Exceptional, (150)
" Good location. Property needs some fixing / updates "
Vintage Island Home 2 Blocks From Town. 4 Bdrs, 2 Kitchens, 3 Bath. Can Sleep 14
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Pool

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9.8 out of 10, Exceptional, (180)
"Had a fantastic time! Thank you!"
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
Perfect location to relax, unwind, renew and enjoy San Juan Island
Beach

Perfect location to relax, unwind, renew and enjoy San Juan Island

10.0 out of 10, Exceptional, (94)
"Great 3br house in quiet area near Roche Harbor!"
Perfect location to relax, unwind, renew and enjoy San Juan Island
Waterfront Home! Hot Tub! (HOS)
Smart TV, fireplace, books, smart speakers

Waterfront Home! Hot Tub! (HOS)

9.8 out of 10, Exceptional, (47)
"Put this on your bucket list! While everyone stages their property for the photos, this may be the one property that is anti-staged! The House of the Ocean Sun absolutely exceeds the amazing pictures and write-up in every way. Views are epic. The property is immaculately maintained and the kitchen is fully equipped—it even has an espresso machine that converted us away from pods. This beautiful property made a very special trip for us worry free. Thank you to the hosts for making...
Waterfront Home! Hot Tub! (HOS)
Newly Listed! Beautiful Custom Home (LML)
Exterior

Newly Listed! Beautiful Custom Home (LML)

9.4 out of 10, Exceptional, (28)
"We worked on the island for 2 months and stayed at the Little Mountain Lookout. It was a very relaxing location that had everything we needed."
Newly Listed! Beautiful Custom Home (LML)
Beach house, heated pool, hot tub, private beach, shared dock
Outdoor dining

Beach house, heated pool, hot tub, private beach, shared dock

10.0 out of 10, Exceptional, (41)
"We had an incredible stay that exceeded our expectations. This is one of the most unique properties I've stayed, especially in the San Juans. It's a stunning location with everything you need right on site. The owners were very responsive. It was very clean. And, it's especially great if you want to kayak or use the on site dock. The pool was one of our highlights. Will highly recommend to everyone."
Beach house, heated pool, hot tub, private beach, shared dock
Newly Listed! Close to Downtown! (TPR)
Smart TV, books

Newly Listed! Close to Downtown! (TPR)

9.6 out of 10, Exceptional, (41)
"Our three generation family loved this home! The playhouse outback was a hit with our grandchildren. The close proximity to Friday Harbor made trips to town easy and we walked to turn Point Country Park and spotted an eagle! A fabulous place to stay!"
Newly Listed! Close to Downtown! (TPR)
Waterfront 3 Bedroom with Kayaks, Dock & Bikes!
Exterior

Waterfront 3 Bedroom with Kayaks, Dock & Bikes!

2.5 star property
9.6 out of 10, Exceptional, (165)
"Property was comfortable, spacious and with beautiful view. Kitchen was well supplied although knives were very dull and stovetop difficult to figure out. Bathroom sink drain was extremely slow. Nevertheless we Would stay there again. "
Waterfront 3 Bedroom with Kayaks, Dock & Bikes!
West Beach Resort
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, (93)
"Best sunsets!"
The price is €190
includes taxes & fees
24 Feb - 25 Feb
West Beach Resort
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
On the beach, beach towels

'The Leeward Studio' at SeaStar Lofts on the Waterfront!

9.8 out of 10, Exceptional, (145)
"Lovely view. Balcony is very small. Unstable balcony table. No satellite receiver so couldn't get local channels. All in all we had a marvelous stay. Eastsound has much to offer."
The price is €298
includes taxes & fees
17 Feb - 18 Feb
'The Leeward Studio' at SeaStar Lofts on the Waterfront!
Gorgeous, newly remodeled West Beach Cabin. The wall of window's are stunning!
On the beach, sun-loungers, beach towels

Gorgeous, newly remodeled West Beach Cabin. The wall of window's are stunning!

9.8 out of 10, Exceptional, (30)
"This home is built to drink in the view. The water comes up right to the edge of the property. You can walk the beach when the tide is out. The queen bed was very comfortable and that is always highly valued. We were disappointed that the couch was not very comfy, bottom cushions keep slipping forward on you. It would be nice to have an ottoman so you could sit back, put your feet up and enjoy the view. It’s important to note the stove/oven combo is not full size, which is fine if you are not...
Gorgeous, newly remodeled West Beach Cabin. The wall of window's are stunning!
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
Spa

Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire

9.8 out of 10, Exceptional, (320)
"Friendly host, fun house, lots of accommodations. Would recommend "
Romantic Waterview Island Cabin/Enclosed Hot TUB / Pet Friendly/wood fire
Modern Home with Stunning Water View
Interior

Modern Home with Stunning Water View

10.0 out of 10, Exceptional, (332)
"Lovely, had everything we needed "
The price is €512
includes taxes & fees
19 Feb - 20 Feb
Modern Home with Stunning Water View
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Property grounds

The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!

9.6 out of 10, Exceptional, (171)
"We enjoyed how close the property was to everything. We ended up walking most of the weekend. Only negative was that the upstairs was fairly loud so we could hear people walking above us during the night. Besides that no issues. "
The price is €317
includes taxes & fees
17 Feb - 18 Feb
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
On the beach

Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit

8.4 out of 10, Very good, (92)
"We enjoyed our stay. Some of the appliances in the kitchen need upgrading. Could not get the microwave to work. Stove top was hard to figure out and the heating elements were inconsistent. "
Waterfront dog-friendly home w/ free WiFi, central A/C, a dry sauna, & firepit
Lovely Orcas Island craftsman-style home in a serene setting with inviting deck
Exterior

Lovely Orcas Island craftsman-style home in a serene setting with inviting deck

9.8 out of 10, Exceptional, (158)
"Terrific home. Would absolutely comeBack. Very comfortable for a family of five with lots of space, great collection of books and games, well stocked kitchen. Highly recommend. "
Lovely Orcas Island craftsman-style home in a serene setting with inviting deck
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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Other types of properties in San Juan Island you may be interested in

Inn to the Woods B&B
Property grounds

Inn to the Woods B&B

3.5 star property
9.8 out of 10, Exceptional, (77)
"Very comfortable and cozy. Great host. Good communication and very welcoming. Access is a bit difficult if you have mobility issues but they were very accommodating to allow us to use a different access"
Inn to the Woods B&B
Snug Harbor Resort
Front of property

Snug Harbor Resort

2.5 star property
9.8 out of 10, Exceptional, (345)
"Unit could have been slightly cleaner and there was some wear and tear, but overall it was a great experience. There was a big gap under the front door that caused a decent cold draft (we went in winter). However, the property is incredible, would go back. "
The price is €241
includes taxes & fees
23 Feb - 24 Feb
Snug Harbor Resort
Roche Harbor Resort
Dining

Roche Harbor Resort

3.0 star property
9.2 out of 10, Wonderful, (366)
"It is a lovely property if… you get what is pictured… they have a historic part of the Inn beautiful but not what was pictured on this website … but to their credit they did ..with some help by Expedia arrange for us to have the more modern suite … and it was one of the best hotel stays I have ever had period …from the claw-footed tub to the view out of your balcony of the harbor very worth the stay just make sure what you booked is accurately represented and you won’t be disappointed. "
The price is €190
includes taxes & fees
23 Feb - 24 Feb
Roche Harbor Resort
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.