San Juan Island Holiday Rentals

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Holiday Rentals in San Juan Island

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, (177)
"The housewas exactly as described with beautiful views and surrounding nature. It’s not far to Friday Harbor and we followed some of the tips given by the host. Overall, a great stay."
Utter Seclusion on 600 Feet of Waterfront , Free WiFi
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, (192)
"We loved our stay! Beautiful view, right by Roche Harbor, the hot tub was perfect "
Waterfront Home - Watch a Sunset from the Hot Tub, Private Beach, Stunning View!
Waterfront! Hot Tub! (EWR)
Exterior

Waterfront! Hot Tub! (EWR)

10.0 out of 10, Exceptional, (63)
"Stunning views of the sound from every room. The home looked just like the pictures. We came here for a quick getaway with another couple, and we loved the board games, the decks, easy access to Friday Harbor, and privacy the home offered. We’d love to come back! "
Waterfront! Hot Tub! (EWR)
Beautiful Home near Roche Harbor! (QPR)
Exterior

Beautiful Home near Roche Harbor! (QPR)

9.8 out of 10, Exceptional, (116)
"We loved our stay at Quarry Point. It was super close to Roche but was felt like a quiet and quaint retreat from the hustle and bustle of the harbor."
Beautiful Home near Roche Harbor! (QPR)
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
Newly Listed! Westside Waterview Cabin! (TLO)
Exterior

Newly Listed! Westside Waterview Cabin! (TLO)

10.0 out of 10, Exceptional, (22)
"While the property is peaceful and quiet, just minutes away there are so many fun, interesting things to do. We’ve stayed on several of the San Juan Islands, but San Juan Island itself is much more slow paced than most. The house has a beautiful, tranquil view, and the bed is extremely comfortable (and I am picky). We were on the island early and were thrilled to get a text message saying that the house was ready early (3 hours) and we were welcome to come anytime. The one recommendation I would...
Newly Listed! Westside Waterview Cabin! (TLO)
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, (312)
"I have lived/stayed all over San Juan Island. This is now my favorite location. The house was cozy and welcoming. Just a short walk to connect with English Camp hiking trail. The host was friendly and helpful. I look forward to staying here again next year."
Westcott Bay Waterfront pet friendly home. just minutes from Roche Harbor.
Across From the Beach! (ECL)
Smart TV, fireplace, books

Across From the Beach! (ECL)

8.8 out of 10, Excellent, (36)
"The place is comfortable and modestly furnished without clutter. The deck at the front is a great place to read and relax. I would definitely go back to this unit again."
Across From the Beach! (ECL)
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
Waterfront! Beach Access! (HBH)
Terrace/patio

Waterfront! Beach Access! (HBH)

9.8 out of 10, Exceptional, (35)
"We spent a week in this beautiful home with our 2 kids and my mother-in-law. It was lovely to be able to enjoy the beach, the wildlife (deer, river otters, seals and herons) and the sunsets! The home is beautiful, lots of daylight and views and felt very cozy. We enjoyed making meals in the well-stocked kitchen. Thank you for creating such a welcoming space for our family!"
Waterfront! Beach Access! (HBH)
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, (91)
"I liked everything about West Beach Resort. The cabin was very roomy, clean, cute, and had everything you might need. The people at the resort are friendly and helpful. Every cabin has a little fire pit right on the beach, and the staff leaves you a bundle of wood. If you don’t feel like driving to town for dinner, they make pizza!"
The price is AU$289
includes taxes & fees
7 Jan - 8 Jan 2025
West Beach Resort
Cottage by the Sea Su
View from property

Cottage by the Sea Su

9.6 out of 10, Exceptional, (128)
"The caretaker was very helpful "
The price is AU$445
includes taxes & fees
26 Jan - 27 Jan 2025
Cottage by the Sea Su
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, (169)
"Loved the view and the location in town"
The price is AU$576
includes taxes & fees
31 Dec - 1 Jan 2025
The 'Captain's Suite' at Sea Star Lofts -- On the Waterfront!
Bay-front rental with views - across street from beach
Interior

Bay-front rental with views - across street from beach

9.0 out of 10, Wonderful, (138)
"We had a lovely time here and this place had everything we needed. We really appreciated the quiet and serene views."
Bay-front rental with views - across street from beach
Sunny Island Cliff Side Views
Outdoor dining

Sunny Island Cliff Side Views

9.8 out of 10, Exceptional, (38)
"Our stay at Shyna and Michael’s beautiful cliff-side home was perfect. The house is clean and comfortable with everything well appointed. We spent a lovely late afternoon/ evening taking in the panorama and gorgeous sunset. Our host prepared a special Indian dinner - really authentic and scrumptious. "
The price is AU$582
includes taxes & fees
26 Jan - 27 Jan 2025
Sunny Island Cliff Side Views
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, (316)
"My husband and I spent 2 fabulous nights, enjoyed the hot tub, and the beautiful quiet serenity of this house. It was a true pleasure and we want to return soon!"
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, (331)
"The house was a perfect size with an amazing view! It had everything we needed and was very close to the little downtown area. I would definitely come back."
The price is AU$915
includes taxes & fees
5 Jan - 6 Jan 2025
Modern Home with Stunning Water View
Cozy, Secluded, Pet Friendly Cabin with Private Hot Tub.
Outdoor spa tub

Cozy, Secluded, Pet Friendly Cabin with Private Hot Tub.

9.4 out of 10, Exceptional, (125)
"Everything went smoothly with check-in and we absolutely enjoyed our stay in Lorry and Colby's cozy and quaint little cabin. Shark Reef Sanctuary is beautiful and there are so many other little gems that are no further than 15 min away by car. It was a lovely getaway. Thanks for letting us stay at your place."
Cozy, Secluded, Pet Friendly Cabin with Private Hot Tub.
Orcas Island, Forest House #283
Property grounds

Orcas Island, Forest House #283

10.0 out of 10, Exceptional, (5)
"We loved our stay at the Orcas Forest House. Peaceful surroundings and wonderful space to spend a few days and relax. The house includes so many fun details to discover and has everything we needed for our stay. Kitchen was well stocked for cooking meals, and having laundry on site was another bonus. Close enough to Eastsound to easily head in for dinner or shopping, but far enough out that you felt secluded. One of the most unique places we've ever stayed, and we would absolutely book again if...
Orcas Island, Forest House #283
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
Terrace/patio

Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK

8.0 out of 10, Very good, (161)
"We recently stayed at this house on Lopez Island and, while it has a beautiful view and the potential to be charming, it’s important to know what to expect. The house had an eerie, somewhat neglected feel to it. There were bugs inside, a noticeable odor, and it didn’t seem ready for guests—very bare with no Wi-Fi. Upon arrival, the sliding glass door was left wide open, which was unsettling. The neighborhood has close neighbors, so privacy was limited, and there were no coverings on some of the...
Charming Waterfront Home w/ Epic Views, Close to Beach - One Dog OK
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

Friday Harbor Suites
Cafe

Friday Harbor Suites

2.5 star property
8.4 out of 10, Very good, (942)
"The staff at the Friday Harbor were so incredibly kind and accommodating!! They ensured we had everything we needed for our stay. The rooms were very clean and spacious. Each bedroom had an AC split that was so nice to control the individual climates of each room. The gas fireplace in the sitting room was a great touch too! "
The price is AU$275
includes taxes & fees
27 Jan - 28 Jan 2025
Friday Harbor Suites
Snug Harbor Resort
Front of property

Snug Harbor Resort

2.5 star property
9.8 out of 10, Exceptional, (328)
"The scenery was gorgeous we stayed in cabin #10. Easy parking we had everything we needed at the cabin! They also have a little gift shop at the hotel and coffee shop ! We will definitely be coming back ! Receptionist was super friendly! "
The price is AU$314
includes taxes & fees
27 Jan - 28 Jan 2025
Snug Harbor Resort
Earthbox Inn & Spa
Hiking

Earthbox Inn & Spa

2.5 star property
8.8 out of 10, Excellent, (876)
"Great pool, sauna and hot tub. Clean, comfy beds and great staff. Love the spa products in the rooms."
The price is AU$356
includes taxes & fees
29 Dec - 30 Dec
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.