Search San Juan Island Cottage Accommodations

  • 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

Featured Cottages in San Juan Island

Cottage by the Sea Su

9.6 out of 10, Exceptional, (128)
"The caretaker was very helpful "
The price is AU$446
includes taxes & fees
2 Jan - 3 Jan 2025
Cottage by the Sea Su

Cottage-in-the-Barn on Dragonfly Farm

10.0 out of 10, Exceptional, (134)
"This is where you want to stay on orcas Island. Centrally located and secluded. Easy to get to and the accommodations in the cottage are spectacular. Everything you need in the kitchen to make a nice meal. The garden provided us with an onion and celery. A really nice treat."
Cottage-in-the-Barn on Dragonfly Farm

Cozy cottage with free WiFi, outdoor space & convenient location

9.6 out of 10, Exceptional, (45)
"This cottage is completely remodeled and very clean, comfortable, cozy, and private. The walkability to downtown Anacortes shops is definitely a bonus too! "
The price is AU$593
includes taxes & fees
29 Dec - 30 Dec
Cozy cottage with free WiFi, outdoor space & convenient location

The Little Pink House by Avantstay Water Views

3.0 star property
10.0 out of 10, Exceptional, (2)
"Perfect for a short weekend with family "
The Little Pink House by Avantstay Water Views

Waterfront cabin with hot tub, WiFi, deck, & wildlife views - dog-friendly

9.8 out of 10, Exceptional, (117)
"We had a sibling reunion and the cabin worked beautifully for four couples. Kitchen was cozy but the bedrooms (especially upstairs) were spacious and comfortable. We’d stay here again!"
Waterfront cabin with hot tub, WiFi, deck, & wildlife views - dog-friendly

Dog-Friendly Cottage with hot tub, kayaks, e-bike

10.0 out of 10, Exceptional, (17)
"Cute house with peekaboo water views. Quick drive to town in quiet neighborhood. Would stay here again. "
Dog-Friendly Cottage with hot tub, kayaks, e-bike

Here's a perfect spot to kick back, relax and watch the day cruise by

9.6 out of 10, Exceptional, (35)
"My sisters and I thoroughly enjoyed our stay at Cornet Bay Cottage. We really liked the large windows in the front of the house overlooking Cornet Bay. "
Here's a perfect spot to kick back, relax and watch the day cruise by

Orcas Island, Crescent Beach Cottage #252

9.4 out of 10, Exceptional, (20)
"Wonderful property and we have returned many times. Beautifully appointed with charming English garden. Only negative was we were given wrong key lockbox code and took 30mins of holding on telephone before we got a live person at 11pm who was able to get property manager. Rest of stay was excellent."
Orcas Island, Crescent Beach Cottage #252

Bramble Seaview Cottage (Entire Property) with Sparkly Water View in Eastsound

9.8 out of 10, Exceptional, (64)
"The house and property were beautiful and the kitchen was well appointed. Would definitely stay here again!"
Bramble Seaview Cottage (Entire Property) with Sparkly Water View in Eastsound

San Juan Island, Captains Cottage #101

10.0 out of 10, Exceptional, (66)
"Hello, This is our second stay at Captain's Cottage. This one was even better. The property manager is great, the unit was spotless and there were upgrades since our last stay. Very comfy bed, nicely stocked kitchen - even with food film, foil, spices, sweetners and other goodies. They even had an oyster knife so I could shuck my own yummy fresh oysters from up the road a bit. If you like a quite, water view getaway, this is the place. It is for two adults only, but if thats you, enjoy!"
San Juan Island, Captains Cottage #101

A Charming And Artistic Cottage Set In a Beautiful Garden

9.8 out of 10, Exceptional, (176)
"The Foxglove Cottage is delightful. Beautiful setting, cozy and whimsical. Morning walks in the gardens and snug evenings around the fireplace in the quaint living room. The kitchen is well appointed and beds comfortable. Delightful stay!"
A Charming And Artistic Cottage Set In a Beautiful Garden

Lopez Island, Cottage at Shark Reef #222

9.4 out of 10, Exceptional, (26)
"We loved our stay! The views from inside and out are amazing. We were treated to one spectacular sunset and lots of wildlife sightings. We loved the privacy and solitude and would happily return for another visit"
Lopez Island, Cottage at Shark Reef #222

Oak Harbor Hideaway - 5 Mi to Deception Pass!

3.0 star property
Oak Harbor Hideaway - 5 Mi to Deception Pass!

Mount Baker view free standing cottage with a small deck. Very clean and quiet!

10.0 out of 10, Exceptional, (5)
"This place is great! No frills, but at this fantastic rate you shouldn’t expect any. Don’t get me wrong—has what you need in the way of kitchen/cooking/dining supplies, sleeping/bathing amenities, etc. And it’s very cozy and comfortable and convenient. Has everything you need if you’re working on the road or need a “home base” from which to explore. Extremely close to downtown area, and near enough to area attractions like island hopping or whale watching, or Cascades hiking/skiing or even...
Mount Baker view free standing cottage with a small deck. Very clean and quiet!

Penn Cove Overlook by Avantstay Cabin w/ Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"Really loved how private and quiet it was. It was so cute and comfortable. Would love to go back and stay longer."
Penn Cove Overlook by Avantstay Cabin w/ Views

Beachfront cottage on Buoy Bay w/ beach access & boat moor

9.8 out of 10, Exceptional, (101)
"Super sweet views of the water, islands, & sky. Very nice private beach, and peaceful setting. The kitchen is well equipped. Bed was comfortable, couch and chairs were comfortable. The code to the door didn’t work, and after trying it numerous times, we texted Vacasa and they responded with a different code for the lock box which got us in with a key. The light above the stove, under the microwave was burned out, so cooking was dimly lit. I’m sure they will replace the bulb tho. The coffee...
Beachfront cottage on Buoy Bay w/ beach access & boat moor

Cute, Cozy & Comfortable Cottage Conveniently Located In The Heart Of Town.

10.0 out of 10, Exceptional, (87)
"It was a lovely time. The cottage had everything we needed. And it was very clean, warm and cozy."
Cute, Cozy & Comfortable Cottage Conveniently Located In The Heart Of Town.

5⭐Sunset Beach Haven; Seriously Waterfront-"It's Like Living on a Boat", Whidbey

10.0 out of 10, Exceptional, (201)
"Total peace and serenity. Can’t wait to come back. "
5⭐Sunset Beach Haven; Seriously Waterfront-"It's Like Living on a Boat", Whidbey

Stunning waterfront 4BR home with fantastic views, manicured garden, & firepit

9.4 out of 10, Exceptional, (75)
"This home was lovely. We will be back. We had Della contact us prior to check in and communicate when needed throughout the trip. There was a plumbing and gate issue that was both communicated early, expectations set and addressed immediately. She kindly provided compensation for the issues. The house is just as advertised and we had a lovely time during our stay. "
Stunning waterfront 4BR home with fantastic views, manicured garden, & firepit

Lovely water and garden views. Two minutes drive to beaches, six to either town!

10.0 out of 10, Exceptional, (41)
"Comfortable, clean cute cozy cottage. Great view of the water. Close to town."
Lovely water and garden views. Two minutes drive to beaches, six to either town!
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.
Don't see what you're looking for?
See all available properties in San Juan Island
Save an average of 15% on thousands of hotels when you're signed in

Other property types in San Juan Island

Utter Seclusion on 600 Feet of Waterfront , Free WiFi

9.8 out of 10, Exceptional, (178)
"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!

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)

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)
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.