Guesthouse vacation rentals in San Juan County

Find and book unique guesthouse rentals on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for San Juan County guesthouse rentals

Family-friendly guest house rentals

Guest favorite
The cozy guest cottage features a sloped roof with a green tin finish and multiple large windows allowing natural light. A deck with a round table and four chairs is adorned with thriving flowers, enhancing the inviting outdoor space.
Guesthouse in Eastsound
4.97 out of 5 average rating, 115 reviews

water view cottage above West Sound

StephanieRating, 5 stars8 months ago
We had a fantastic stay! The ocean view was breathtaking, and the home was neat, cozy, and perfectly situated in the middle of amazing wildlife. Tom and Miriam were such kind and Helpful hosts, offering thoughtful hospitality touches like homemade banana bread, cookies, and blackberry jam. They also provided us with some guidance that only local’s would know. We couldn’t have asked for better stay—highly recommend!
Superhost
An RV is positioned on a wooden platform surrounded by greenery, with a small blue shed nearby featuring a vibrant green door. A glimpse of water is visible in the background, framed by tall trees, creating a serene outdoor setting.
Guesthouse in Lopez Island
4.53 out of 5 average rating, 19 reviews

Tides End on Lopez Island

JasanRating, 5 stars46 months ago
Jana's place was fantastic! We stayed for a week, and enjoyed it thoroughly. The RV has a comfy bed, and everything you need to cook a little get clean, and enjoy. We brought our little Webster grill and a propane fire pit (which we camp with because of fire bans) and it was perfect. We also were able to put our kayaks into the water and paddle the bay right there.... Beautiful. And if you're into wildlife, you'll catch eagles, herons and kingfishers frequently flying by, deer who wander through, and seals swimming by. Most spectacularly, I had seven river otters swim about 10 feet away from me when sitting by the water at dusk one night. Also appreciated the proximity to the ferry so we can easily get a spot in line.thank you for your hospitality!
Top guest favorite
A cozy living space is featured, showcasing a wooden dining table surrounded by chairs. A comfortable green armchair is positioned adjacent to a bookshelf filled with books and decorative items. A television is visible above comfortable blankets, and a welcoming entrance is seen in the background.
Guesthouse in Friday Harbor
4.93 out of 5 average rating, 185 reviews

All Seasons Guest House (w/Hot Breakfast Sat/Sun)

DianeRating, 5 stars7 months ago
Wonderful stay! Kelley’s place was cozy and homey - perfect for our weekend trip to Friday Harbor for a wedding. Loved how walkable it was to town. Such a huge bonus to have delicious hot breakfast during our stay! Kelley was proactive, helpful, and prompt in all her communication and wanted to ensure everything was to our liking for the visit. We appreciated her attention to detail!
Guest favorite
A charming gazebo with a sloped roof is featured, adorned with a weather vane shaped like a whale. Below the overhang, a sign indicates 'EDENWILD CHECK IN THROUGH FRONT DOOR.' Lush green trees are visible in the background under a clear blue sky.
Guesthouse in Lopez Island
5 out of 5 average rating, 24 reviews

~Captain's Walk~Gorgeous Seaside Views + King Bed

NikkaRating, 5 stars10 months ago
We were on our 2 year anniversary road trip when we started looking for a last minute reservation. At first I was a little uneasy about going out to Lopez Island as it wasn’t our destination and we had never been before, but boy was I in for a surprise. This place was the sweetest and most homey getaway. This island is somewhere we will be coming back to for a longer stay and more adventures and this boutique hotel will be our go to stay. We weren’t around long, checked in late and left early, but I wish I could have thanked Anthony in person for making this such a memorable trip and destination for us.
Superhost
The exterior of the cottage is showcased, nestled among tall evergreen trees. It features a sloped roof, wooden siding, and a covered porch. Natural vegetation surrounds the area, enhancing the sense of privacy and seclusion.
Guesthouse in Olga
4.92 out of 5 average rating, 48 reviews

Lummi Cottage -Great View & Beach Access- #96CU031

simaRating, 5 stars33 months ago
We had a great stay at the Lummi cottage. The setting is beautiful and private with a great view of the water. The cottage was very clean and contained everything we needed for our stay. I highly recommend it.
Guest favorite
The cottage is set within a landscaped yard, surrounded by trees and greenery. A covered porch extends from the front of the house, featuring a seating area. Flower beds with various plants frame the cottage, enhancing the serene outdoor environment.
Guesthouse in Friday Harbor
4.96 out of 5 average rating, 137 reviews

Park Place

JenniferRating, 5 stars8 months ago
This was one of the best Airbnbs we’ve stayed at. The pictures don’t capture how nice it is. Very clean and comfortable beds. The kitchen was well equipped for cooking meals. We appreciated Chris’s kindness and hospitality.
Top guest favorite
A breathtaking sunset view from a mountain top showcases layers of colorful skies transitioning from orange to pink. Below, tranquil waters reflect the soft hues, while silhouettes of distant islands and lush trees create a striking foreground.
Guesthouse in Eastsound
5 out of 5 average rating, 244 reviews

Orcas Island Sunset Retreat

TomRating, 5 stars1 week ago
Melinda is a fantastic host who cares deeply for her customer’s satisfaction. Her place in the woods is huge, has a great feel, and has a view that will knock your socks off. We spent more time than planned just kicking back and relaxing at the place. It’s a short dive to town and also a short drive to Moran SP. We highly recommend Melinda and her home on the hill !
Superhost
The entrance of the Gnome House features a curved wooden door surrounded by natural stone, leading to a cozy bay window. Lush greenery and vibrant plants frame the path, creating a welcoming approach to the unique home.
Guesthouse in Eastsound
4.73 out of 5 average rating, 342 reviews

Famous Romantic Gnome House Chalet

IndiraRating, 5 stars1 month ago
I recently had the pleasure of staying at this enchanting cottage on Orcas Island. The owners have done an exceptional job in creating a warm and inviting space that seamlessly blends into the natural beauty of the surroundings. The kitchen was well-stocked, and the comfortable bed ensured a restful night's sleep. But what truly made this stay special was the absolute love and care that Meg and Bob have put into building this very special cottage.

Guest house rentals with a patio

Guest favorite
A charming gazebo with a sloped roof is featured, adorned with a weather vane shaped like a whale. Below the overhang, a sign indicates 'EDENWILD CHECK IN THROUGH FRONT DOOR.' Lush green trees are visible in the background under a clear blue sky.
Guesthouse in Lopez Island
5 out of 5 average rating, 24 reviews

~Captain's Walk~Gorgeous Seaside Views + King Bed

NikkaRating, 5 stars10 months ago
We were on our 2 year anniversary road trip when we started looking for a last minute reservation. At first I was a little uneasy about going out to Lopez Island as it wasn’t our destination and we had never been before, but boy was I in for a surprise. This place was the sweetest and most homey getaway. This island is somewhere we will be coming back to for a longer stay and more adventures and this boutique hotel will be our go to stay. We weren’t around long, checked in late and left early, but I wish I could have thanked Anthony in person for making this such a memorable trip and destination for us.
A well-lit living area features a light-colored sofa positioned on a patterned rug, complemented by a decorative throw. Natural light filters through multiple skylights, illuminating the space. A wooden dining table is visible in the background, adjacent to a fully equipped kitchen.
Guesthouse in Friday Harbor

Private Cottage at the KirkHouse

ColleenRating, 5 stars10 months ago
The cottage was perfect for the five of us! The space, kitchen and bedrooms were well appointed and exactly as described. The outdoor table and space was a nice place to sit and relax. The location was ideal for walking to the ferry, near town and catching our whale watching tour. Would highly recommend to others and plan to stay here again on our next adventure.
Top guest favorite
An outdoor deck area features bright yellow sun umbrellas and Adirondack chairs arranged around a rustic wooden table. Nearby, a hot tub is positioned, surrounded by vibrant red flowers and lush greenery, providing a serene view of the surrounding landscape.
Guesthouse in Friday Harbor
5 out of 5 average rating, 8 reviews

Private hot tub, sauna + views near whale watching

AnneRating, 5 stars1 week ago
STUNNING location, beautiful studio, all the details considered. So peaceful and the hummingbird soap opera that unfolded on the deck alone was worth the price. Manuel was super responsive great island recommendations in the studio, and did I mention the hummingbirds? (oh, and the views...WOW!) The perfect escape. I would totally book this stay again!
Top guest favorite
A cozy loft bedroom is displayed, featuring a spacious bed dressed in neutral linens and patterned throw pillows. A small green nightstand sits beside the bed, while a comfortable sofa with decorative pillows is positioned nearby. Natural light enters through a window adorned with wooden blinds.
Guesthouse in Ferndale
5 out of 5 average rating, 10 reviews

Neptune Beach Bungalow

GracieRating, 5 stars2 weeks ago
This is by far the best place I have ever stayed. Sarah was an amazing host and super helpful during our trip. The house is beautiful and we even got the opportunity to walk down to the beach. We used the fire place outside once and were able to enjoy a quiet evening to ourselves. I really do hope to stay here again!
The exterior of the cottage features a gray facade complemented by a wood deck and sliding glass doors. A small window and a door are visible on one side, surrounded by a landscaped area with rocks and greenery.
Guesthouse in Eastsound

North Beach Cottage on Orcas Island

DianeRating, 5 stars4 months ago
Lovely cottage, all new and fresh inside. Beach view from the walking path. I traveled alone, felt very safe in this cozy cottage with a very comfy queen bed and pillows. The cottage had a great shower and was nicely equipped. My 1st trip to Orcas, so many beautiful sights! Ed and Kim were wonderful and gave me great restaurant suggestions! I will be back! Thank you!
Guest favorite
A serene coastal scene showcases gentle waves lapping against a pebbled shore, accompanied by lush ferns and vibrant flowers floating in a rustic soaking tub. The image captures elements of the outdoor kitchen area, set against a backdrop of nature and tranquility.
Guesthouse in Lummi Island
5 out of 5 average rating, 20 reviews

Guesthouse-Outdoor Kitchen & Tub

HolliRating, 5 stars9 months ago
I really enjoyed the unique space. Felt like a little like glamping mixed in with the extra comfortable inside space. Easy location. We rode our bikes around the island and walked down to the beach. We used the kitchen for all our meals. My husband loved the hot tub. I loved using the outdoor shower with so much fresh air! Plenty of coffee pods and options for making coffee which I loved. And the basket of snacks was a nice touch. Bonus lighting storm during our stay which was fun. Lots of rain and the kitchen outdoor areas stayed dry and is very protected from wind.

Guest house rentals with a washer and dryer

Guest favorite
A well-structured outdoor area features a wooden deck extending towards a scenic view of West Sound. Bright greenery lines the pathway, leading to an inviting space with patio furniture arranged under the sunlight. The inviting cottage is visible on the left with large windows.
Guesthouse in Eastsound
4.97 out of 5 average rating, 115 reviews

water view cottage above West Sound

StephanieRating, 5 stars8 months ago
We had a fantastic stay! The ocean view was breathtaking, and the home was neat, cozy, and perfectly situated in the middle of amazing wildlife. Tom and Miriam were such kind and Helpful hosts, offering thoughtful hospitality touches like homemade banana bread, cookies, and blackberry jam. They also provided us with some guidance that only local’s would know. We couldn’t have asked for better stay—highly recommend!
Top guest favorite
A tranquil scene depicts a white barn situated near a shimmering body of water, with mountains visible in the distance. Lush green fields and scattered trees surround the barn, while wooden fences outline the landscape, enhancing the serene rural atmosphere.
Guesthouse in Friday Harbor
5 out of 5 average rating, 57 reviews

Island Cottage w/Acres of Views

JaimeRating, 5 stars2 days ago
Tawny and Mike were the sweetest hosts we’ve ever had! After a difficult travel day, Tawny surprised us with a sweet gesture that helped my frustrations melt away. The house is incredibly welcoming with the most stunning view. We watched wildlife each morning and evening from the back deck. The bed and bedding were the most comfortable I have ever slept on. It was incredibly hard to leave, but we will absolutely make plans to stay here again!
Guest favorite
Guesthouse in Friday Harbor
4.96 out of 5 average rating, 137 reviews

Park Place

JenniferRating, 5 stars8 months ago
This was one of the best Airbnbs we’ve stayed at. The pictures don’t capture how nice it is. Very clean and comfortable beds. The kitchen was well equipped for cooking meals. We appreciated Chris’s kindness and hospitality.
Top guest favorite
A fluffy owl perches on a tree branch, surrounded by a soft blur of natural foliage. The owl’s plumage appears thick and textured, blending shades of gray and white, while soft moss hangs from the branches, enhancing the serene forest atmosphere.
Guesthouse in Eastsound
5 out of 5 average rating, 244 reviews

Orcas Island Sunset Retreat

TomRating, 5 stars1 week ago
Melinda is a fantastic host who cares deeply for her customer’s satisfaction. Her place in the woods is huge, has a great feel, and has a view that will knock your socks off. We spent more time than planned just kicking back and relaxing at the place. It’s a short dive to town and also a short drive to Moran SP. We highly recommend Melinda and her home on the hill !
Top guest favorite
A spacious outdoor deck features comfortable seating with cushions and a railing adorned with string lights. The surrounding trees provide natural privacy, while the ocean and landscape views can be seen in the distance. The setting suggests a relaxed ambiance for outdoor enjoyment.
Guesthouse in Friday Harbor
5 out of 5 average rating, 8 reviews

Private hot tub, sauna + views near whale watching

AnneRating, 5 stars1 week ago
STUNNING location, beautiful studio, all the details considered. So peaceful and the hummingbird soap opera that unfolded on the deck alone was worth the price. Manuel was super responsive great island recommendations in the studio, and did I mention the hummingbirds? (oh, and the views...WOW!) The perfect escape. I would totally book this stay again!
The entrance to the loft apartment is framed by a white door with large glass windows on either side. A decorative wreath made of shells is displayed on the door, while two wicker chairs are positioned on the deck, offering a view of the surrounding natural landscape.
Guesthouse in Lummi Island
4.91 out of 5 average rating, 11 reviews

Coastview - Pet Friendly - Sleeps 2+

KharaRating, 5 stars8 months ago
Virginia was very helpful and responsive. We were stuck in the ferry line waiting and hoping to catch a ferry when they suspended service due to mechanical issues. She immediately reached out to help us navigate this issue and we very helpful getting us the latest information. All instructions thereafter were direct and concise. She was a pleasure to work with.
Guest favorite
Guesthouse in Olga
4.88 out of 5 average rating, 206 reviews

Little Stuga | Water Views, Cozy, Great Location

HeatherRating, 5 stars2 weeks ago
The Stuga is a cozy, tucked in retreat. I don’t live far away, but I have stayed twice just to get some reflective time alone. Loads of beautiful hikes nearby. I spent a lot of time in the window seat upstairs, looking out and watching the ferries slide by. Little gem on Orcas. Highly recommended.
Superhost
A wooden sign labeled 'Aerie' is mounted above a doorway, featuring a rustic design with a natural finish. The lettering is painted in red, complemented by a subtle green leaf accent, enhancing the welcoming entrance to the space.
Guesthouse in Lummi Island

Private Guest House-Sea and Forest Views

Destinations to explore