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Guesthouse vacation rentals in San Juan County

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in San Juan County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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A light-filled living space features a gray sleeper sofa adorned with a cozy blanket. An oval mirror reflects the bright interior, while a dining table and chairs are positioned near a large window offering scenic views. Soft textures create a welcoming atmosphere.

Guesthouse in Olga

4.87 out of 5 average rating, 220 reviews

Little Stuga | Water Views, Cozy, Great Location

Located in the Historic Hamlet of Olga, Little Stuga provides a quiet retreat conveniently located within steps of the water, two beaches, and a public dock. Light-filled interior spaces provide simple comfort and convenience, great for couples, small families, or remote work travel. Moran State Park, Doe Bay, and Mt Constitution are a quick 5 min drive, with Eastsound only 10 min away. Water views on both levels, high-end linens, fully stocked kitchenette, all in a thoughtfully designed space

The outdoor area features a heated pool surrounded by a landscaped garden with various plants and a decorative clay pot. A small hot tub is positioned next to the pool, accompanied by lounge chairs and a shaded seating area under blue umbrellas.

Guesthouse in Eastsound

4.87 out of 5 average rating, 415 reviews

Garden Cottage w/Pool at the Sunburnt Mermaid

Stay at the Sunburnt Mermaid Cottages by boat (nearby marina), ferry or plane. Hot tub with views of sparkling waters of Westsound. Early arrival/late departure at $25/hour when available. Heated Pool (May 15-Sept 25th) ,Fire Pit, outdoor barbecue/ kitchen. Kayak rentals available. Enjoy our Organic vegetable gardens and fruit orchard. Guest rooms have microwave, toaster, fridge, tea kettle, hot plate, internet and ROKU TV. Private exclusive hot tub use October through April 30. Max 2 adults.

Top guest favorite

A vintage cabin is framed by trees and lush green grass, illuminated by soft evening light. A wooden picnic table sits on the lawn, enhancing the inviting outdoor space. The cabin’s porch leads to scenic views of the nearby water.

Guesthouse in Eastsound

4.99 out of 5 average rating, 140 reviews

Waterfront Guest Cabin on private beach estate

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

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

4.94 out of 5 average rating, 198 reviews

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

100+-year-old 900 sq. ft. cottage most recently used as a tole painting studio. 3 bedrooms (1 Queen room upstairs, 2 connected rooms downstairs w/ 1 Queen bed + 2 twin beds), kitchenette, and bath w/shower. Mix of rustic, artsy, and northwest farmhouse. Conveniently located within walking distance of the ferry and downtown. Family-style hot breakfast is served in the guesthouse on Saturday & Sunday, Continental Breakfast is provided on other days (unless otherwise noted). NO PETS/SMOKING/DRUGS

Top 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, 151 reviews

Park Place

1,000 sq. ft. custom cottage 4 miles from town. Hosts Chris & Tom take pride in sharing their oasis with you. Nicely decorated, spacious, open living area with vaulted ceiling, a full kitchen with granite counter tops. Two bedrooms separated by a bathroom & laundry room ensure privacy & restful sleep. Ideal for 2 couples. Located halfway between the town & American Camp with easy access to miles of hiking trails & bicycle routes. Although only minutes from town you experience the country side.

Top guest favorite

Bright red and orange leaves frame the entrance of a cozy cottage nestled among trees. The wooden exterior is visible through the vibrant foliage, hinting at a tranquil setting. A pathway leads to the door, suggesting a warm and welcoming approach.

Guesthouse in Friday Harbor

4.91 out of 5 average rating, 215 reviews

Gatehouse Cottage, San Juan Island, WA

Gatehouse Cottage: Nestled in the forest of cedars and firs, near to main home. Lovely trails and walks nearby. Close to Roche Harbor and English Camp. Peaceful sanctuary with birds, deer and other creatures. Fully furnished, equip large studio, with queen bed/ loft for additional sleeping/sitting area, bathroom w/ shower. Living area with desk/table, and kitchenette. Heating: Electric. Outdoor sitting area w/ propane barbecue for spring, summer and fall use. Linens furnished. PPROVO-15-0053

Top guest favorite

The image shows a charming cottage featuring a sunroom with large windows, allowing natural light to fill the space. An American flag is displayed outside, while lush green bushes frame the entrance. The surrounding landscape is open and pastoral, creating a serene atmosphere.

Guesthouse in Friday Harbor

4.93 out of 5 average rating, 671 reviews

Peaceful Cottage on 15 acre Farm Pprovo-14-0016

Comfortable one bedroom cottage with sun-room (in the winter months it is very pleasant on a sunny day, allowing you to relax after a day of exploring the island). There is also a back patio with a great view overlooking the lower pasture and wetland. BBQ and comfortable outdoor furniture. On a hot day the patio offers good shade. It comfortably fits two and is centrally located. An easy 15 minute drive to most attractions. Dog friendly with pet fee (please reach out if you have questions).

Top guest favorite

A scenic view captures lush pastures extending to the calm waters of False Bay and the distant Olympic Mountains. A charming white barn sits peacefully in the landscape, framed by tall trees and a clear blue sky. Wildflowers add touches of color in the foreground.

Guesthouse in Friday Harbor

5 out of 5 average rating, 82 reviews

Island Cottage w/Acres of Views

Set your clocks to island time at the Hound & Hare Cottage with peaceful views over acres of pastures to False Bay and the Olympic Mountains. Sited on 5 Acres this cute as a button, built in 1978 and lovingly remodeled in 2022, beach-inspired cottage offers the perfect privacy for an island recharge. Cottage is only 7 minutes from downtown Friday Harbor, South Beach, or Lime Kiln Whale Watch Park. Enjoy end-of-the-road privacy with your host on the acreage to ensure your stay is perfect.

A bright living area features a black leather sofa and two green armchairs positioned near a large window, allowing natural light to fill the space. A wooden coffee table sits in the center, complemented by a decorative area rug. A small wood stove and side lamp add warmth.

Guesthouse in Olga

4.89 out of 5 average rating, 71 reviews

Buck Bay Hideaway - Ocean Views!

Come stay in our private guesthouse located in the Hamlet of Olga on Orcas Island. Absolutely stunning southwest views can be taken in either outdoors on the beautifully furnished deck or from within the guest house through a wall of windows. Just a two minute walk to the sand and gravel beach. If you like to hike or just take a lovely stroll we have many breath taking trails in the area, Coho Trail, Obstruction Pass, Moran State Park and Turtle Back are worth exploring. No Pets Allowed.

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, 24 reviews

Private hot tub, sauna + views near whale watching

Are you seeking a blissful island studio cottage for a cozy romantic getaway? Look no further! This cottage is located on the coveted *West Side* of San Juan Island with ocean & territorial views of Haro Strait, Olympic Mountains & Vancouver island. Perfect for two people with nearby beach, hiking trails & Lime Kiln (Whale Watching) State Park 5 min drive. Sorry, no pets or emotional support animals. Adults only please - this cottage is not appropriate for infants or children.

The image features a collage depicting Lummi Island’s natural beauty. The top left shows the shore with gentle waves lapping against sand, while the top right captures lush green ferns. The bottom left presents the outdoor kitchen structure, and the bottom right displays a rustic soaking tub adorned with flower petals.

Guesthouse in Lummi Island

4.9 out of 5 average rating, 31 reviews

Guesthouse-Outdoor Kitchen & Tub

Welcome to Lummi Haven! Relax and escape from it all when staying at this true nature lover’s oasis! Modern yet natural, Lummi Haven offers two separate living areas. No formal kitchen or shower available- instead, this gorgeous guest house is equipped with a wonderfully unique outdoor kitchen, as well as a heated outdoor shower and soaking tub! Cozy up by the gas fireplace while enjoying breathtaking ocean and sunset views! Just a short walk down the trail to Sunset Beach!

Top guest favorite

A cozy bedroom features a spacious bed with a decorative quilt. Large windows provide natural light and views of the outdoors. Two comfortable chairs and a small table are positioned near the window, creating a serene reading nook. A chandelier adds a touch of elegance.

Guesthouse in Friday Harbor

5 out of 5 average rating, 35 reviews

Steps to Beach | Pet Friendly | Hot Tub Access

*The county requires our home must be rented for a full 30 days. Even if you choose not to occupy the house for the whole time it is tied up for the full 30-days. Reach out to discuss how we can make it work for you.* Relax at this tranquil getaway less than 50 ft from the water. It's beautifully furnished with restored antiques, has a private patio & a shared hot tub / fire pit. Easy beach access so bring your kayaks or rent ours!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for San Juan County guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Top 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

4.98 out of 5 average rating, 126 reviews

water view cottage above West Sound

A small studio cabin is nestled among lush greenery, with a pathway leading toward its entrance. The covered porch features French doors and large windows, allowing natural light to brighten the space. Surrounding trees enhance the secluded and tranquil atmosphere.

Guesthouse in Eastsound

4.93 out of 5 average rating, 159 reviews

Romantic Primrose Cabin tucked in magical setting

Top guest favorite

A single-story house with a green metal roof and stone exterior is framed by tall trees and lush greenery. A gravel path leads to the entrance, where potted plants add subtle color. The surrounding area features well-maintained landscaping and a nearby structure visible in the background.

Guesthouse in Friday Harbor

4.97 out of 5 average rating, 333 reviews

Golf Course Guesthouse, Friday Harbor, San Juan

Guesthouse in Olga

4.87 out of 5 average rating, 220 reviews

Little Stuga | Water Views, Cozy, Great Location

Top 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, 151 reviews

Park Place

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, 262 reviews

Orcas Island Sunset Retreat

Top guest favorite

Bright red and orange leaves frame the entrance of a cozy cottage nestled among trees. The wooden exterior is visible through the vibrant foliage, hinting at a tranquil setting. A pathway leads to the door, suggesting a warm and welcoming approach.

Guesthouse in Friday Harbor

4.91 out of 5 average rating, 215 reviews

Gatehouse Cottage, San Juan Island, WA

The outdoor area features a heated pool surrounded by a landscaped garden with various plants and a decorative clay pot. A small hot tub is positioned next to the pool, accompanied by lounge chairs and a shaded seating area under blue umbrellas.

Guesthouse in Eastsound

4.87 out of 5 average rating, 415 reviews

Garden Cottage w/Pool at the Sunburnt Mermaid

Guest house rentals with a patio

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, 26 reviews

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

A bright living area features a black leather sofa and two green armchairs positioned near a large window, allowing natural light to fill the space. A wooden coffee table sits in the center, complemented by a decorative area rug. A small wood stove and side lamp add warmth.

Guesthouse in Olga

4.89 out of 5 average rating, 71 reviews

Buck Bay Hideaway - Ocean Views!

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, 24 reviews

Private hot tub, sauna + views near whale watching

Top guest favorite

A serene outdoor space features a patio area with seating arrangements, surrounded by lush greenery and a panoramic view of the ocean in the distance. A tall tree provides shade, while a deck is visible in the background, complemented by a gentle sunset glow.

Guesthouse in Ferndale

5 out of 5 average rating, 20 reviews

Neptune Beach Bungalow

Top guest favorite

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

5 out of 5 average rating, 18 reviews

North Beach Cottage on Orcas Island

Guesthouse in Lummi Island

4.9 out of 5 average rating, 31 reviews

Guesthouse-Outdoor Kitchen & Tub

Top guest favorite

The outdoor patio offers a serene view of calm waters, framed by gently rolling hills under a clear sky. A large circular compass design is set in the ground, surrounded by seating and tables, creating a space for gatherings. Steps lead down to the water.

Guesthouse in Friday Harbor

5 out of 5 average rating, 35 reviews

Steps to Beach | Pet Friendly | Hot Tub Access

Guest house rentals with a washer and dryer

An open-concept living area is presented with a comfortable sectional sofa facing a compact kitchen equipped with modern appliances. Warm wood tones harmonize with a light floor, while a woven area rug adds texture. Natural light filters in through a nearby window, enhancing the space.

Guesthouse in Eastsound

5 out of 5 average rating, 7 reviews

1 BR Getaway on Orcas Island with sound views

A bright and airy living space features large glass windows that invite natural light and offer views of the surrounding trees. Modern seating arrangements include white sofas with cozy throws, complemented by a small dark accent table and a potted plant.

Guesthouse in Friday Harbor

5 out of 5 average rating, 5 reviews

Cottage Near Whale Watch Park

A tranquil outdoor space is surrounded by tall evergreen trees, creating a serene woodland atmosphere. A solitary bench is positioned among the natural elements, inviting relaxation amidst the greenery and soft, dappled sunlight filtering through the leaves.

Guesthouse in Lummi Island

Private Guest House-Sea and Forest Views

Guesthouse in Friday Harbor

4.48 out of 5 average rating, 46 reviews

Secluded Island Cabin

Destinations to explore