Guest house holiday rentals in San Juan Islands

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Top-rated guest house rentals in San Juan Islands

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

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Guest favourite
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.
Guest house in Olga
4.88 out of 5 average rating, 253 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

Top guest favourite
A spacious room features a large window showcasing ocean views and distant mountains. A dining table with a colorful tablecloth is positioned near the window, while a small kitchenette and a television provide convenience. A cozy seating area with a chair is also visible.
Guest house in Friday Harbor
4.98 out of 5 average rating, 323 reviews

Windance Guest Studio

Private sunnny detached studio with private entrance. Gorgeaous views of the Straights of Juan DeFuca, Premier Whale Watching. Beautiful hardwood floors and newly remodeled bathroom make this a cozy beautiful waterfront retreat. Note: there is one queen bed and a small pull out couch. Please inquire about sleeping comfort if you’re a couple needing to sleep separate. The pullout couch is very small and uncomfortable and will not accommodate a medium to large adult. Note: We only allow two guests

Top guest favourite
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.
Guest house 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 favourite
Guest house in Langley
4.99 out of 5 average rating, 186 reviews

Waterfront Cottage with Eagles & Highland Cows

Escape to our WATERFRONT farm just outside of Langley on beautiful Whidbey Island with Eagles & Highland Cows. Our family has lived here since 1890, and we have a wonderful guest cottage sitting on the high bank with 180-degree views of Saratoga Passage, Mount Baker, and the North Cascades. With 900 square feet of open living area, a fireplace, full kitchen, washer/dryer, king size bed, high speed internet, 2 TV's, beautiful furnishings and easy access to the beach it's the perfect get-away!

Guest favourite
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.
Guest house in Eastsound
4.93 out of 5 average rating, 167 reviews

Romantic Primrose Cabin tucked in magical setting

Primrose: a small studio cabin, Rustic. romantic, private. Cedar with hardwood floors, Queen bed, fireplace, TV monitor with Netflix, and for streaming your services, love seat, French doors. Covered porch faces the water. a table for your morning coffee. path to the hot tub, (shared separately with another cabin. not together) The bedroom/ living space is one cozy room. Compact kitchen: table, dishes, cookware, 2 burner stove, Air Fryer, microwave, drip Coffee maker. fridge,. charcoal BBQ.

Top guest favourite
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.
Guest house in Friday Harbor
4.91 out of 5 average rating, 222 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 favourite
The exterior of the apartment features a sloped wood and metal roof, with a spacious covered deck that includes a sectional seating area and a gas firepit. Large glass doors provide a view into the interior, offering a warm glow from the lighting inside.
Guest house in Bow
5 out of 5 average rating, 172 reviews

*Stunning Bay Views & Sunsets*Covered Deck+Firepit

Spacious 1 bd apt w/impressive views of Padilla Bay & unforgettable sunsets, located at the end of a long driveway w/a private covered entrance. Large bdrm w/king size bed & walk-in closet. Fully covered deck w/gas firepit & comfy sectional. Streaming TV + reliable WIFI. This is the place to unwind & relax after a day of work or play. Pick up local ingredients at nearby markets to craft a meal in the fully stocked kitchen or discover local fare at nearby restaurants & bakeries. Onsite W/D.

Top guest favourite
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.
Guest house in Friday Harbor
5 out of 5 average rating, 101 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.

Guest favourite
A hot tub is positioned at the edge of a deck, offering views of the water and a vibrant sunset sky. The scene is framed by trees and a railing, with warm colors reflecting on the surface of the calm water.
Guest house in Anacortes
4.88 out of 5 average rating, 296 reviews

Couples Cottage - Hot Tub- view San Juan Islands!

Our romantic cabin in Anacortes is a secluded retreat defined by panoramic vistas of the Salish Sea, the San Juan Islands, and the Olympic Mountains. Cliff-side views nestled directly above the shoreline, this cabin offers front-row seats to spectacular golden-hour sunsets over Lopez and Burrows Islands. Imagine sinking into the steaming water as the cool, salt-tinged air of the Pacific Northwest hits your face from this beautiful vantage point. We are sure you will love the views!

Top guest favourite
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.
Guest house in Friday Harbor
4.97 out of 5 average rating, 353 reviews

Golf Course Guesthouse, Friday Harbor, San Juan

Our place is located on the San Juan Golf Course (Full Bar, and great lunch restaurant). About two miles from the airport, Three miles from Friday Harbor center, parks, nightlife, and public transport. You’ll love our place because of the proximity to the golf course, close to Town, the coziness, quiet and rural location, and the friendly people. Our place is good for couples, solo adventurers, and business travelers or attending weddings.

Top guest favourite
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.
Guest house in Eastsound
5 out of 5 average rating, 269 reviews

Orcas Island Sunset Retreat

Relax on Orcas Island in this quiet and peaceful guesthouse high up on Buck Mountain. Enjoy gorgeous views and spectacular sunsets, south to Olympic Mtns and west to Vancouver Is. This 900 sq ft guesthouse has a rustic elegance and is comfortably furnished. Ten foot high ceilings add to the grand and spacious feeling of the guesthouse. Hand waxed pine plank floors and dark woodwork give a lustrous sense and air of old and timeless beauty.

Top guest favourite
A cozy living area features large French doors that open to a deck, allowing natural light to fill the space. Comfortable seating includes a dark chair with a soft throw and a light sofa adorned with decorative pillows. A small wooden coffee table sits on a textured rug.
Guest house in Eastsound
4.94 out of 5 average rating, 376 reviews

Northbeach Cabin

Sweet cedar shingled cabin on Sunset Avenue just a short walk to town, and an even shorter walk to the beach! Queen size bed tucked upstairs under the vaulted ceiling with peek-a-boo view of the water. Freshly renovated, old school Orcas style. Hardwood & Marmoleum floors throughout, pine paneling & subway tile in kitchen and bathroom. French door slider opens to deck, perfect for enjoying your morning coffee. #weaccept. PPROVO-17-0042

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