Guesthouse holiday rentals in San Juan County

Romantic Primrose Cabin tucked in magical setting

Primrose: a small studio cabin, Rustic, romantic, private. Cedar charm. Queen bed, fireplace, TV screen with Netflix, stream your services, love seat, French doors. Compact kitchen, Covered porch faces the water with 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, 1 burner stove, Air Fryer, microwave, drip Coffee maker. fridge,. charcoal BBQ. Kayaks

Location · Value · Bathroom

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.

Family · Location · Solo travel

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

Location · Family · View

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.

Value · Family · Condition

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

Location · Family · Layout

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.

Location · Value · Accuracy

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.

Location · Family · Outdoor spaces

North Beach Cottage on Orcas Island

This newly-renovated cottage is fresh and cozy. The backyard is shared with a home. Landscaping and other amenities will continue to be updated, but we could not wait to share this gem with visitors to our beautiful Orcas Island. The cottage is a 5-minute walk from North Beach and a short drive from downtown Eastsound. Peacefulness and nature abound with areas for hiking, water activities and relaxing. Quaint shops and eateries offer local foods, products and souvenirs.

Location · Hiking · Breakfast

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.

Value · Location · Comfort

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.

Location · Value · Cleanliness

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

Value · Family · Access

Beach | Kayaks | Hot Tub | Private Cottage

Easy beach access - less than 50 ft from the water. ...Guest house ...Private patio & shared hot tub / fire pit ...Watch whales, seals, otters, eagles & more! ...Kayaks available at $50 per day or $100 per 3 days **The county requires our home be rented for 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.**

Family · Location · Wi-Fi