Family-friendly holiday rentals in San Juan Island

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.

4.96 out of 5 average rating, 152 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.

4.98 out of 5 average rating, 172 reviews

An expansive deck is furnished with a cozy outdoor seating arrangement and a large umbrella. A stunning sunset casts vibrant colors over the horizon, reflecting on the water. Nearby, a dining table is set for gathering, enhancing the tranquil atmosphere.

Home in Friday Harbor

Haro Sunset House

Winding through a Madrona forest hillside on the coveted Westside of San Juan Island, Haro Sunset House greets you with sweeping views from Vancouver Island to Salt Spring Island to the North. This home is known for its stunning views from the expansive deck and with amazing wildlife viewing. The home is near San Juan County Park for beach access and the iconic Lime Kiln Light House. The owner’s home is located next door, yet separated by two garage structures, leaving a feeling of seclusion.

Place to stay in Friday Harbor

A serene landscape showcases rolling hills and an expanse of trees, leading to distant views of water and mountains under a partly cloudy sky. Lush greenery and rocky outcroppings add texture to the scene, inviting exploration and appreciation of nature.

4.94 out of 5 average rating, 200 reviews

Sunny Knoll Hot Tub Suite

Your mountain-top getaway. Studio suite with 2 full beds, a child-size futon, washer dryer. Beautifully furnished. Extensive Library. Deck. Separate hot-tub shower house: cedar lined, sink, shower, and single bed. Hot tub views to Vancouver Island. Sunrises, sunsets. Privacy fence. This hot tub is also occasionally used by owner. Indoor wood-fired sauna. Well-equipped kitchen. Swings , hammock, half court with ping pong, basket ball hoop,badminton and tether ball. 15 acres to explore.

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.

4.92 out of 5 average rating, 224 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

4.92 out of 5 average rating, 313 reviews

A geodome structure is presented amidst a wooded setting, featuring large triangular windows that provide ample natural light. A spacious wooden deck with seating is visible in front, creating an inviting outdoor area. Surrounding trees enhance the secluded ambiance of the location.

Dome in Sultan

Sky Valley GeoDomes | Huge Views + Hot Tub

Enjoy epic views of the Cascade's from our spacious and well-appointed geodomes. The main dome includes an open living area which easily transforms into a mini movie theatre, dining area, second bedroom, or a lounge with a cozy wood stove and commanding views of Sky Valley's most prominent peaks. Enjoy a private soak overlooking Mount Index from the smaller bathroom dome with heated slate floors. The property backs thousands of acres of forestry land open to explore on foot or by bike.

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.

5 out of 5 average rating, 104 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.

4.98 out of 5 average rating, 168 reviews

A serene water view features calm waters reflecting the soft colors of the sky at sunset. Sandy beach and scattered driftwood are visible in the foreground, while lush greenery and rocky formations frame the scene, enhancing the natural beauty of the coastline.

Home in Friday Harbor

Waterfront San Juan Island Retreat | Beach & Views

Wake up to sweeping waterfront views at Westward Cove, a spacious beach house on the west side of San Juan Island. Perched on one of the island’s rare sandy beaches, our home is the perfect spot to relax, soak in the hot tub, or simply enjoy the sound of the waves. From the deck, you’ll have front-row seats to the island’s incredible wildlife. Just 10 minutes to Friday Harbor and Lime Kiln State Park, this peaceful retreat blends comfort, nature, and unforgettable views. Sleeps up to 6.

Tiny home in Friday Harbor

A spacious living area features a modern gray couch adorned with decorative pillows and a wooden side table. Colorful artwork is displayed on the wall, and large windows allow natural light to fill the space. A stylish staircase leads to an elevated sleeping area.

4.88 out of 5 average rating, 203 reviews

Willow Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are just a mile away. Territorial views of the Harbor.

4.99 out of 5 average rating, 144 reviews

A contemporary designed guest house is depicted, featuring a wooden exterior with large windows and a welcoming entrance. Well-tended greenery surrounds the front, including white flowers and plush shrubs. Two lounge chairs are positioned on the patio, inviting relaxation in the serene outdoor space.

Cottage in Friday Harbor

Windance Cottage

Northwewst contemporary designed guest house. Lots of sunlight and great views of the Straights, Mountains and an abundance of sea life, eagles, deer, fox, and other wildlife. Private tennis court with basketball hoops. Private cove to launch your kayak or just some great tide pooling. Note; Owners home is on the property. The cottage sets back approximately a football field away from the main house, affording it’s own privacy. Owners are normally always on property.

4.96 out of 5 average rating, 100 reviews

A spacious patio is shown with a glass-topped table and six metal chairs, surrounded by colorful flower gardens. A large umbrella provides shade, while potted greenery adds a natural touch. The clear blue sky offers a backdrop to the scenic landscape beyond.

Flat in Friday Harbor

Five Mile Oasis where tranquility abounds!

Half way between the town of Friday Harbor and Roche Harbor Resort, this peaceful quiet oasis features views of the Olympic mountains, pastures and abundant nature. Deer graze in the yard, the occasional fox wanders by and eagles can be seen soaring above the trees. Guests can relax on their large private patio that is surrounded by bountiful gardens. This property is within walking distance of Mt. Grant and close to both Mt. Young and British Camp.

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.

4.94 out of 5 average rating, 703 reviews

Peaceful Sunny Cottage on 15 acre Pprovo-14-0016

Comfortable one bedroom cottage with sun-room fully insulated and extremely wonderful . 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).