Family-friendly holiday rentals in Friday Harbor

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.

4.98 out of 5 average rating, 163 reviews

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, 198 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.

Guest house in Friday Harbor

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.

4.91 out of 5 average rating, 219 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

A charming cottage sits by the water's edge, surrounded by lush greenery and trees. The gentle slope leads to a rocky beach, with a sea wall visible. Red outdoor seating is positioned on the lawn, offering a space to enjoy views of the bay.

4.97 out of 5 average rating, 331 reviews

Unique Waterfront Beach House - pets welcome!

This two-bedroom cottage is just a mile from the town of Friday Harbor but offers a perfect way to get away from it all with a lush back yard that looks out over the bay with incredible views of Jackson Beach. At low tide you can step off the sea wall on the property and walk across to explore to your heart's content. When you're done with your day, the sound of gently running water outside will lull you to sleep Fiber internet connection allows your whole family to work or remote school.

4.89 out of 5 average rating, 266 reviews

An open layout of a log cabin showcases rustic wooden walls and ceiling beams. A softly patterned sofa rests against a wooden sideboard, accompanied by a coffee table. Beyond, a cozy bedroom with a dark bed frame is visible, providing a sense of home.

Cottage in Friday Harbor

Log Cabin near Friday Harbor on Tigercello Farm

Experience a real log cabin on a 2 acre pond and 12 acres of a park like setting only 1.5 miles from Friday Harbor and the ferry. Enjoy the grounds including fruit trees, kitchen gardens and permaculture food forest on this oasis near town. Harvest fresh produce and eggs from the garden to create your 'farm to table' creations. Enjoy watching wildlife including eagles, ducks and great Blue Herons. Drive, walk or bike to town, enjoying all that San Juan Island has to offer. PPROVO-18-0003

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.

4.98 out of 5 average rating, 156 reviews

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.

A spacious courtyard is framed by sleek white walls and a covered patio area. Tropical plants and palms are arranged along the perimeter, with a concrete surface leading to stylish seating options. Large sliding glass doors provide a view into the indoor living space.

4.96 out of 5 average rating, 186 reviews

Twin Palms at Forbidden Island Motor Lodge

Welcome to Twin Palms, your passport to midcentury glamour and jet age style! Pass through sunny yellow doors into a tropical garden where Desert Modern meets Polynesian Pop. This completely private courtyard includes a propane fire pit, soaking tub and a pass-through bar, all sheltered by towering palms. Step inside your swank living room flanked by kitchen and bar areas. Beyond lies a bedroom featuring his and hers closets and a bathroom with heated floors and dual shower heads.

A spacious yard is visible, framed by lush greenery and trees. The serene ocean stretches out in the distance under a clear blue sky, with gentle hills visible along the horizon. A fenced area is seen in the foreground, enhancing the outdoor space.

4.91 out of 5 average rating, 163 reviews

Friday Harbor Delight - Spacious Home w/Ocean View

Now accepting monthly winter stays - perfect for remote work! Openings available beginning Feb 5th and March 23. Enjoy the stunning Ocean View from his 3 BR home that has it all. In Town location, Master Suite w/King bed and en suite bath. Second BR w/ Queen Bed and adjacent full bath. 3rd BR with bunk beds and a trundle for the kids. Large Deck for lounging with Dining Table and BBQ. Fully stocked Kitchen, Satellite WIFI, Office with printer/scanner.

A modern living area features a comfortable gray sofa adorned with orange accent pillows. Above the sofa, three framed artworks depict serene landscapes. Natural light enters through large windows, illuminating the space and highlighting the spiral staircase that leads to the sleeping loft.

4.92 out of 5 average rating, 141 reviews

Puffin 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 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. Great Territorial Views.

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.

Guest house in Friday Harbor

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.

4.97 out of 5 average rating, 348 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.

Guest house in Friday Harbor

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.

4.93 out of 5 average rating, 692 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).

Popular amenities for Friday Harbor family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A rustic cabin is viewed from the exterior, showcasing natural wooden siding and a covered porch. Two Adirondack chairs are positioned around a fire pit, with flames flickering among the stones. Lush greenery surrounds the space, contributing to a serene environment.

Cabin in Eastsound

4.77 out of 5 average rating, 147 reviews

Ocean View Cabin 1BR (west-facing, 1 min to beach)

Holiday home in Anacortes

A spacious wooden deck extends from the house, overlooking a scenic view of the water. Tall trees frame the image, while a hot tub is positioned in a corner. The clear sky and distant landscape contribute to a serene outdoor atmosphere.

4.98 out of 5 average rating, 100 reviews

Charming Guemes Island Getaway w/ Hot Tub & View

4.99 out of 5 average rating, 135 reviews

An open-concept living area features large windows providing panoramic views of the water. A sectional sofa and coffee table invite relaxation, while blue accent lighting and pendant fixtures add a modern touch. The kitchen area is equipped with sleek cabinetry and stainless-steel appliances.

Chalet in Eastsound

Sweeping Views on the Water

4.95 out of 5 average rating, 321 reviews

Cottage in Olga

Charming Family Cabin W/ Hot Tub -Near State Parks

4.99 out of 5 average rating, 180 reviews

A spacious living area features large fold-back doors that open to a deck with ocean views. Natural light floods the room through skylights. A comfortable sectional sofa is positioned near a modern fireplace, while a dining area with stylish chairs is visible in the background.

Home in Blaine

Waterfront Luxury | The Perch at Birch Bay

Superhost

A serene view of the San Juan Islands at sunset, featuring a gradient sky transitioning from vibrant orange to deep blue. The calm water reflects the colors, while silhouettes of distant islands create a tranquil backdrop.

Lighthouse in Anacortes

4.86 out of 5 average rating, 221 reviews

Lighthouse with Hot Tub no cleaning fee

4.94 out of 5 average rating, 104 reviews

A hot tub is positioned on a stone patio overlooking the water, with views of Mount Baker in the background. Nearby, a cozy seating area with a stone fireplace features a sheepskin rug. The balcony offers a wooden railing with glimpses of the serene bay.

Home in Lummi Island

Oceanfront Home- Just Steps from Private Beach

4.96 out of 5 average rating, 128 reviews

The cabin exterior is showcased amid tall trees, featuring a warm wooden structure alongside a treehouse. An inviting cedar hot tub is situated on a stone patio, with red Adirondack chairs arranged in a circle nearby. The landscape is brightened by the soft sunlight filtering through the foliage.

Cabin in Lummi Island

Lakeside Cabin in the Trees with Views & a Hot Tub

Family- and pet-friendly home rentals

4.86 out of 5 average rating, 500 reviews

A cozy cottage is showcased, featuring a shingled exterior and red umbrellas on the deck. Vibrant red flowers bloom in the foreground, while a scenic view of the bay and distant boats is visible in the background. A comfortable chair is positioned in the garden.

Home in Lopez Island

Charming Bay House #1

Cabin in Salt Spring Island

4.94 out of 5 average rating, 367 reviews

Ocean View Cottage with Gym and Sauna

4.83 out of 5 average rating, 158 reviews

A serene view of the waterfront at dusk, framed by trees. A wooden staircase leads down towards the shore, where the calm water reflects soft colors. The marina is visible in the background, with boats gently moored along the dock.

Cottage in Eastsound

FoxGlove Cottage Private Beach Sleeps 4 Wifi Pets

4.89 out of 5 average rating, 179 reviews

A small cabin is nestled among lush greenery, featuring a welcoming porch with a red door and an umbrella. Nearby, a swing and two wooden chairs are positioned on a grassy area, providing a comfortable outdoor space for relaxation.

Cabin in Friday Harbor

Charming Cozy Cabin

5 out of 5 average rating, 110 reviews

A modern black structure stands amid lush greenery, characterized by large windows and a flat roof. A picnic table is positioned on the grassy area in front, surrounded by tall trees. Sunlight filters through the foliage, illuminating the natural setting.

Cabin in Anacortes

Cozy Modern Cabin - The Dragonfly on Guemes Island

4.9 out of 5 average rating, 176 reviews

A spacious living area features high wooden ceilings and large windows that offer scenic views. A central dining table is surrounded by colorful chairs. Various seating options, including a red accent chair and cozy nooks, invite relaxation while allowing natural light to fill the space.

Home in Pender Island

Cliff Top Family Home Over Looking the Ocean

Farm stay in Lopez Island

A sunny meadow is occupied by grazing cows, with the Field House visible in the background. The house features solar panels on the roof and large windows, surrounded by lush greenery and trees. The open lawn invites exploration within the working farm setting.

4.99 out of 5 average rating, 235 reviews

The Field House Farm Stay on Midnight's Farm

Guest house in Oak Harbor

A charming cottage is framed by lush greenery, showcasing a path leading to the front door. Large windows reflect the surrounding trees, while water views are visible in the distance. The vibrant green accents of the doors add a touch of color to the earthy tones.

5 out of 5 average rating, 159 reviews

1930s view cottage on Skagit Bay

Family-friendly home rentals with a pool

Apartment in Downtown Victoria

A balcony view captures the vibrant downtown area, showcasing a blend of historic and modern architecture against a clear blue sky. Lush trees line the streets below, while distant mountains are visible on the horizon.

4.97 out of 5 average rating, 217 reviews

Waterfalls Hotel Gallery Suite

4.98 out of 5 average rating, 131 reviews

A cedar barrel sauna and a cold tub are nestled among the lush greenery of the forest, surrounded by twinkling string lights. The natural setting enhances a sense of tranquility, inviting relaxation after outdoor adventures.

Home in Bellingham

Bellingham Adventure Pad - Hike, Bike, Lake, Sauna

Apartment in Downtown Victoria

A modern multi-story building is displayed, featuring a combination of glass balconies and smooth stone surfaces. Lush greenery accents the lower levels, and bright blue skies enhance the architectural details. The structure is situated at a busy street intersection, capturing a vibrant urban atmosphere.

4.96 out of 5 average rating, 419 reviews

Waterfalls Hotel 2 Bedroom 2 Bath

Superhost

Apartment in Downtown Victoria

4.79 out of 5 average rating, 134 reviews

Waterfalls Hotel Sophisticated Suite

4.9 out of 5 average rating, 105 reviews

The bedroom features a spacious bed adorned with neutral bedding. A large sliding glass door provides access to a private deck, revealing views of Cascade Bay and surrounding trees. A television and electric fireplace are also visible, enhancing the room's comfort.

Guest suite in Eastsound

Rosario Condo - Views/Two Queen Beds

4.95 out of 5 average rating, 186 reviews

Home in Bellingham

Private Hot Tub, Sauna & secluded beach access

4.96 out of 5 average rating, 174 reviews

An enclosed indoor pool area features a large swimming pool with a water slide and decorative plants. Ample seating is arranged along one side, and a whimsical bird sculpture is visible in the water. Natural light filters through the transparent roof, creating a bright atmosphere.

Cottage in Everson

Cottage at Sundara West-Heated Pool open all year