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, 184 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.

KitchenIndoor spacesOutdoor spaces

Guesthouse 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.

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

Indoor spacesFamilyDecor

4.92 out of 5 average rating, 244 reviews

A private elevated deck offers views of a serene lake surrounded by lush greenery. Gentle curves of the shoreline are visible, along with a small dock. Comfortable outdoor seating is positioned on the deck, inviting relaxation in a tranquil setting.

4.9 out of 5 average rating, 100 reviews

Gramma's House, Lake, HotTub, Swim, View, Gorgeous

IDEAL FOR FAMILIES & REUNIONS! 20 acre gated estate in the woods. Hot Tub, private filtered Lake, King beds, memory foam, and SHEEX (softest sheets ever!) 65" FLAT SCREEN and 7 more in 4 BR's. 3 baths, Large LR, dining for 10+, piano, game room, pool table, ping pong, 2 wood stoves, washer/dryer, breakfast table, gourmet kitchen & kitchenette. Huge 2 story home, 30 ft soaring beamed ceilings. Elevated deck, gas BBQ and dining looks out at Mountains and water! Child's giant swingset (2022)

Indoor spacesKitchenAccess

4.89 out of 5 average rating, 292 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

Indoor spacesKitchenWi-Fi

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.

4.97 out of 5 average rating, 179 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.

KitchenIndoor spacesWi-Fi

A modern living area features a gray sofa with decorative pillows, positioned on a patterned rug. Three framed artworks depicting tranquil water scenes adorn the wall. A spiral staircase leads to an upper sleeping area, with natural light filtering through large windows.

4.86 out of 5 average rating, 231 reviews

Fawn 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 justa miles away. Great views of Griffin Bay and Dinner Island.

FamilyKitchenWalkability

The exterior of a spacious green house is showcased, featuring a friendly red door and stone accents. Lush landscaping surrounds the property, with various plants and trees visible. The house is positioned near the waterfront, framed by a clear blue sky.

4.94 out of 5 average rating, 379 reviews

Waterfront Beach house, pet friendly

This spacious waterfront house is situated on a private beach just 1.5miles from the town of Friday Harbor in a quiet, peaceful neighborhood. The beach is perfect for relaxing, sea glass hunts, fort building, launching a kayak or even swimming if you don't mind cold water . Local otters and other sea life will often swim by for a visit, and sunrises and sunsets are dependably Insta gram-worthy. Fiber internet for many concurrent zoom meetings or streams!

FamilyKitchenNearby

Guesthouse 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.

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.

Indoor spacesKitchenHeating

4.98 out of 5 average rating, 364 reviews

Guesthouse 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.

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).

Indoor spacesFamilyHeating

4.94 out of 5 average rating, 731 reviews

4.91 out of 5 average rating, 148 reviews

A serene backyard features several white lounge chairs arranged on a grassy area, overlooking a clear view of the water. Tall trees provide shade, and a hammock is visible in the background, enhancing the peaceful outdoor setting.

Cottage in Friday Harbor

Cottage by the Sea

Lovely cottage by the sea with private beach access. Amazing views with the whales coming by often. You will also get daily eagle sightings and sunsets like no other. (We also have FAST fiber optic WiFi for those looking to take meetings remotely.) This spot is one of the best you'll find on the island. Come enjoy this nestled gem on Sunset Point!

FamilyIndoor spacesView

Superhost

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.

4.88 out of 5 average rating, 187 reviews

Friday Harbor Delight - Spacious Home w/Ocean View

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.

KitchenFamilyNearby

A serene horizon is captured at dusk, showcasing a calm body of water reflecting the colors of sunset. Mount Baker is visible in the distance, framed by a softly lit sky transitioning from blue to warm hues.

4.94 out of 5 average rating, 383 reviews

Charming 4br gated waterfront estate with beach.

4 bedroom Victorian home on over 8 gated waterfront acres. Fabulous views of Griffin Bay and Mount Baker! Manicured grounds, hot tub, badminton, and across the street from golf and tennis. Mooring buoy available for boats to 50 ft. Outstanding property!! No pets allowed! 5 open kayaks in season available May15-Sept 15

KitchenFamilyBarbecue

Popular amenities for Friday Harbor family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Friday Harbor

A private hot tub is shown on the patio, with bubbling water visible. A lush landscape features trees and shrubs, while the serene view of Griffin Bay stretches beyond, showcasing the calm water and distant shoreline under a clear sky.

Beautiful Waterfront Home, sleeps 4

KitchenIndoor spacesBarbecue

4.97 out of 5 average rating, 119 reviews

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.

Sunny Knoll Hot Tub Suite

Indoor spacesFamilySolo travel

4.94 out of 5 average rating, 221 reviews

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, 193 reviews

Twin Palms at Forbidden Island Motor Lodge

Indoor spacesKitchenBackyard

4.99 out of 5 average rating, 172 reviews

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

Heather Waterfront Guest Cabin on private estate

KitchenIndoor spacesDecor

Guest suite in Friday Harbor

A spacious bedroom features a plush bed with a decorative headboard, complemented by patterned bedding. A large area rug covers the floor, and bedside tables with lamps are placed on either side of the bed. Light filters in through a large window, illuminating the warm tones.

Oakridge Guest Quarters on GlenOak

FamilyKitchenBackyard

4.97 out of 5 average rating, 251 reviews

4.95 out of 5 average rating, 330 reviews

Home in Eastsound

Luxe Beachfront, Hot Tub, Kayaking, Walk to Town

KitchenFamilyTV

4.92 out of 5 average rating, 251 reviews

A hillside cabin is nestled among trees, featuring a spacious wrap-around deck. The structure combines dark wood and light wood elements, with large windows providing views of Lopez Sound. A wooden pathway leads up to the entrance, surrounded by lush green grass.

Cabin in Lopez Island

Sunrise Waterfront Retreat w/Hot Tub, Beach Access

FamilyIndoor spacesAmenities

4.95 out of 5 average rating, 153 reviews

Home in Lummi Island

Sunset, Water Views w/Hot Tub, Large Deck, Privacy

Indoor spacesFamilyView

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 374 reviews

A designer cabin is nestled among lush landscaping, featuring vibrant white flowers and green shrubs. A wooden staircase leads to the entrance, highlighted by large windows that invite natural light. The serene outdoor area includes a seating arrangement, perfect for relaxation surrounded by nature.

Cottage in Friday Harbor

Cabin at Willows Pond Retreat

Indoor spacesFamilyAccuracy

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.

The Field House Farm Stay on Midnight's Farm

KitchenIndoor spacesOutdoor spaces

4.99 out of 5 average rating, 258 reviews

A cozy sleeping area features a spacious bed covered with a colorful quilt. Two bedside lamps sit on wooden tables, and fresh towels are neatly arranged at the foot of the bed. Natural light enters through skylights and a nearby window with patterned drapes.

4.96 out of 5 average rating, 306 reviews

Glamping in Friday Harbor

KitchenIndoor spacesLocation

A partially covered deck features a propane fire pit table at its center, surrounded by two Adirondack chairs. A grassy lawn is visible beyond, dotted with stones and trees in the background, enhancing the natural setting.

4.92 out of 5 average rating, 135 reviews

2 acres of seclusion near Roche Harbor Resort!

Indoor spacesFamilyDecor

4.92 out of 5 average rating, 283 reviews

Snow-capped mountains rise majestically in the distance, reflecting soft hues of pink and blue in the early morning light. The tranquil water of the Puget Sound gently laps against scattered rocks in the foreground, providing a serene connection to the landscape.

Home in Decatur Island

Hobby Farm Remote private island! Escape Seattle!

KitchenIndoor spacesHiking

4.99 out of 5 average rating, 132 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

Indoor spacesKitchenBeach

4.99 out of 5 average rating, 103 reviews

Cabin in Galiano Island

Salt | Oceanfront Cottage on Galiano Island

Indoor spacesFamilyQuiet

4.87 out of 5 average rating, 525 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

FamilyIndoor spacesGetting around

Family-friendly home rentals with a pool

A spacious living room is complemented by a large sectional sofa, positioned around a round coffee table. A modern gas fireplace is surrounded by a white mantel, and large windows provide views of the greenery outside, with doors opening to a balcony.

4.97 out of 5 average rating, 108 reviews

Sudden Valley Retreat

FamilyKitchenParking

Superhost

A spacious living area is highlighted by large windows offering views of the water. A comfortable sofa is paired with an armchair, and a coffee table sits atop a soft area rug. Decor elements include a painting of ocean waves and a small table with fresh flowers.

Home in Coupeville

Ebey Landing Ocean View Retreat on Whidbey Island

KitchenIndoor spacesLocation

4.92 out of 5 average rating, 203 reviews

4.88 out of 5 average rating, 434 reviews

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

Garden Cottage w/Pool at the Sunburnt Mermaid

Indoor spacesKitchenWi-Fi

4.96 out of 5 average rating, 107 reviews

Panoramic Lake View- Hot Tub & Sauna, Pet Friendly

KitchenFamilyParks

The waterfront yard features a lush green lawn bordered by flower beds and a circular stone fire pit, with views of Puget Sound in the background. A wooden railing encloses the space, while gentle waves can be seen lapping at the shore under a soft evening sky.

4.83 out of 5 average rating, 185 reviews

Beachfront House w/ Hot Tub

FamilyKitchenWalkability

The tranquil lake is framed by lush, green hills, reflecting the sky’s blue hues. Red kayaks rest along the shore, while a large black object is partially visible on the ground. The calm water invites a peaceful atmosphere for nature enthusiasts.

4.96 out of 5 average rating, 204 reviews

Kayaks, SUPs, Hot Tub & Secluded Beach Access

Indoor spacesFamilyBeach

4.9 out of 5 average rating, 112 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

Indoor spacesFamilyWi-Fi