Family-friendly holiday rentals in Friday Harbor

4.99 out of 5 average rating, 168 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

See our other two available cabins listed on this waterfront estate by clicking my host profile. Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire, kayaks & paddle boards. Seals, otters, eagles and deer are your neighbors. Walk to Turtleback Mountain south trailhead for grand views above. The secluded Hot Tub is tucked under cedar trees, over the beach, private for either cabin, but not at the same time.

Indoor spacesFamilyBeach

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, 180 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 spacesHospitality

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.

4.92 out of 5 average rating, 234 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

Indoor spacesFamilyBeach

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.

4.97 out of 5 average rating, 112 reviews

Beautiful Waterfront Home, sleeps 4

Experience paradise! Private entrance to lower level of house, 2 en-suite BR's w/queen beds + 2 twin sofas beds in LR. Only a mile from the ferry, activities and shops. When settled into your waterfront home away from home, breathing sea air and gazing at Griffin Bay and the Olympic Mountains, you'll find peace and serenity. The expansive view embraces Dinner Island, sunrise and sunset colors dancing on the water, shoreline, beaches, and occasional boating activity. Note: No Pets Allowed

FamilyKitchenAccuracy

4.9 out of 5 average rating, 286 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

KitchenIndoor spacesLayout

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, 174 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.

Indoor spacesKitchenCheck-in

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.

4.85 out of 5 average rating, 218 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.

FamilyIndoor spacesLocation

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, 190 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.

FamilyIndoor spacesAccuracy

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.

4.98 out of 5 average rating, 361 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.

Indoor spacesKitchenHospitality

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.

4.94 out of 5 average rating, 720 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).

Indoor spacesFamilyAmenities

4.9 out of 5 average rating, 142 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!

Indoor spacesKitchenQuiet

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, 183 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.

Indoor spacesFamilyCheckout

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

A historic stone cabin is set amidst a forest landscape, with a gravel path leading to the entrance. Natural stone walls blend with a wooden beam overhang, while a chimney adds to the rustic charm. Low-maintenance landscaping features river stones and various shrubs.

4.95 out of 5 average rating, 133 reviews

Artists Stone Cabin with Sauna & Cedar Soaking Tub

Indoor spacesKitchenComfort

4.99 out of 5 average rating, 102 reviews

A collage of The Harlow House showcases various relaxing areas. An outdoor hot tub is visible with guests enjoying the view. A ping pong table is highlighted, while cozy seating near a gas fireplace is also shown. The exterior features the home's expansive yard and patio.

Home in Lummi Island

Seaside Home Hot Tub/Sauna/Pickleball

Indoor spacesFamilyHiking

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, 211 reviews

Sunny Knoll Hot Tub Suite

KitchenIndoor spacesAccess

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.

4.97 out of 5 average rating, 245 reviews

Oakridge Guest Quarters on GlenOak

KitchenFamilyBarbecue

4.96 out of 5 average rating, 160 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

Indoor spacesFamilyWalkability

4.97 out of 5 average rating, 325 reviews

A modern cabin is nestled within a lush green garden, surrounded by tall evergreens. The spacious lawn features carefully cultivated plants and rocks, while a covered outdoor area is visible, providing shaded seating and relaxation options.

Cabin in Whatcom County

Bellingham Meadows- with hot tub and king size bed

KitchenIndoor spacesQuiet

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

4.83 out of 5 average rating, 240 reviews

Lighthouse with Hot Tub

FamilyKitchenView

4.96 out of 5 average rating, 244 reviews

Home in Anacortes

Anacortes Waterfront Complete Remodel/Hot Tub

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Family- and pet-friendly home rentals

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, 346 reviews

Unique Waterfront Beach House - pets welcome!

KitchenIndoor spacesComfort

4.9 out of 5 average rating, 191 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

FamilyIndoor spacesLocation

5 out of 5 average rating, 124 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 spacesFamilyCheck-in

Tiny home in Saturna Island

A vintage double-decker bus is nestled among tall trees, featuring a two-story structure painted in green. A wooden staircase leads to the entrance, with a secure area for outdoor equipment beside the bus. Natural surroundings create a serene and inviting atmosphere.

4.98 out of 5 average rating, 106 reviews

Wild Thyme Hideaway

KitchenIndoor spacesLocation

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, 251 reviews

The Field House Farm Stay on Midnight's Farm

FamilyIndoor spacesLayout

4.93 out of 5 average rating, 271 reviews

A charming wooden cottage is nestled among tall trees, surrounded by lush greenery. The entrance features a flower box overflowing with colorful plants. A wheelbarrow rests nearby on moss-covered ground, adding to the rustic appeal of this tranquil setting.

Cabin in Eastsound

Cottage-in-the-Barn on Dragonfly Farm

KitchenFamilyWi-Fi

5 out of 5 average rating, 181 reviews

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.

Guesthouse in Oak Harbor

1930s view cottage on Skagit Bay

Indoor spacesFamilyOutdoor spaces

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, 131 reviews

2 acres of seclusion near Roche Harbor Resort!

KitchenFamilyComfort

Family-friendly home rentals with a pool

Condo 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, 249 reviews

Waterfalls Hotel Gallery Suite

KitchenFamilyAccess

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.

4.98 out of 5 average rating, 145 reviews

Bellingham Adventure Pad - Hike, Bike, Lake, Sauna

FamilyIndoor spacesLong stay

Condo 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.

4.95 out of 5 average rating, 446 reviews

Waterfalls Hotel 2 Bedroom 2 Bath

FamilyKitchenParks

4.9 out of 5 average rating, 111 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

FamilyKitchenAmenities

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, 173 reviews

Beachfront House w/ Hot Tub

KitchenIndoor spacesBeach

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, 99 reviews

Sudden Valley Retreat

Indoor spacesKitchenLayout

4.95 out of 5 average rating, 185 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

Indoor spacesFamilyHospitality

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.