Family-friendly vacation rentals in Orcas Island

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Top-rated family-friendly rentals in Orcas Island

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Eastsound

4.94 out of 5 average rating, 118 reviews

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 rooms in which you can sleep (see photos). Stunning views, private beach just steps from our 40 ft deck, hot tub, bikes, kayaks, row boat, crab pots, fire pit, ping pong table, BBQ. You will have the ultimate vacation on Orcas Island. Inside you will find a luxurious master bedroom, 2 bathrooms, 2 bedrooms, 2 "bonus" rooms, 6 beds. Pet Fee: $100 first pet. $50, second pet. We require a signed rental agreement prior to check-in. PCUP000-16-0032

Top guest favorite

A cozy living space is featured, showcasing a wooden dining table surrounded by chairs. A comfortable green armchair is positioned adjacent to a bookshelf filled with books and decorative items. A television is visible above comfortable blankets, and a welcoming entrance is seen in the background.

Guesthouse in Friday Harbor

4.93 out of 5 average rating, 185 reviews

All Seasons Guest House (w/Hot Breakfast Sat/Sun)

100+-year-old 900 sq. ft. cottage most recently used as a tole painting studio. 3 bedrooms (1 Queen room upstairs, 2 connected rooms downstairs w/ 1 Queen bed + 2 twin beds), kitchenette, and bath w/shower. Mix of rustic, artsy, and northwest farmhouse. Conveniently located within walking distance of the ferry and downtown. Family-style hot breakfast is served in the guesthouse on Saturday & Sunday, Continental Breakfast is provided on other days (unless otherwise noted). NO PETS/SMOKING/DRUGS

Top guest favorite

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.

Guesthouse in Friday Harbor

4.96 out of 5 average rating, 137 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.

Top guest favorite

A spacious deck features two black Adirondack chairs facing the ocean, offering unobstructed views of the sunset over the water. The sun reflects warmly on the surface of the sea, with a backdrop of distant mountains under a colorful sky.

Cabin in Oak Harbor

5 out of 5 average rating, 184 reviews

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

Top guest favorite

A vibrant sunset paints the sky in shades of pink and purple, viewed through tall evergreen trees. The foreground features flowering plants and lush greenery, with the shimmering water of Puget Sound visible in the distance.

Home in Bellingham

4.89 out of 5 average rating, 332 reviews

The Madrone: Seclusion in Charming Fairhaven

Beautiful, spacious home with a view of Puget Sound and the San Juan Island located in Fairhaven, Washington. The ultimate entertainment/destination home a short 10 minute walk to central Fairhaven! This is a quiet space for families, businesses and other small groups. If you are looking for a location to have a party, this is not the right location for you as the house is in a very quiet neighborhood nestled close to other houses. Any social event must be approved in advance with owner

Top guest favorite

An open living area is designed with large windows offering panoramic views of the surrounding landscape. Soft seating is arranged invitingly, and a dining table is set for meals. Natural light illuminates the space, enhancing the airy atmosphere of the room.

Home in La Conner

4.99 out of 5 average rating, 164 reviews

Benton Street Retreat

LA CONNER - ENJOY THE BEST OF BOTH WORLDS. Sunrise and panoramic views of valley farmlands looking east off the bluff and then walk 3 blocks west through the historic residential district to the shops and restaurants in the middle of town. Off-season rate is $350/night except for Thanksgiving, Christmas and New Year's Holidays which is $400/night. High Season and Holiday Rate is $400/night. Minimum stay during the High season is 5 nights. Weekly and monthly rates also available.

Guest favorite

A cozy living area features two woven chairs with soft cushions, positioned near large windows that allow natural light to fill the space. A wooden coffee table is centered in front of the chairs, while a bookshelf and a television are situated in a nearby corner.

Cabin in Eastsound

4.93 out of 5 average rating, 244 reviews

Cottage-in-the-Barn on Dragonfly Farm

Pure tranquility is yours on Dragonfly Farm! Centrally located, yet extremely private, with garden, greenhouse, chickens, orchard and pond to paddle around in our kayaks or canoe. Charming decor with leather sofa, high ceilings, fine linens, cozy propane heating stove, tasteful furnishings, barbecue and more. SJC Permit #00PR0V77. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund in the event you need to cancel. We thoroughly disinfect between guests.

Top guest favorite

The exterior of the two-story home features natural wood siding and a spacious balcony with patio furniture. Surrounded by greenery, the backyard offers a grassy area and a view of neighboring structures. Large windows allow for ample daylight.

Home in Eastsound

4.96 out of 5 average rating, 136 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Welcome to our home Cool Breeze, a well-appointed home offering water views in a peaceful neighborhood, just a short walk to downtown Eastsound. 🍽️ Gourmet Kitchen – Fully equipped for home-cooked meals, or explore local dining and craft drinks nearby. 🌿 Outdoor Adventures – Paddleboarding, kayaking, hiking, and golfing are all easily accessible. 🐾 Family & Pet-Friendly – A welcoming space for guests of all ages, including pets.

Guest favorite

Two kayaks glide across calm waters, surrounded by lush greenery. A dock stretches out into the bay, with gentle waves creating ripples nearby. Sunlight reflects off the water, enhancing the serene atmosphere of the waterfront property.

Cottage in Eastsound

4.98 out of 5 average rating, 120 reviews

The Cottages at Twin Coves, Orcas Island (#1 of 2)

NEW in 2024 - COVERED OUTDOOR cooking perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

Guest favorite

A bright and airy living room features warm yellow walls and natural light filtering through multiple windows. Two striped armchairs and a comfortable sofa are arranged around a wooden coffee table. A cozy fireplace with a red accent wall adds warmth to the space.

Home in Victoria

4.8 out of 5 average rating, 115 reviews

Gonzales Beach Character Home

Our many-bedroomed, sunny and cheerful, family-friendly home is situated in the leafy Fairfield area of Victoria, 1 short block away from 2 beautiful beaches! Our home sleeps 12; it has a lovely south-facing balcony, library, play-room, and open kitchen/dining area, conveniently located only 5 minutes from downtown and a short, 2 block walk from shopping and restaurants.

Guest favorite

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

4.89 out of 5 average rating, 125 reviews

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!

Superhost

The exterior of the two-story wooden house is showcased, surrounded by a blooming garden featuring vibrant flowers and well-maintained greenery. A spacious patio area is visible, complementing the home's architectural design, while large windows reflect the natural light.

Home in Sequim

4.8 out of 5 average rating, 123 reviews

Fabulous views, hot tub, Jacuzzi, Free EV charge

1800 sq ft, 2 bedrooms double story, elegant, well furnished. Spectacular views of Mt. Baker, the Olympics and the lighthouse. Stone waterfall, wooden sauna and cedar hot tub. Modern kitchen, electric fireplace, radiant floor heating, 2 televisions (Direct TV), DVD Player, ROKU. NEW: Electric Vehicle Charger (Free Charging)