Family-friendly holiday rentals in Anacortes

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Anacortes

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Eastsound

4.94 out of 5 average rating, 120 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 favourite

Guest house 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 favourite

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 favourite

Home in Port Townsend

4.98 out of 5 average rating, 233 reviews

Country peace, city pleasures

This Victorian style house was built in 1920. It features high ceilings, tall windows, and beautiful wood floors. The decor is eclectic, old-world European, with a billiard parlor, antique light fixtures, carved furniture, and unique artwork. The solarium doubles as a dance floor. The lawn is perfect for volleyball or badminton, while the backyard offers a wonderful place for picnics, sunbathing, or basking in the shade. It is walking and biking distance from all the PT amenities. Lic # 012680

Guest favourite

Cabin in Glacier

4.94 out of 5 average rating, 709 reviews

Mt. Baker Twin Tree House 1 Glacier 4 beds hot tub

A rustic, very clean, comfortable, cozy, classic cabin/cottage with a large hot tub, an unique rustic-modern updated kitchen and main bathroom. Very close to Mt. Baker Ski Resort Area of Mt. Baker, Whatcom County, WA, United States and minutes from Glacier, WA. Convenient located in a gated community of Snowline. This unique Snowline cabin is a great home base for year-round activities in the Mount Baker area (aka Koma Kulshan) in the Mt. Baker-Snoqualmie National Forest, North Cascades.

Top guest favourite

Home in La Conner

4.99 out of 5 average rating, 165 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.

Top guest favourite

Home in Eastsound

4.98 out of 5 average rating, 318 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design with over 2,200 sq ft of open living space. Quality finishes and luxury details set this home apart. We've curated the furnishings and decor with care, choosing quality products and furnishings that anyone would enjoy living with full-time, and equipped with amenities such as hot tub, espresso machine and billiards table in the recreation room. All 3 bedrooms feature king-sized beds and quality linens.

Guest favourite

Chalet in Deming

4.97 out of 5 average rating, 156 reviews

The Baker Chalet - 3 levels, AC, EV, Pool table

The Baker Chalet is a spacious three level mountain retreat. Family-oriented with 4 bedrooms, 3 bathrooms, 2 fully-equipped kitchens and a view of Church mountain from the living room windows. After skiing Mt. Baker, hiking or biking outdoors, sprawl out on our supersized sectional, plug into the Starlink WIFI, watch TV or shoot pool. Linens and towels are all provided so when you arrive you can soak in our 7 seat jetted hot tub and relax.

Guest favourite

Home in Clinton

4.98 out of 5 average rating, 115 reviews

Sandy Hook Vista

By car, by ferry or by private boat, this beautiful property is home base for a splendid getaway! You will be amazed at the splendor our beautiful home has to offer. From the spectacular views across Cultus Bay and its bird-filled estuary to the Olympic mountains, to the indoor dry sauna and 8-person indoor Jacuzzi, to the community park and tennis/pickleball courts--there is something for everyone during your action-packed stay.

Guest favourite

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 favourite

Loft in Clinton

4.96 out of 5 average rating, 370 reviews

The Loft

The Loft is close to the beach and family-friendly activities. You’ll love the space because of the natural light shining through the surrounding nature, vaulted ceilings, comfy bed, fully equipped kitchen, full bath with standing shower including local natural products. The Loft is good for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite

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!