Family-friendly holiday rentals in Anacortes

Relax in nature at Happy Valley Studio!

Happy Valley Studio rests in a lovely rural neighborhood, near 2800 acres of Community Forestlands hiking trails. It's ~15 minutes (3.6 Mi) from the Ferry to the San Juan Islands/Sidney BC, and an easy 5 minutes from downtown Anacortes. You will love the quiet neighborhood, and our lovely gardens and pond. Clean, cozy, roomy studio apartment with its own private balcony entry and skylights to keep it bright and cheery. Fully equipped kitchenette, with a microwave and refrigerator (no stove.)

Hill House Private Entry Suite - No Cleaning Fee

Cleaned and sanitized with no cleaning fees added to your cost! Your suite (375 square feet) is at the front of our house with a pvt. entry living room, a small bedroom with a big bed and a double sofa bed. There is a window seat with a view, your own bathroom, a small kitchenette with dishes, wifi, TV, microwave, etc. You get the driveway. Power outlet on front porch. We have a small dog. WE LIVE IN THE BACK OF THE HOUSE WITH A LOCKING DOOR BETWEEN US. PLEASE READ ALL INFO BEFORE BOOKING!

Baker View Getaway

Beautiful, quiet private entrance to the apartment attached to our home. Fully furnished. Extra twin roll away bed available to sleep 2-4 people including sofa. Fully fenced back patio with choice of BBQ grill. Fully appointed kitchen for cooking your own meals and dining in. Awesome sunrise & Mt Baker views. Clever chickens visit daily. Fresh eggs for breakfast. Private off street parking. Full laundry room. All handicapped accessible. One mile to hospital. 2 miles to downtown festivals

Lighthouse with Hot Tub view of San Juan Islands

Unique fun space! if you are adventurous and want to crash at a very unique spot this is it. First floor has a mini fridge, smart TV, instant hot water kettle, coffee maker, bottled water, day bed with plenty of bedding in storage. Then you climb the ladder and go up to the tower. There is another single bed. Out the door is a private deck overlooking the San Juan Islands with a table and chairs. Take your coffee or wine out and enjoy the day. head back down take a dip in one of the hot tubs

Cozy Modern Cabin - The Dragonfly on Guemes Island

Escape to a pet-friendly paradise on Guemes Island! This 2-bed, 1-bath open floor haven sprawls across 2.5 lush acres. Imagine: industrial-grade steel meets polished concrete, inviting nature inside through expansive windows. A glass reading nook, a balcony for forest views, and a woodfire stove providing cozy comfort. Embrace the outdoors inside and revel in the flood of natural light. This is your private retreat—full access to a nature-infused getaway! We are pet-friendly w/no pet fees

Tiny House on Guemes Island, WA.

Solar Powered Tiny House and your own private Sauna tucked in the woods amongst old growth Cedar trees. Enjoy campfires at night under the stars and forest canopy, a game of horseshoes, beach walks, hike the Guemes Mountain, or enjoy the NEW Barrel Sauna and cold plunge pull-shower. Also NEW, Take advantage of our three available E-bikes rentals to explore the island. More details in listing photos for pricing and message us after you book if you'd like to add rentals onto your stay.

Island Gateway Anacortes Studio and Sauna

Bright, beautiful studio with full kitchen, coffee bar, private bath and outdoor fire pit. Adjacent outdoor cedar sauna that we share with our guests in both units. Minutes from the Anacortes Ferry Terminal. Note: We live upstairs in a totally separate part of the house and the studio is adjacent to another unit. We have soundproofed the house as well as we can, but there are normal noises that come with shared living. The studio has one queen sized bed. We don't accept children.

The Coho Cabin - A Beachfront Getaway

Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

Anacortes Guest House Unit A (water view) Studio

Perfect for Remote Work! Fast Wifi & desk. Clean & sanitized studio apartment in Guest House behind our home. Laundry room & entrance hall. Located on Hwy 20 between San Juans Ferry & Old Town Anacortes (1.5 miles each way) . Private water-view deck, full kitchen, jetted tub, wood-burning fireplace. Private entrance & dedicated parking for two vehicles for current guests only (no long term parking). No shift-work "bed-sharing" or booking room for others' use allowed.

Farmhouse Getaway

Welcome to this serene and spacious farmhouse get-away. Located on beautiful south Fidalgo island, you are 7 minutes to Deception Pass bridge, 13 minutes to downtown Anacortes, and 17 minutes to the ferry terminal to the San Juan islands. Curl up with a good book, watch a movie or just relax and enjoy our beautiful view of north Whidbey island and Deception Pass. Our gardens explode in summertime so feel free to wander and pick flowers, fruit or vegetables in season.

Cozy beach bungalow w/private beach access.

Lay back and relax in this cabin with majestic views of Similk Bay. No ferry required! Enjoy private beach access with private stairs and tidelands rights. This cozy bungalow has updated windows, base board heating, wood burning fireplace. High-speed WiFi available. Come and enjoy the Pacific Northwest with your family and closest friends. Watch hummingbirds, sea otters and eagles feast from the deck. Get away from the hustle and bustle of the city and unwind here.

Anacortes Orchard Studio

Light, airy studio with private entrance, kitchenette, full bathroom. 1 mile to downtown Anacortes, 2.5 miles to San Juan Islands ferry terminal in a very quiet neighborhood, easy access. Relaxing guest area in the gardens with outdoor seating, old apple trees, sun-dappled shade, flowers, birds, pick your own apples in season! A quiet retreat that feels like being in the countryside yet right in town. Off-street parking, quiet, safe neighborhood.