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

Anacortes Waterfront Complete Remodel/Hot Tub

Kick back and relax in this completely remodeled space with comfy living room, gas fireplace and stunning views of Skagit Bay. Watch for eagles, seals and otters, maybe an occasional Orca whale! Take a hot tub with a view or hike miles of trails nearby. Beachfront and also near to Deception Pass State Park. Beach access for kayaking, SUP, crabbing etc... Short drive to Anacortes for shops, dining, art galleries or ferry to Guemes Island. A 1.5 hour drive from Seattle or Vancouver BC…no ferry!!

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.

Burrows View Cottage

Great any Season!!! Experience unforgettable sunsets in this beautiful high bank waterfront cottage. Quaint and serene. Close to Deception Pass, downtown Anacortes shops and restaurants, drive to public beaches, less than a mile from Mount Erie and hiking trails. Less than a 10 minute drive to the Anacortes Ferry Dock. Cottage has 2 bedrooms, both with queen beds. Full kitchen with all gadgets required to make that special meal. AIRCONDITIONED SPACE THROUGHOUT HOME.

Modern Condo Near Downtown Shopping & Restaurants

Enjoy your time in Anacortes at our condo ideally located for adventure and relaxation. Nestled near scenic popular hiking trails and thrilling whale watching tours, while being closely located to the historic downtown with plenty of shopping, book stores to explore, a variety of restaurants, and quaint coffee shops. Whether you’re seeking outdoor adventure or just enjoying the sights, our condo offers the perfect blend of convenience and comfort for your stay.

Cypress View 2 bdrm - Near the ferry and downtown!

Heading to the San Juans by ferry or one of the many festivals in Anacortes? This is the perfect spot, just 1.6 miles to the ferry and 1.3 miles to downtown. Enjoy our newly constructed space designed especially for guests. Off-street parking and a private entrance lead to this beautiful two bdrm, one bath suite. Enjoy your morning coffee on the shared deck or the private patio while taking in the beautiful views of Cypress Island and the Guemes Channel.

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.

four eleven thirty fifth street

This Victorian home was built in 1901, hidden behind a mature Cherry Laurel hedge you'll find a charming cottage with tall ceilings, Victorian moldings, and small cozy bedrooms. There are seats and chairs around every corner, welcoming guests to come, sit, and stay awhile! You'll still want to get out and enjoy the beautiful settings, flowers, and outdoor offerings though!