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 Guest House Unit A (water view) Studio

Perfect for Relaxing or Remote Work! Fast Wifi & desk. Clean charming studio apartment in Guest House behind our home. Brand new walk-in shower. 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, 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.

Mt. Erie Lakehouse

The studio apartment is located at the foot of Mt. Erie overlooking Lake Campbell. Just minutes away from Deception Pass, historic downtown Anacortes, and a short drive to La Conner. Anacortes is the gateway to the San Juan Islands. Enjoy your coffee on the patio watching eagles and other wildlife. Finish the end of your day, sitting next to the fire pit, with a glass of wine watching the sun set. If you need additional space consider reserving our King Suite. See photo's: "THEME ROOM"

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.

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.

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.

Contemporary Townhouse in Anacortes

A brand new, immaculate townhouse in Anacortes with plentiful amenities. 1000 sq.ft., 2 story, 2 bedrooms, 1 1/2 baths, driveway parking, fully equipped kitchen, wi-fi, smart TV, memory foam mattresses, beautifully landscaped backyard..... Convenient location: 3 blocks from the ocean, short walk from downtown restaurants and shops, 2 minute drive to ferries to the San Juan Islands and BC, 5 minute drive to Washington Park, located on the Skagit Transit bus route.

DenPNW with Sauna

DenPNW is a recently curated space that will indulge your desire for beauty and romance. A modern design with tile and wood walls and free standing stove. The studio has a comfortable king sized bed, built in office space and full kitchen with island. Shared sauna included. The studio is adjacent to another unit and owners live upstairs. You may hear faint noises from shared living and light footsteps upstairs. This space is not suitable for children or infants

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.