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

The Eagle's Nest w/ Hot Tub & Water Views

⸻ This tiny home’s most captivating feature is its breathtaking view down Guemes Channel. Imagine soaking in the hot tub while taking in the peaceful trees and water scenery — kick back, relax, and truly unwind. Thoughtfully designed touches throughout make this small space feel warm, inviting, and perfectly suited for a relaxing getaway. This incredible location offers the best of all worlds. Romantic, serene, and unforgettable — you’re sure to make lasting memories at The Eagle’s Nest.

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

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.

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.

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.

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.

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.