Pet-friendly holiday rentals in Anacortes

Waterfront Beach House on Whidbey Island

Come relax at West Beach Bungalow with breathtaking views of the San Juan Islands, Vancouver Island, and the Olympic Mountain Range. You’re so close to the ocean, you'll feel like you’re on a boat. View the most gorgeous sunsets you’ve ever seen right out front with Swan Lake across the street. Watch eagles, otters, whales and seagulls from the comfort of this cozy cabin. Newly updated with all the comforts of home. Escape to West Beach Bungalow - your relaxing seaside retreat on Whidbey Island.

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!

Ocean Bliss! Beach Getaway

Relax by the ocean! Welcome to Ocean Bliss, your coastal oasis. Just steps from the beach, the suite offers stunning views of the ocean and the Olympic Peninsula Mountains. The entire upper floor of a home will be yours to relax, enjoy, and explore the area (no shared spaces or shared enterances, but quiet homeowner lives downstairs in a seperate unit). The main living area features 24' vaulted ceilings with large windows that feature stunning views of Skagit Bay. Come and dip your toes in!

Canyon Creek Cabins: #1

Perched high on a granite ledge, you will find this cabin overlooking a rushing river that weaves its way through the dense, lush forest of the North Cascade mountains. The unique asymmetrical A-frame structure is both unexpected and familiar, with its wood-clad walls, exposed beams, and large geometric windows. Whether you are playing whiskey-fueled card game by the fire, or lounging in the hottub while listening to the nearby rushing creek, this cabin offers the ultimate cabin experience.

Sunny Island Cliff Side Views

Sunny upper floor cliff side apartment with spectacular 180 degree sea views, Islands Alan, Burrows & Lopes as well as the Olympic Mountains. Eagles, Whales, Otters and other wildlife can be seen while relaxing on the deck. ! ONLY 8 minutes to Anacortes Ferry Dock ! 5 min. to Beautiful Rosario Beach 7 min. to Deception Pass. 3-5 min. to Lakes Erie and Campbell 20 min. to La Conner Tulip Festival +Many other nearby sites of natural beauty Homemade Indian Meals Available - Ask for our menu

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

Pacific Bin - Sauna / Hot Tub / Steam Room

Experience the epitome of luxury living at the Pacific Bin, a unique vacation rental situated in the lush forests of the Cascade Mountains, just an hour from Seattle. Nestled in the heart of the Pacific Northwest, this impressive container home offers a prime location for world-class outdoor activities, including hiking, skiing, biking, and rafting. The home includes a private hot tub, forest-surrounded bedrooms, a steam shower, upper/lower deck space, private hiking trails and fire pit.

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.

The Woodpecker On Guemes Island w/Hot Tub!

This charming Guemes Island cabin offers 960 sq ft of bright, open living with warm wood accents and tall ceilings. It sleeps four with a queen loft, full loft for sleeping. Enjoy a full kitchen, eco-friendly cleaning, and pet-friendly options ($100 fee). Relax in the fenced yard with deck, BBQ, hot tub, and fire ring. Heat pump, Wi-Fi, and Smart TV provide comfort year-round.

Chickadee Cottage · Sauna, Soaking Tub & Garden

A peaceful Whidbey Island retreat surrounded by gardens, birdsong, and tall trees. Chickadee Cottage is a thoughtfully designed hideaway with a cedar sauna, cold plunge, private outdoor soaking tub, and an outdoor shower—made for slow mornings and unhurried days. Guests often say it feels even better than expected, and that everything they need is already here.

Charming Guemes Island Getaway w/ Hot Tub & View

Just a 6 min ferry ride from Anacortes to beautiful Guemes Island. Spot eagles and watch the working waterfront from the south facing patio with gas grill. Enjoy a relaxing dip in the sparkling clean hot tub with beautiful views. From your front door you can walk or drive to Cook's Cove, Guemes Mountain trail, and beach access trail. You'll love it here!