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!

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

Seascape Stay

Enjoy the amazing seaside views from this centrally-located stay in quaint ‘old town’ Oak Harbor! This historical duplex home has two bedrooms, a full bathroom, and a well equipped kitchen. A spacious living/dinning space features windows with endless views of the bay and surrounding mountains. A few steps to old town’s many treasures and a short drive to multiple state parks with wonderful hiking trails…, makes this is the perfect spot to start exploring all Whidbey Island has to offer!

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 base board heating and a wood burning fireplace. 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. New taxes imposed by Airbnb reflected in price per night.

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.

Hobby Farm Remote private island! Escape Seattle!

Best views in all of the San Juan Islands! Take a private ferry 20 min from Anacortes to remote Decatur island! 20 acres of deer trails and a private beach. This is a hobby farm where dogs are welcome. Gorgeous trails, fire pit and amazing hikes. Enjoy this perfect natural hideaway! Play golf, hike the beach, or visit the Summer Saturday Market. Kayaking and great hiking right from the beach!

Skagit Bay View, Sunsets, Hot Tub

Rosario Ridge: A Relaxed Spring & Summer Escape Tucked into the quiet coastal neighborhood of Dewey Beach in Anacortes, Rosario Ridge is a charming two-bedroom home with timeless character and modern touches. With wide windows that bring in views of Skagit Bay and Whidbey Island, this peaceful retreat is perfect for couples, friends, or families looking for a laid-back Pacific Northwest getaway.

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.

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!