Vacation rentals in Anacortes

4.94 out of 5 average rating, 118 reviews

A spacious deck extends over the water, featuring a rustic wooden table and inviting adirondack chairs in vibrant green. Soft lighting provides a warm ambiance, while scenic views of the shore and distant trees are visible across the calm water.

Home in Eastsound

The Lodge: Private beach, kayaks, hot tub, bikes,

Book w/Confidence! Buy Trip Insurance. We have 4 rooms in which you can sleep (see photos). Stunning views, private beach just steps from our 40 ft deck, hot tub, bikes, kayaks, row boat, crab pots, fire pit, ping pong table, BBQ. You will have the ultimate vacation on Orcas Island. Inside you will find a luxurious master bedroom, 2 bathrooms, 2 bedrooms, 2 "bonus" rooms, 6 beds. Pet Fee: $100 first pet. $50, second pet. We require a signed rental agreement prior to check-in. PCUP000-16-0032

Guesthouse in Friday Harbor

A vibrant sunset paints the sky with shades of orange, pink, and purple, transitioning into deep blue hues. Silhouetted trees and a gentle landscape outline the scene, creating a serene backdrop against the dramatic cloud cover.

4.96 out of 5 average rating, 137 reviews

Park Place

1,000 sq. ft. custom cottage 4 miles from town. Hosts Chris & Tom take pride in sharing their oasis with you. Nicely decorated, spacious, open living area with vaulted ceiling, a full kitchen with granite counter tops. Two bedrooms separated by a bathroom & laundry room ensure privacy & restful sleep. Ideal for 2 couples. Located halfway between the town & American Camp with easy access to miles of hiking trails & bicycle routes. Although only minutes from town you experience the country side.

4.97 out of 5 average rating, 283 reviews

A deck area features a bistro table with two chairs and an additional chair, surrounded by tall trees. The view includes water and distant hills, creating a peaceful outdoor space for relaxation.

Cottage in Eastsound

WaterView,Impeccable Studio Cottage, Walk to Town

With stunning views of East Sound on Orcas Island, our charming studio cottage was fully updated in 2019! Just a short walk to restaurants, shopping, and Eastsound Waterfront Park, you can enjoy the sunrise from the deck, cozy sofa, or comfortable queen-size bed in this lovely 300 sq. ft. space. Perfect for a solo retreat or a couple's getaway, our cottage features all-new appliances, quartz countertops, a tiled bathroom, comfy bedding, and new flooring. Your island escape is ready for you 🏝️✨

5 out of 5 average rating, 184 reviews

A bright living area features large windows with sweeping views of the water and sunset. A cozy sofa sits atop a wooden floor, complemented by a coffee table. A dining area with wooden chairs is positioned near the window, allowing for scenic dining experiences.

Cabin in Oak Harbor

Sunset Beach Haven- Whidbey "Seriously Waterfront"

5-Star: Highest rated! In the words of our Guests: "It's Like Living on a Boat", "Seriously Waterfront", "Magical Place", "Sunrise & Sunset Heaven"! Sunset Beach Haven is a classic 2 bedroom, one bath beach cabin, updated with modern comforts and new state of the art kitchen! NEW! Seasonal AC bedroom window units. Enjoy phenomenal views of the Olympic Mountains, the Straight of Juan de Fuca, the San Juan Islands, and Swantown Lake (yes, 360 water views). Enjoy the wild side of Whidbey!

5 out of 5 average rating, 109 reviews

The exterior of a blue, two-story structure is shown, featuring a staircase leading to the upper level. Two garage doors are visible on the ground floor, along with a neatly maintained lawn in front. Tall trees are present in the background, contributing to a serene setting.

Guesthouse in Snohomish

The Pendthouse

Come relax and unwind in this private, peaceful getaway. Nestled in the beautiful woodlands of Snohomish, the suite is completely separate from the main residence with private entry and designated parking. Modern updates, along with beautiful views and quiet surroundings allow you to feel right at home as soon as you enter. We are located minutes from downtown Snohomish, (home of Lamb and Co. from HGTV) and countless delightful boutique shops and restaurants along with several wedding venues.

4.94 out of 5 average rating, 112 reviews

A deck area features outdoor furniture, including chairs and a table, providing a clear view of the surrounding landscape. The scene captures the ocean in the distance, framed by lush trees and a serene sky.

Home in Eastsound

The Red Harbor: Retreat/Refresh/Rekindle

Perfect location for a restful getaway on one of the most beautiful islands in the country! We are new owners to this property, and have done everything possible to make it a special place to relax and enjoy family and friends! Complete with 3 bedrooms and two bathrooms (one bdrm and bath on main level and two bdrms and one bath upstairs). The master bedroom is huge with a deck, where views of the Sound and mountains are pristine! Don’t hesitate to book this sweet spot! You won’t regret it!

4.95 out of 5 average rating, 311 reviews

A small table holds a bottle of wine and two glasses on a balcony overlooking the serene waterfront. Views of the calm sea and lush green hills are visible in the distance, with scattered clouds framing the scenic landscape.

Loft in Eastsound

The Windward Studio at SeaStar Lofts

Enjoy gorgeous views from this beautifully appointed condo perched right on the shore! Every convenience for your stay: fine linens, eco-friendly amenities, compact kitchen, locally roasted coffee, tasteful furnishings, and more. SeaStar Lofts are in the heart of charming Eastsound Village, with shops and restaurants just steps away. MARCH 2020 UPDATE: due to Corona Virus concerns we're offering a full refund should you need to cancel. And rest assured, we THOROUGHLY disinfect between guests.

4.98 out of 5 average rating, 160 reviews

A wooden deck extends along the water's edge, providing scenic views of the beach and water. The log construction of the building complements the natural surroundings, with large windows allowing ample light and a connection to the outdoor environment. A small table is positioned on the deck.

Home in Langley

Log Castle - on the beach

Built with logs harvested from family property, the Log Castle is warm, welcoming for your family and friends. Its eclectic design, stunning water views, and beachfront location make it an ideal home base for your vacation. Enjoy the wide sandbar, 2 small kids kayaks and 2 adult kayaks for paddling, a swimming raft, low-populated beach, and hiking trails across the road. The newly-renovated kitchen has a 180 degree water view. The large fireplace makes for a comfortable and cozy retreat.

Home in Port Hadlock-Irondale

A spacious outdoor deck is visible, featuring comfortable seating options including a blue bench and a single chair. Lush greenery and a serene waterway are framed by trees in the background, providing a scenic view of the natural landscape.

4.9 out of 5 average rating, 135 reviews

Oasis By The Sea

Unwind and breathe in the fresh ocean air as you enjoy scenic views of the Puget Sound. This quiet oceanfront getaway is the perfect retreat for rest and relaxation. Beautifully situated only steps from the waterfront or a quick 20 minute drive to Port Townsend; The stunning views of the gorgeous sunrises and majestic mountains are magical; come and indulge in everything the Olympic Peninsula has to offer, from tourist activities to soothing sunset strolls on the beach. Your oasis awaits.

4.96 out of 5 average rating, 107 reviews

A dining area is set with a round wooden table surrounded by light-colored chairs. At the center, a vase filled with greenery rests atop a woven placemat. Large glass doors frame a stunning view of the water and a colorful sunset.

Cottage in Mukilteo

Waterview Rabbit Hill Cottage

Escape to this charming cottage with stunning water views from almost every room & a cozy atmosphere. You’ll feel instantly at peace as you settle in to enjoy your vacation. Cozy up by the fireplace or cook a delicious meal in the fully equipped kitchen. The plush beds & soft linens in the beautiful bedrooms offer ultimate comfort. As the sun sets, immerse yourself in the warm bubbles of the hot tub & let your worries melt away or gather around the flickering flames of the fire pit.

A spacious deck is shown with a dining table surrounded by several chairs. The scene is complemented by a lush yard and an unobstructed ocean view under a bright sky. Green trees provide a natural backdrop, enhancing the outdoor space.

4.92 out of 5 average rating, 135 reviews

Friday Harbor Delight - Spacious Home w/Ocean View

Enjoy the stunning Ocean View from his 3 BR home that has it all. In Town location, Master Suite w/King bed and en suite bath. Second BR w/ Queen Bed and adjacent full bath. 3rd BR with bunk beds and a trundle for the kids. Large Deck for lounging with Dining Table, BBQ, and Hot Tub. Fully stocked Kitchen, Highest WI-FI speed on the island, Office with printer/scanner. The Kids will love the huge yard. Oh, and the view...did I mention the view?

4.98 out of 5 average rating, 120 reviews

A view of the dock extending into the calm water, featuring a colorful kayak and paddleboard resting on the platform. Adjoining wooden chairs create a cozy seating area, surrounded by lush grass and trees, offering a serene atmosphere for relaxation by the waterfront.

Cottage in Eastsound

The Cottages at Twin Coves, Orcas Island (#1 of 2)

NEW in 2024 - COVERED OUTDOOR cooking perfect for preparing your own meals! Twin Coves offers serene seclusion with 400 feet of private shell beaches on West Sound. Two seaside firepits. Catch and release crabbing for kids, beachcombing, boating, swimming, hiking, and ample acreage for sports and games. Free use for registered guests: five kayaks seating six + toddler, two stand up paddleboards, and life vests in every size.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Anacortes vacation rentals

Laptop-friendly workspace

Stay near Anacortes's top sights

Mt Erie Park64 locals recommend

Anthony's At Cap Sante Marina43 locals recommend

Adrift Restaurant38 locals recommend

A'Town Bistro36 locals recommend

Cap Sante Park35 locals recommend

Dad's Diner32 locals recommend

Private vacation rentals in Anacortes

4.85 out of 5 average rating, 382 reviews

A quaint farmhouse dating back to the 1900s is surrounded by a wooden fence with a welcoming, rustic gate. The front porch is visible, adorned with simple decorations and greenery. The structure features a classic gabled roof and light-colored siding, contributing to its vintage charm.

Home in Lopez Island

Ship Supply Cottage Lopez Village

4.92 out of 5 average rating, 318 reviews

Cabin in Eastsound

Relaxing retreat with Hot Tub close to everything

4.87 out of 5 average rating, 206 reviews

Guesthouse in Anacortes

Couples Cottage - Hot Tub- view San Juan Islands!

4.98 out of 5 average rating, 114 reviews

A spacious balcony is shown, featuring a metal grill and a small dining set with striped cushions. The view overlooks Cultus Bay, showcasing water, boats, and a distant shoreline framed by trees and mountains under a clear blue sky.

Home in Clinton

Sandy Hook Vista

The entrance showcases a wooden deck leading to a covered porch, framed by green trees and shrubs. A decorative glass door is featured at the entry, with large windows allowing natural light to illuminate the space and views of the waterfront beyond.

4.94 out of 5 average rating, 337 reviews

Charming 4br gated waterfront estate with beach.

4.95 out of 5 average rating, 149 reviews

A bright and airy living space features large windows offering stunning views of the water. A spacious dining table is surrounded by six chairs, while a cozy blue sofa adds comfort. A modern spiral staircase leads to the upper level, and decorative plants enhance the atmosphere.

Home in Clinton

Private Beachfront | HotTub I DogsOK I Car

4.87 out of 5 average rating, 345 reviews

A wooden deck is framed by trees, offering a clear view of the serene water below. Sunlight reflects off the calm surface, while distant mountains can be seen in the background. A round table with chairs is positioned on the deck, inviting outdoor relaxation.

Cabin in Friday Harbor

Watch the orcas in private cabin!

A charming waterfront home is surrounded by tall trees, with a clear view of the water. A spacious lawn in the foreground offers a natural setting, while a stack of firewood is neatly arranged by the driveway, enhancing the tranquil environment.

4.89 out of 5 average rating, 396 reviews

Utter Seclusion - Friday Harbor, San Juan Island

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Other great vacation rentals in Anacortes

4.96 out of 5 average rating, 136 reviews

A spacious balcony is lined with wooden decking, offering views of surrounding trees. Outdoor seating includes two dark wooden chairs and a light-colored table. A covered grill is positioned in the corner, providing an opportunity for outdoor cooking.

Home in Eastsound

Beautiful WaterViews, Pet-Friendly, Close to Town

4.96 out of 5 average rating, 244 reviews

Cottage in Sequim

Cottage on the Bay- Beach, Dock, Kayaks

4.92 out of 5 average rating, 155 reviews

A welcoming entryway features a plush chair beside large glass doors, offering a view of the water and surrounding greenery. Natural light enters the space, highlighting the neutral tones of the carpet and walls, creating an inviting atmosphere.

Home in Kingston

Gamble Bay

4.87 out of 5 average rating, 208 reviews

A spacious deck is surrounded by tall trees, offering expansive views of the lake. A large wooden table is centered on the deck, accompanied by black woven chairs. A grill is positioned in the corner, inviting outdoor dining and relaxation.

Cabin in Sudden Valley

Casa Las Nubes NEW! Whatcom Lakefront Cabin / Hot Tub

A bright scene captures a lighthouse near the shore, framed by lush trees. A weathered picnic table is positioned on the grassy area, and the serene water reflects the colors from the sky. The landscape is peaceful, inviting a sense of tranquility.

4.97 out of 5 average rating, 110 reviews

The Cottage: Chef's Kitchen, Bay View, EV Charger

4.95 out of 5 average rating, 110 reviews

The exterior of a cozy wooden cabin is showcased, surrounded by lush greenery. A spacious deck wraps around the home, providing access to the outdoor areas. Gravel pathways lead up to the entrance, complemented by well-maintained landscaping featuring shrubs and tall trees.

Chalet in Glacier

Cozy Mt. Baker/ Artist Point Getaway.

4.82 out of 5 average rating, 22 reviews

A spacious deck offers views of the water and surrounding trees. Two red chairs and a glass-topped table are arranged on the wooden surface, providing an inviting spot for relaxation. The scenic landscape is complemented by a clear sky and distant homes.

Home in Freeland

Spacious Family retreat w ocean view, Pet friendly