Vacation rentals in Samish Island

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Top-rated vacation rentals in Samish Island

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Guest favorite

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

4.94 out of 5 average rating, 118 reviews

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

Top guest favorite

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.

Guesthouse in Friday Harbor

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.

Guest favorite

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

4.97 out of 5 average rating, 283 reviews

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 🏝️✨

Top guest favorite

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

5 out of 5 average rating, 184 reviews

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!

Top guest favorite

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

5 out of 5 average rating, 109 reviews

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.

Guest favorite

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

4.94 out of 5 average rating, 112 reviews

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!

Guest favorite

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

4.95 out of 5 average rating, 311 reviews

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.

Top guest favorite

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

4.98 out of 5 average rating, 160 reviews

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.

Guest favorite

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.

Home in Port Hadlock-Irondale

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.

Guest favorite

Home in Blaine

4.96 out of 5 average rating, 162 reviews

Lux 5 BR retreat, A/C, hot tub, fire pits, kayaks

Check out our amazing, family friendly, Pacific Northwest getaway destination! - 10 mins from Canada border. Approx 1.5 hrs from Seattle - 5 min walk from home to the beach - TONS of nature & outdoor activities for all ages - VERY spacious, 5 BR / 3 bath - Brand new 8 person jacuzzi / hot tub - 2 kayaks, 2 paddle boards & lots of beach toys - Central Heating & A/C!!! - Wood fire pit under the stars, covered gas fire pit and seating Perfect for large family gatherings and groups

Guest favorite

A covered deck is presented with a spacious seating area, featuring a large sectional and a round table. Decorative string lights are overhead, enhancing the inviting space. A flag flutters next to a neatly arranged railing that offers views of the surrounding homes and natural landscape.

Home in Blaine

4.94 out of 5 average rating, 107 reviews

The Perch in Birch Bay

Welcome to the epitome of Birch Bay beach living! Get ready to soak up some serious Vitamin Sea. Just a hop, skip, and a sandy jump away from public beach access, it's perfect for those looking to enjoy the Northwest way of life. Picture yourself unwinding on the spacious covered deck w/180 degree views & indulging in the fine art of outdoor living. The primary bedroom offers living quarters spacious enough to host a two-person dance party (or just some uninterrupted relaxation).

Guest favorite

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.

Home in Friday Harbor

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?