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Holiday rentals with outdoor seating in San Juan County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in San Juan County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guesthouse in Eastsound

4.86 out of 5 average rating, 125 reviews

The Outback Cottage at Sunburnt Mermaid cottages

Located on the water at Sunburnt Mermaid Cottages in Westsound, 0nly 5 minutes from Orcas Villiage. Spectacular water views, outdoor spaces, heated pool (open from May 7th - Sept 25th), fire pit, BBQ, Private Spa and Sauna . Explore Westsound in our Rental Ocean Kayaks and walking distances to Westsound marina and Kingfish Restaurant. Eclectic Barn/game room with pool table, foosball, darts, chess + more. Over 7 beautiful acres including fruit orchard, forest, beach and tidelands to explore.

Guest favourite

Home in Eastsound

4.93 out of 5 average rating, 110 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 favourite

Guesthouse in Eastsound

4.98 out of 5 average rating, 121 reviews

Waterfront Guest Cabin on private beach estate

Welcome to the vintage 100 year old original guest Cabin, nestled over the Salish Sea on a private estate with two cabins, beach, camp fire and kayaks for guests to use. Seals, otters, Eagles and deer are your neighbors. Walk to Turtleback Mountain hiking south trailhead. The secluded Hot Tub is spontaneously private for either cabin to use, but not at the same time. It has always worked out well for many years of guests enjoyment.... tucked under madrona trees 75 feet away from either cabin.

Guest favourite

Home in Olga

4.94 out of 5 average rating, 133 reviews

Waterfront Privacy, Pet-Friendly, Close to Trails

Expect incredible waterfront views and privacy at this end-of-the-road estate. Located on the edge of Historic Sea Acres and a few miles from Doe Bay Resort, our comfortable home includes a spacious, well-stocked kitchen and open floor plan. Wake up to eagles, otters and vermillion sunrises, as you lounge on the expansive deck. Family and Pet friendly, there's a fenced yard and two play areas for the kids. Master and Guest bedrooms are ensuite, and the kid's room has it's own full bath.

Home in Friday Harbor

4.86 out of 5 average rating, 116 reviews

Shipjack Island - San Juan Tiny Suite

Escape to tranquility at our charming tiny home in the heart of Friday Harbor, WA. This cozy retreat offers a unique getaway experience, combining comfort and convenience in a compact space. Immerse yourself in the island lifestyle as you unwind on the private deck, surrounded by lush greenery. Explore the island's natural beauty with ease, as downtown Friday Harbor and its vibrant shops, restaurants, and attractions are just a mile away. Features views of Griffin Bay & Dinner Island.

Guest favourite

Home in Eastsound

4.98 out of 5 average rating, 310 reviews

NW Modern w/ Hot Tub and Billiards Table | Rosario

Orcas Island Getaway @ Rosario is a NW Modern design, completed in Nov. 2017 boasting over 2,200 sq ft of open living space. Quality finishes and luxury details set this home apart. We've curated the furnishings and decor with care, choosing quality products and furnishings that anyone would enjoy living with full-time, and equipped with amenities such as hot tub, espresso machine and billiards table in the recreation room. All 3 bedrooms feature king-sized beds and quality linens.

Guest favourite

Home in Friday Harbor

4.97 out of 5 average rating, 109 reviews

Chef's Kitchen, Bay View, EV Charger, WFH Ready

Entire house 4 guests · 2 bedrooms · 2 queen beds · 1.5 baths. We offer high-end, sustainable sourced, eco-friendly bath, bed, kitchen, laundry, and paper products. EV charger is a ChargePoint Home Flex, Level 2, 240V. Airbnb verified: Fast Wi-Fi - 63 Mbps. Note: This a NO-PETS property (due to severe allergies), created and designed for adults 25+; it is not equipped for children under 6; not suitable for infants, toddlers, and very young children. Please respect house rules.

Cabin in Eastsound

4.88 out of 5 average rating, 205 reviews

Beachfront Cabin, 2BR on absolutely stunning beach

This Classic 2BR cabin sits right on our prime west-facing, no-bank, sand and pebble beach. You can't get any closer to the water than our beachfront cabins. Classic Beachfront Cabins at West Beach Resort are your quintessential Pacific Northwest cabin on the beach experience. To top it off, our guests are treated with absolutely epic nightly sunsets as we face due west! Relax at your beachside fire pit and watch the sun set behind the Canadian Gulf Islands. A real treat!

Guest favourite

Cottage in Eastsound

4.97 out of 5 average rating, 270 reviews

WaterView,Impeccable Studio Cottage, Walk to Town

With beautiful views of East Sound on Orcas Island, this charming, studio cottage was fully updated in 2019. Walking distance to restaurants, shopping, and the Eastsound Waterfront Park. Enjoy the sunrise and East Sound views from the deck, the sofa, and even the comfortable queen size bed in this lovely 300 sq. ft. cottage. This is the perfect solo or couple's 'getaway' cottage with all new appliances, quartz countertops, tile bathroom, comfy bedding and new flooring.

Guest favourite

Cabin in Oak Harbor

5 out of 5 average rating, 171 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! Enjoy phenomenal views from the Olympic Mountains, the Straight of Juan de Fuca, and the San Juan Islands and Swantown Lake (yes, 360 views of water). Enjoy the wild side of Whidbey!

Guest favourite

Home in Friday Harbor

4.92 out of 5 average rating, 132 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?

Guest favourite

Cottage in Eastsound

4.98 out of 5 average rating, 120 reviews

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.

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for San Juan County outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Friday Harbor

4.96 out of 5 average rating, 252 reviews

Glamping in Friday Harbor

Guest favourite

Home in Eastsound

4.77 out of 5 average rating, 124 reviews

Cedar Field on Orcas Island - Holiday Sale Price!

Guest favourite

Home in Eastsound

4.95 out of 5 average rating, 127 reviews

Beautiful WaterViews, Pet-Friendly, Close to Town

Guest favourite

Home in Friday Harbor

4.97 out of 5 average rating, 159 reviews

Twin Palms at Forbidden Island Motor Lodge

Guest favourite

Home in Friday Harbor

4.98 out of 5 average rating, 111 reviews

Incredible views! Waterfront family beach house

Guest favourite

Home in Ferndale

4.91 out of 5 average rating, 111 reviews

"Ocean view retreat with beach access and kayaks"

Home in Olga

4.89 out of 5 average rating, 335 reviews

Tiny house on beach lot on Orcas Island

Guest favourite

Home in Friday Harbor

4.94 out of 5 average rating, 323 reviews

Charming 4br gated waterfront estate with beach.

Apartment rentals with outdoor seating

Guest favourite

Apartment in Olga

4.99 out of 5 average rating, 398 reviews

Studio with Bath and Kitchenette

Apartment in Eastsound

5 out of 5 average rating, 4 reviews

Charming West Sound Studio Apartment

Apartment in Friday Harbor

4.73 out of 5 average rating, 176 reviews

Reed Street Retreat

Guest favourite

Apartment in Friday Harbor

4.99 out of 5 average rating, 90 reviews

Remodeled and close to ferry & farmer’s market!

Guest favourite

Apartment in Eastsound

4.95 out of 5 average rating, 40 reviews

Harper Farmhouse (PPROV0-13-0025)

Guest favourite

Apartment in Friday Harbor

4.97 out of 5 average rating, 79 reviews

Five Mile Oasis where tranquility abounds!

Condo rentals with outdoor seating

Guest favourite

Private room in Friday Harbor

4.98 out of 5 average rating, 95 reviews

Private terrace & rooftop views centrally located

Condo in Friday Harbor

4.65 out of 5 average rating, 226 reviews

Tahlequah's Place Condo in Downtown Friday Harbor

Condo in Friday Harbor

4.84 out of 5 average rating, 330 reviews

2 Bed Unit in the Idyllic Town of Friday Harbor!

Guest favourite

Private room in Friday Harbor

4.88 out of 5 average rating, 67 reviews

Peekaboo view! King-bed, Cozy fireplace, Private

Guest favourite

Condo in Eastsound

4.99 out of 5 average rating, 210 reviews

Templin Haven

Guest favourite

Condo in Friday Harbor

4.93 out of 5 average rating, 215 reviews

The Clamshell-Close to WA State Ferries

Condo in Friday Harbor

4.55 out of 5 average rating, 11 reviews

Reedside Escape

Condo in Friday Harbor

4.82 out of 5 average rating, 112 reviews

The Mussel-Close to WA State Ferries

Destinations to explore