Holiday rentals with outdoor seating in Whidbey Island

4.99 out of 5 average rating, 190 reviews

Langley Loft: Modern Retreat+Hot Tub+Near Downtown

*SPECIAL WINTER PRICING* The Langley Loft is a bright & spacious hideaway perched atop a rustic cedar barn—full of warmth, personality, and all the comforts of home! Less than a mile from downtown Langley—home to charming shops, delicious restaurants, & local breweries. It’s the perfect spot to explore, eat, sip, and soak up the island vibes. ▪️6-person hot tub ▪️Walk to downtown Langley (1 mile) ▪️2 queen beds, 2 twin beds (sleeps 6) ▪️Breville Nespresso/French Press/Pour Over ▪️Record Player

4.98 out of 5 average rating, 141 reviews

A spacious living area features a large L-shaped couch arranged around a round coffee table. Multiple windows offer a panoramic view of the ocean, allowing natural light to fill the space. A cozy chair and decorative area rug complement the inviting atmosphere.

Home in Oak Harbor

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.

4.97 out of 5 average rating, 329 reviews

A small deck featuring two Adirondack chairs and a central table overlooks calm waters surrounded by trees. The railing is constructed from wood and wire, blending with the natural environment.

Cabin in Freeland

Beachfront Escape–1500sf 2 bedrooms+Artist Studio

A quiet retreat with expansive water views & backdrop of lush Maple, Cedar & Fir trees. Be w/nature -Relax on the large deck, take in 100’ waterfront views, spectacular sunsets or stroll down stairs to our private beach. Be nourished -Prepare meals in this sizable kitchen filled w/Stainless Steel appliances. Be Inspired -Separate studio space to create-journal, write, practice yoga, meditate, draw, read, finish projects or simply slow down. Do things you haven’t had the time & space to do here

4.97 out of 5 average rating, 181 reviews

Rose Bluff

Tranquil remodeled daylight basement studio with private entrance. Enjoy your morning coffee while gazing at the Olympic mountains, water view, & stunning sunsets. Eagles and Osprey fly overhead. This dog-friendly property has a fully fenced yard! Enjoy luxury bedding, sauna, firepit, organic honey, and coffee. The property is equipped with Powerwalls for continuous power during outages. There is private beach access and outdoor covered and uncovered patios as well as private gated parking.

The charming farmhouse features a vibrant green exterior surrounded by lush gardens and mature trees. A pathway lined with decorative fencing leads to a cozy seating area with wooden chairs. The clear blue sky adds a serene backdrop to this peaceful setting.

4.99 out of 5 average rating, 306 reviews

1907 Historic Anderson Farmhouse

Anderson Farmhouse, a Langley original, built by Great Grandpa Anderson in 1907. A complete restoration, back to its original charm & character. This historic home sits on 20+ acres of fields, gardens, & surrounded by forest. The farm also provides land for Langley Community Gardens, chickens, cows, & a field of blooming dahlia's & farm flowers through summer. Step back in time & enjoy this peaceful mini farm experience. We want to continue to improve our community while preserving history.

4.97 out of 5 average rating, 361 reviews

An open bedroom is characterized by a spacious wooden bed adorned with neutral linens and throw pillows. Large windows allow natural light to fill the room, showcasing forest views. A coffee table and armchair are positioned nearby, accompanied by minimalist decor against wooden walls.

Guesthouse in Greenbank

Whidbey Island Modern Cottage

Recently constructed modern cottage nestled in the stunning beauty of Greenbank on Whidbey Island. Come enjoy a slice of sanctuary and get away from the hustle and bustle of the daily grind. Centrally located between charming beach towns, breathtaking hikes, and delicious dining. Cottage offers a 3/4 bath, a kitchenette, and an open space with a king size bed. Equipped tastefully and thoughtfully with custom built features. Come enjoy the spirit and vibes quaint island living has to offer.

4.96 out of 5 average rating, 113 reviews

A single-story house is surrounded by tall trees, with a gravel driveway leading up to it. Colorful flowers, primarily pink and white, line the pathway, adding a natural touch to the home's entrance.

Home in Freeland

High Ground Getaway

Cozy, quiet, 900 sf. house, 1 bdrm, 1 bathroom, no stairs. Sits on 10 forested acres overlooking Holmes Harbor. A 15 minute walk to downtown Freeland and a 5 minute drive to Double Bluff beach. A fenced backyard with patio is a great place to enjoy a cup of coffee, or a glass of wine, while watching the wildlife. Well appointed kitchen for those who like to cook. Wheel chair accessible throughout. Ten miles from the Clinton ferry. Come relax and unwind at High Ground. WiFi streaming only.

4.94 out of 5 average rating, 231 reviews

A cozy living area features a modern sofa and a wooden coffee table, with a wall-mounted television displaying nature imagery. A dining table sits nearby, surrounded by potted plants, while the kitchen showcases sleek appliances and decorative tile accents.

Home in Freeland

Tranquil , Modern island home with water *views*

Leave all your cares behind and replenish in this relaxing stylish space. This island getaway near Double Bluff Beach boasts 2 spacious bedrooms, 1 bath, and was completely remodeled in 2022. This is a getaway for those who wish to reset and relax while enjoying all that Whidbey Island has to offer. Sip on a local coffee while gazing at 180 degree views of Useless Bay, Mt. Rainier, and quaint farms. Walk to Deer Lagoon to observe the over 170 species of birds taking up residence.

4.92 out of 5 average rating, 489 reviews

The courtyard features a charming seating area beneath a flowering tree. A teal table and chairs are positioned next to a fire pit, with a barbeque visible nearby. The building's exterior is light-colored, complemented by natural greenery and solar panels on the roof.

Cottage in Clinton

The Courtyard Cottage

Courtyard Cottage is a charmingly restored 1940's fisherman's cottage, which includes an adjacent studio. The Main Cottage contains a bed for 2, bathroom, and kitchen, and the Studio functions as a spacious living room with TV, game table, and sectional. The buildings are surrounded by a fenced courtyard and patio which makes for a relaxing and private getaway. The community beach is just a short walk downhill. The Clinton Ferry is 3 miles away and Langley is a 15-minute drive.

4.98 out of 5 average rating, 817 reviews

The cabin's exterior is gently illuminated in the evening, highlighting its log construction and welcoming porch. Soft lighting reveals comfortable seating on the porch, surrounded by lush greenery and stone pathways, creating a serene atmosphere amidst the trees.

Tiny home in La Conner

The Coho Cabin - A Beachfront Getaway

Welcome to the Coho Cabin, a tiny house/log cabin perched atop Skagit Bay with direct westerly waterfront views of wildlife, Whidbey Island and the Olympic Mts. Built in 2007, it's an authentic log cabin, custom designed out of Alaskan Yellow Cedar. Enjoy the rustic-yet-elegant vibe, radiant heated floors, cozy loft bed, outdoor bbq and private location. Located 10 min. west of La Conner, guests can browse shops, adventure on unique hikes, or enjoy a relaxing beach stroll.

4.94 out of 5 average rating, 137 reviews

An outdoor area features a spacious wooden deck adjoining a modern house. A hot tub with steaming water is positioned nearby, alongside steps leading up to the deck. Multiple seating options are available on the deck, promoting relaxation in a serene setting.

Home in Oak Harbor

Lux Coastal Retreat & Hot Tub

Welcome to Moran Shores, a stunning short-term rental nestled in a charming coastal area on the west side of Whidbey Island. Boasting a prime location that embraces proximity to Whidbey Island Naval Base, this exquisite private property offers an irresistible blend of tranquility and excitement. With its unparalleled beauty, modern amenities and exclusive access to the beach, our rental provides an ideal retreat for those seeking a memorable getaway.

Two coffee mugs are placed on a railing, facing a vibrant sunrise over a calm water expanse. The sun’s rays reflect on the water’s surface, while distant mountains create a serene backdrop. Soft colors of orange and gold dominate the early morning sky.