Vacation rentals in Olalla

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Top-rated vacation rentals in Olalla

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
The living room features wood-paneled walls, a large window providing natural light, and a coffee table centered between a comfortable sofa and two accent chairs. A 55" smart TV is positioned on a console, alongside decor items and books for added interest.
Guest suite in Olalla
4.94 out of 5 average rating, 330 reviews

NO AirBnB Fees ! Spacious 1-bedroom, can sleep 6.

Private suite with room to sleep up to 6 comfortably. Home is located on 1.5 acres with private guest driveway and entrance, bathroom, full kitchen, wifi, and 55" TV. Bedroom has two queen beds, TV, and large desk. Located 8 minutes from downtown Gig Harbor waterfront, shopping, dining, YMCA, St. Anthony Hospital and Hwy 16. Walk the waterfront or one of many local trails. Recreation: kayak, canoe and SUP rentals, sail boat and gondola tours. Horseshoe Lake public beach and Kopachuck State Park.

Top guest favourite
A charming red cabin is framed by lush green trees, showcasing a brick patio area with comfortable seating. A stone chimney stands prominently, complementing the wooden exterior. The surrounding foliage enhances the serene atmosphere, inviting relaxation in nature.
Cabin in Port Orchard
4.98 out of 5 average rating, 160 reviews

Chesnut Cottage - writers retreat @ Harper's Hill

The Chesnut Cottage is the perfect quaint romantic getaway or rustic writer's retreat. One of three AirB&B listings on our 10-acre property atop Harper's Hill, it is surrounded by woods and a short walk up from the Puget Sound where you can fish from Harper pier or kayak over to Blake Island. The Southworth ferry terminal is just over a mile away providing direct access to both Seattle and Vashon Island. Harper is the perfect base camp for exploring the beautiful Kitsap and Olympic Peninsulas.

Top guest favourite
A bright living area is illuminated by natural light flowing through large windows, featuring vaulted ceilings. A modern electric fireplace is installed beneath a sleek TV. Comfortable seating includes a reclining sofa and an armchair, with a decorative rug and a small table adding warmth to the space.
Home in Gig Harbor
4.99 out of 5 average rating, 120 reviews

Magical Treehouse Like Living!

Life is easy at Eagle's Nest - 1.5 miles from Gig Harbor Bay! Surrounded by tree and valley views out the 24 large windows on 4 sides. The 1200 sq ft 2nd floor is all yours to relax in. The huge fully stocked kitchen will delight and nourish you. The vaulted ceilings will help your spirit soar! Enjoy the electric fireplace, 75" flatscreen & reclining sofa. Relish the tub for 2 or shower for 2! Unwind on the furnished deck. Embrace the country feel while convenient to shopping & freeway access.

Top guest favourite
The exterior of a modern black cabin is surrounded by lush greenery, featuring a welcoming entrance with a large window. A wood-fired hot tub is positioned nearby, with a seating area. The pathways are lined with stepping stones, leading to a private outdoor space.
Cabin in Vashon
4.99 out of 5 average rating, 348 reviews

Wolf Den | Cozy Forest Cabin + Wood-Fired Hot Tub

Discover the natural beauty of Vashon Island from the comfort of a cozy, modern tiny cabin. A short ferry ride from Seattle or Tacoma, The Wolf Den is tucked away in the forest, offering the perfect retreat for couples or solo travelers seeking a restorative getaway. With all the amenities for a relaxing stay, you’ll feel right at home. After exploring the island’s trails, beaches, and local attractions, unwind in the wood-fired hot tub and let the calming rhythm of island life rejuvenate you.

Guest favourite
Guesthouse in Vashon
4.91 out of 5 average rating, 334 reviews

Sea Forever Beach Cottage

A relaxing 20-minute ferry trip from West Seattle or Water Taxi from downtown Seattle brings you to your own private cozy, Studio cottage with sweeping views of the Sound. Watch the ferries go by, relax, away from the hustle and bustle of the city. Enjoy breathtaking sunsets over the Olympic mountains, kayaking, a forest hiking trail with sea and Mount Rainier views, beach walks, and downtown Vashon (less than 10 mins away!). Please note: The parking lot is a few minute walk from the cottage.

Guest favourite
A waterfront home is positioned along the water's edge, featuring a cozy fire pit surrounded by seating. A spacious deck offers views of the water, while large sliding glass doors provide access to the inviting indoor living space.
Home in Olalla
4.96 out of 5 average rating, 161 reviews

World Cup-Waterfront-Olalla Bay-Kayaks-Paddleboard

Olalla Bay Getaway is at the waters edge, just 45 minutes from Seattle via ferry or 10 minutes to Gig Harbor. The ever-changing views of the occasional seals, otters, porpoises, and eagles. The sound of waves and birds makes the perfect soundtrack for your getaway. Enjoy relaxing on a sun filled deck or check out the porch swing-perfect for a good book, glass of wine or a nap after your days adventure. Included in your stay are: kayaks, paddle board wood fire pit & propane fire table.

Top guest favourite
The exterior of a cozy cottage is framed by blooming hydrangeas in shades of blue and purple. The cottage features a sloped gray roof and expansive windows allowing natural light. A lattice design adds character to the entrance, providing a welcoming ambiance.
Guesthouse in Vashon
4.95 out of 5 average rating, 1,211 reviews

Spectacular Beach & View: The Loft

Wake up to spectacular views of Puget Sound and Mt. Rainier from this 700 sf, 2-story, chic and comfortable cottage on a 40 acre waterfront estate property. The southern exposure beach ( 1000ft of private beach) is the ideal for strolling, beach combing, and relaxing. A fire pit, propane bbq, hammocks, and lounge chairs awaits for outdoor r & r. Trails through the forest for hiking. Mountain bike trails at Dockton Pk..Your pet is welcome, leashed, with an additional pet fee.

Top guest favourite
A colorful wall mural highlights the room, featuring shapes and silhouettes inspired by Seattle’s skyline. A king bed with plush bedding occupies a central position, while a stylish sofa with checkered cushions is positioned nearby. The kitchenette area and modern appliances are visible along the wall.
Guest suite in Seattle
4.97 out of 5 average rating, 301 reviews

The Garage - unique and cozy (near airport)

Welcome to The Garage - unlike any garage you’ve ever been in before! This trendy oasis has heating, air conditioning, WiFi, a kitchenette and a bathroom complete with a walk in shower. Feast your eyes on the incredible graffiti art painted by a local artist here in Seattle and enjoy the comfortable King size bed. This unique space is the perfect combination of cozy and awesome, and it's nearby many delicious restaurants and a quick drive to the airport or downtown Seattle.

Guest favourite
A cozy living area showcases a leather sofa adorned with a patterned throw. A wood stove is positioned against a brick wall, with sunlight filtering through large windows that offer views of the surrounding greenery. A small table holds fresh flowers, enhancing the natural ambiance.
Guesthouse in Bremerton
4.93 out of 5 average rating, 299 reviews

Bright, Garden View "Guest House" at Ferngully

Full garden views, bright and modern secluded "guest house" 5 minutes off the highway and 10 minutes from the ferry in western Bremerton. The space is a standalone unit detached from our main house tucked off the main street, nestled amongst the cedars and firs along Mud Bay connecting to Puget Sound. The room has a full 270 degree view on the gardens and trees, queen size murphy bed, fridge, sink, microwave, wood stove and bathroom, complete with 16" outdoor rain shower.

Top guest favourite
A rustic cabin displays a weathered wooden façade, featuring multiple window panes that invite natural light. Next to it lies a smaller structure, with a simple design. Lush green grass surrounds the cabin, complemented by towering trees in the background. A friendly dog rests on the lawn.
Cabin in Vashon
5 out of 5 average rating, 615 reviews

Little Gemma: Dreamy Vashon Cabin

Tall Clover Farm welcomes you to Little Gemma cabin -- a little slice of heaven on Vashon Island. Cozy, charming, well-appointed, and light-filled, Little Gemma embodies all you need to slow down, relax, and enjoy the rural feel and natural beauty of Vashon. The cabin is tucked away and private, yet centrally located near town, activities and beaches. Vashon is a special place, and Little Gemma welcomes you to discover within her walls and around the island.

Top guest favourite
A wooden cabin nestled among towering trees, featuring a welcoming porch area and a sloping pathway leading to the water. The cabin’s exterior is adorned with natural wood finishes, while vibrant flowers and greenery surround the property, offering a serene natural setting.
Cabin in Olympia
4.99 out of 5 average rating, 374 reviews

Waterfront Cabin on Puget Sound

Cozy one bedroom cabin on Burns Cove. Enjoy beautiful views of water and wildlife from the surrounding deck. In cold weather, snuggle up by the woodstove and savor the solitude. Guests appreciate the surrounding forests and Puget Sound. Five day minimum stays. 20% discount for 7 days, 37% discount for28 days. With nine years of great guests we DO NOT add cleaning fees to charges!! Please, only non smokers and non vapers. Thanks! Stet and Lynne

Top guest favourite
A vibrant sunset is reflected in the calm waters of Puget Sound, showcasing hues of orange, purple, and pink across the sky. Small boats are visible on the water, surrounded by distant mountains under a colorful cloud formation.
Cabin in Gig Harbor
4.97 out of 5 average rating, 1,028 reviews

Beautiful Oasis Getaway

Beautiful home right on the waters of Puget Sound! Come to this beach cabin to relax, enjoy the gorgeous scenery, kayak, swim, or walk along the bay, and let your worries drift away. Located on Case Inlet's secluded Rocky Bay. This gorgeous cabin is packed full of fun and amenities! It's a destination in its own right. You won't want to leave. Well behaved pets are welcome. Super friendly hosts that will answer any other questions. Enjoy!

Popular amenities for Olalla vacation rentals

Quick stats about vacation rentals in Olalla

  • Nightly prices starting at

    Olalla vacation rentals start at $177 CAD per night before taxes and fees

  • Verified guest reviews

    Over 490 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Olalla rentals

  • 4.9 Average rating

    Olalla stays are highly rated by guests—averaging 4.9 out of 5!

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