Holiday houses in Olalla

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Top-rated holiday 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, 368 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 modern cabin is nestled among tall trees, featuring large windows that reflect warm light. A wooden walkway leads to a barrel sauna, surrounded by lush greenery. Soft string lights hang above, adding a gentle glow to the secluded outdoor space.
Tiny home in Monroe
5.0 out of 5 average rating, 201 reviews

Cedar Hollow - Sauna/Cold Plunge + Hot Tub

Escape to the woods and enjoy a romantic secluded retreat at the Cedar Hollow. Nestled in the mossy covered forest of the Cascade Mountains, the home offers you a relaxing and rejuvenating experience. You can unwind in the barrel sauna, take a dip in the cold plunge, or soak in the hot tub while being surrounded by nature. You can also enjoy the views from the large deck, cook up your favorite meals, or cozy up by the firepit. This is the perfect getaway for couples who love nature and comfort.

Top 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, 172 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 modern cabin features a corrugated metal facade with large circular windows, providing views of the surrounding nature. A spacious deck extends from the structure, overlooking the water. The evening light casts a warm glow on the wooden elements.
Tiny home in Seabeck
4.98 out of 5 average rating, 522 reviews

house upon the sand

Once tucked back into the woods, this newly improved 1920s cabin now enjoys a front-row seat to the grandeur of the Hood Canal thanks to a tidal creek that has washed away the sandy soil that once supported the departed trees. This property may prove challenging for individuals with mobility issues. **Pricing is discounted due to ongoing improvements. Tools and materials are kept out of sight, but you may notice some unfinished details. Due to continued progress, appearance may vary.

Guest favourite
A wide view of the calm water stretches across the image, reflecting a clear blue sky. Lush greenery is visible along the opposite shore, contributing to the serene backdrop. The railing of the deck is seen in the foreground, offering a perfect vantage point for appreciating the scenery.
Home in Olalla
4.88 out of 5 average rating, 74 reviews

Olalla Bay Cottage - Beach - Like Being on a Boat

Olalla Bay Cottage. Low bank waterfront, this home is a true getaway. Easy drive; no ferries to deal with! Very quiet and private. Being so close to the water and most rooms have a water view. Fish from the deck! Watch the sunrise, eagles, seals and passing ships from the 600 sq. ft. deck. 3 bedrooms (a queen bed in each) and 2 baths. Wifi is strong and it's all on one level. Cook your steaks on the gas BBQ. We have a living room fireplace too. (Duraflame logs only, please.)

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, 1251 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 rustic building with a simple masonry design is set against a vibrant autumn sky. A lush green path leads to the entrance, bordered by trees showcasing warm fall colors. The surrounding landscape features open pastures, adding to the serene atmosphere.
Cottage in Vashon
5.0 out of 5 average rating, 206 reviews

The Creamery

Nestled between the barn and the milking parlor is The Creamery; a relaxing spot to spend a few days far from the rigors of the city. Here we made Dinah's Cheese for years, and now you can enjoy the sunrise from the comfort of your plush bed, warmed by the thick down comforter. The French Limousin cows may come up to your bedroom window, curious as to who is sharing the pastures this morning. The quiet will be startling, with little noise but coffee brewing in the kitchen.

Superhost
A charming mini lodge is situated among lush greenery, featuring a porch with railings and two chairs. The structure is elevated on a wooden platform, blending into the natural surroundings. Large windows offer a view of the forested area nearby.
Tiny home in Olalla
4.86 out of 5 average rating, 176 reviews

Tarnside Chalet on hillside family farm

A pastoral getaway in a custom-crafted mini lodge on our family farm on the Pacific Northwest Peninsula. Washington State Ferry from Seattle to beautiful Kitsap Peninsula. The Red House Farm overlooks the Olalla Valley, where eagles soar and spectacular sunsets paint the sky over the ridge. Tarnside Cottage sleeps 4, in 1 double and 2 memory-foam twin-size beds in a loft above; equipped with hot pot, and 1 ET toilet (odorless, enviro-friendly); hot shower, refrig, hot plate.

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
4.96 out of 5 average rating, 1081 reviews

Beautiful Oasis Getaway

Beautiful home right on the waters of the Salish Sea (Puget Sound)! Come to this beach cabin to relax, enjoy the gorgeous scenery, kayak, swim, or walk along the beach, 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!

Top Guest favourite
A modern black cabin is nestled among lush greenery, featuring a wooden deck with a patio umbrella. Potted plants enhance the inviting outdoor space, while soft sunlight filters through the trees, illuminating the serene forest surroundings.
Cabin in Vashon
4.99 out of 5 average rating, 390 reviews

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

Experience the natural beauty of Vashon Island from a Walden-inspired Tiny cabin tucked into four acres of lush PNW forest. Just a short ferry ride across the Salish Sea from Seattle or Tacoma, The Wolf Den is the perfect retreat for couples or solo travelers seeking a restorative getaway. After exploring the island's many pristine trails, beaches, and local attractions, unwind in the wood-fired soaking tub and let the calming rhythm of island life rejuvenate you.

Top Guest favourite
Cabin in Vashon
5.0 out of 5 average rating, 650 reviews

Little Gemma: Vashon Garden Cottage

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.

Guest favourite
A tranquil waterfront view showcases two adjacent houses nestled against a backdrop of greenery. The structures are surrounded by a landscaped area that extends towards the beach, where water gently laps at the shore.
Home in Olalla
4.96 out of 5 average rating, 117 reviews

Spectacular Waterfront Retreat w/Kayaks & Hottub

Take it easy at this unique and tranquil getaway. 4 Kayaks with complimentary life vests. Hot tub. 60 minutes from Seattle. Easy day trips to Mt. Rainier, Poulsbo, Port Townsend, Bainbridge Island and many more. Located next door to the Olalla Bay Market and Landing. This historically restored location offers homemade sourdough pizza from the imported Italian pizza oven as well as salads, paninis, beer, wine and some basic grocery staples.

Popular amenities for Olalla holiday rentals