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, 363 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
4.99 out of 5 average rating, 194 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.

Guest favourite
A charming cabin nestled among tall trees features a wooden deck that opens into the natural surroundings. The rustic exterior showcases shingled walls and large windows, inviting light to fill the interior. Lush greenery envelops the cabin, contributing to a serene woodland atmosphere.
Cabin in Vashon
4.88 out of 5 average rating, 103 reviews

Cozy Cabin Nestled in Vashon’s Huckleberry Woods

Charming 2BR cabin retreat on Vashon Island, secluded enough that at night the only sounds you'll likely hear are the occasional calls of the resident owls, yet less than 15 minutes from the cafés, shops, and bustle of Vashon town. Sleeps 4 comfortably, with fully equipped kitchen, a large deck and serene views into the surrounding woods we call the huckleberry forest, where you can pick berries from early summer through fall. Book now for the ultimate nature reset in this handcrafted gem.

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, 169 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, 515 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.

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 out of 5 average rating, 202 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, 174 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, 1,078 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, 384 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.

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, 113 reviews

Spectacular Waterfront Retreat

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.

Top Guest favourite
A cozy living area is featured with a brown leather couch adorned with light throw pillows. A wooden coffee table occupies the center of the room. Soft curtains frame the window, while a television is mounted on the wall opposite. A green plant adds a touch of nature.
Guesthouse in Bainbridge Island
4.98 out of 5 average rating, 232 reviews

Stylish Guest Apartment Suite on Bainbridge Island

Just a short walk from this stylish, modern, cozy and private second story suite down a private drive lies the beach on coveted Crystal Springs. Take a stroll along the water or explore one of the islands numerous walking trails. Conveniently located to South End attractions such as Pleasant beach Village, historic Lynwood Center, and Islandwood, you are sure to find something that strikes your fancy.

Superhost
Guest suite in Olalla
4.89 out of 5 average rating, 485 reviews

Enchanted Forest Suite in Iconic Storybook Cottage

Olalla Forest Retreat is a stunning Storybook Cottage home that started in the 1970’s on 5 acres of forest & creek bed, tucked along the Kitsap Peninsula. We are honored to open the home and cherish the opportunity to share our home & land with guests. Offering a private, attached suite that sleeps 4 alongside the main interior space that sleeps 8. We welcome ALL visitors with respect & gratitude.

Popular amenities for Olalla holiday rentals

  1. Airbnb
  2. United States
  3. Washington
  4. Kitsap County
  5. Olalla