Holiday rentals in Olalla

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Top-rated holiday rentals in Olalla

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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, 342 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 treehouse is nestled among lush trees, connected by a wooden staircase. Soft lighting illuminates the entrance, while cozy seating and hammocks are arranged underneath. Surrounding greenery enhances the tranquil atmosphere, inviting guests to explore the natural beauty of the forest.
Treehouse in Fall City
4.99 out of 5 average rating, 143 reviews

Mama Moon Treehouse

This magical treehouse was built by Pete Nelson 25 years ago and recently renovated with help from his crew. It sits in living trees on our 5 acre property next to its own little pond and fountain. It has a bathroom with sink and toilet, hot water outdoor shower, wifi, heat, AC & more! Enjoy the outdoor space with, hammocks, grill and fire pit by the pond. It's 1 mile from Lake Alice so grab the paddle boards and head to the lake! Plus, book a sound healing or sacred ceremony while you're here!

Top guest favourite
A rustic cabin is nestled among lush greenery, featuring a wooden exterior and a sloped metal roof. Large windows invite natural light, and a deck extends from the cabin, surrounded by vibrant foliage. The serene wooded environment creates a peaceful retreat.
Cabin in Port Orchard
4.99 out of 5 average rating, 228 reviews

Cozy A-Frame In The Forest @ Harper's Hill

See the forest and the trees! This bright, high-ceilinged cabin with expansive decks is one of three AirB&B listings on our 10-acre property atop Harper's Hill surrounded by woods and just 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.

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, 163 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, 490 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
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.
Guest house in Vashon
4.95 out of 5 average rating, 1,226 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.

Guest favourite
A serene waterfront cottage is framed by lush greenery, displaying its modern midnight blue exterior. The spacious deck invites relaxation, while smooth stones line the water's edge, creating a natural border. Nearby, charming houses are partially visible along the shoreline.
Cottage in Gig Harbor
4.93 out of 5 average rating, 110 reviews

Secluded Serenity Cottage

Your journey to serenity is a lovely 5-to-8-minute walk down a historic hillside to the secluded community of Sunrise Beach. Walking down the private driveway you may see a family of deer on your left when you pass the Historical Marker. As you walk past the houses and cabins on the waterfront, you might be reminded of Silverstein’s charming “Where the Sidewalk Ends.” The reward for your journey will be the treasure waiting for you at “the prettiest cottage on the beach.”

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, 1,050 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!

Guest favourite
A spacious outdoor area features a well-kept lawn bordered by trees, overlooking the tranquil waterfront. A children's playground is visible, alongside a sleek patio leading to the house. String lights gently illuminate the space, enhancing the inviting atmosphere for outdoor enjoyment.
Home in Port Orchard
4.99 out of 5 average rating, 209 reviews

Lake House Retreat Kid & Dog Friendly

Updates: new grill and new solid doors for added privacy and sound proofing. This is a place where stress melts away the moment you step inside. Wake up to misty lake views, sip coffee on the deck as eagles soar, and soak in the hot tub under the stars. Spend your days kayaking, roasting marshmallows by the fire, or just unwinding in the cozy living space. I love sharing this space and can’t wait for you to experience it. Note: If bringing a pet, see pet rules below.

Top guest favourite
Cabin in Vashon
4.99 out of 5 average rating, 368 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
Light-filled interior features double doors leading to a serene bedroom. A round dining table with light blue chairs sits nearby, complementing the natural wood paneling. Skylights enhance the spaciousness, while soft curtains create an inviting separation between areas.
Cottage in Bainbridge Island
4.98 out of 5 average rating, 402 reviews

Froggy Heights - An English Cottage on Bainbridge

A picturesque two-bedroom cottage approached by a secluded road sits on a hill with stunning views of rolling lawns and treetops to the east. You’ll wake to the sunrise light streaming through the tall picture windows in the romantic bedroom. The separate living room offers ample space to relax with a good book and enjoy tea and cake! The adorable second bedroom provides a special place for children to feel right at home, or a private spot to unwind.

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, 108 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.

Popular amenities for Olalla holiday rentals

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