Holiday rentals 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, 335 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
Home in Gig Harbor
4.99 out of 5 average rating, 127 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.

Guest favourite
A vibrant sunset casts an array of orange and purple hues across the water, with the silhouette of the Olympic Mountains in the background. A lighthouse is positioned in the foreground, capturing the serenity of the scene. The calm waters reflect the changing sky.
Cottage in Vashon
4.96 out of 5 average rating, 445 reviews

Vashon Island Beach Cottage

A relaxing ferry trip from West Seattle or Fast Ferry from downtown Seattle brings you to your own private walk in cottage, right on the edge of the water. Watch the ferries go by and relax, away from the hustle and bustle of the city. Enjoy breathtaking sunsets over the Olympic mountains, kayaking, BBQing, 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 minutes 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
A comfortable living area features two beige sofas positioned around a wooden coffee table. Natural light illuminates the space through multiple large windows, highlighting the stone fireplace set against a warm wood-paneled wall. The open layout connects to a dining area in the background.
Home in Gig Harbor
4.96 out of 5 average rating, 188 reviews

Secret Garden Villa - Harbor View - 1.5 Bedrooms

Located steps away from historic downtown Gig Harbor, this home provides everything you need while surrounded by peaceful gardens. Each room has a view of the gardens, which are extensive and fully enclosed - including two small bridges, a pond, and cascading waterfall. From the garden villa you can walk to several eateries, bars, cafes, and activities! During the summer months, the trolley picks up just one block away. The kayaks rental shop is about a 7 minute walk down the hill.

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, 1,219 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 out of 5 average rating, 179 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.

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, 1,038 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 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, 205 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, 360 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, 397 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.

Top 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
4.97 out of 5 average rating, 106 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

Quick stats about holiday rentals in Olalla

  • Nightly prices starting at

    Olalla holiday rentals start at $168 SGD 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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