Vacation rentals in Olalla

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Top-rated vacation rentals in Olalla

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Top guest favorite
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, 336 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 favorite
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, 224 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.

Top guest favorite
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, 357 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 favorite
The kitchen features a mix of original and modern elements, including a vintage farm sink and a butcher-block island, surrounded by warm wood accents. Stainless steel appliances and rustic shelving create an inviting space, with natural light illuminating the room through a window.
Cottage in Port Orchard
4.98 out of 5 average rating, 143 reviews

Cozy Retreat w/ Vintage Charm & Puget Sound Views

Kickback and relax in the 120-year-old Harper Beachside Escape. This tranquil home was craftly restored to hold its original charm while still catering to the tastes of a modern society. Sitting on a private beach next to a public fishing pier. You can sit under the covered porch enjoying views of Blake Island and the local sea otters. Bring your boat and anchor it out front while you explore all the Puget Sound has to offer. Worried about charging your electric vehicle? We got you covered!

Guest favorite
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 favorite
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, 187 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.

Top guest favorite
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, 178 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.

Guest favorite
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, 107 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 favorite
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 favorite
The cabin, featuring a unique yurt design, is surrounded by lush greenery. A spacious wraparound deck offers multiple seating areas. Large windows provide views of the surrounding forest. Soft lighting along the deck adds an inviting touch in the evening.
Cabin in Poulsbo
4.94 out of 5 average rating, 179 reviews

Ghost Salmon Cabin in a Cedar Tree Grove

Ghost Salmon Cabin is a custom built studio cabin. It is a unique design, with wood floors, a vaulted wood ceiling and a large wrap around deck. The location is in the Sandy Hook neighborhood. It is not in any town but near several. Kiana Lodge is a 3 minute walk from the cabin. Two ferry terminals (Kingston/Edmonds and Bainbridge/Seattle routes) are 20 minutes away. It is centrally located near Poulsbo, Suquamish, Kingston and Bainbridge Island.

Top guest favorite
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 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!

Guest favorite
Treehouse in Bremerton
4.97 out of 5 average rating, 218 reviews

Ancient Forest Treehouse at Rockland Woods

Experience the forest from above in this architectural gem. From the treetops you’re surrounded by layers of lush green, with views of Mission Lake and the Olympic Mountain range. The surrounding property includes 20 acres of old-growth forest trails, lakefront access and year-round beauty. Your stay at Rockland Woods supports the Rockland Artist Residency - a twice yearly residency offered for free to a selection of artists from around the world.

Popular amenities for Olalla vacation rentals

Quick stats about vacation rentals in Olalla

  • Nightly prices starting at

    Olalla vacation rentals start at G$27,155 GYD 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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