
Holiday houses in Olalla
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Top-rated holiday rentals in Olalla
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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.

Chesnut Cottage - writers retreat @ Harper's Hill
The Chesnut Cottage is the perfect quaint romantic getaway or rustic writer's retreat. One of three AirB&B listings on our 10-acre property atop Harper's Hill, it is surrounded by woods and 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.

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.

Sea Forever Beach Cottage
A relaxing 20-minute ferry trip from West Seattle or Water Taxi from downtown Seattle brings you to your own private cozy, Studio cottage with sweeping views of the Sound. Watch the ferries go by, relax, away from the hustle and bustle of the city. Enjoy breathtaking sunsets over the Olympic mountains, kayaking, 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 minute walk from the cottage.

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.

Private Garden Studio * Loft, Forest, Deck & Stars
Welcome to your private forest oasis! Chic & cozy garden studio invites you to relax & take it easy. Peaceful property borders forest w/tall cedar trees. Unwind on your private deck w/fire bowl, sunsets, stars & birdsongs. Well stocked kitchen. Loft w/comfy Queen bed, private bath, French doors to deck, lovely garden & hammock. Experience the Pacific Northwest! Minutes drive to hiking & beaches. Seasonal berries & apples. A scenic stop between Olympic National Forest & Seattle.

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.

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.

The Mood | Mount Rainier Views
Unwind in this stunning Downtown Tacoma suite. The space was lovingly designed with sophisticated style, comfort and functionality for a luxurious yet charming feel. Enjoy Mount Rainier and Thea Foss Waterway views when you rise from your bed, as well as when you settle in on the couch. The home is located in the heart of Downtown - close to restaurants and bars, freeway, hospitals and universities. Whether you're traveling for work or adventure - we can't wait to serve you!

Little Gemma: Dreamy Vashon Cabin
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.

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!

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
Other great holiday rentals in Olalla

Cozy Newly Remodeled Bungalow! 5-Star Comfort

Cozy Cabin Nestled in Huckleberry Woods - Vashon

Last Resort Guesthouse

Mercer Suite with Private Hottub

Welcome to Oshinobi - A Hidden Forest Sanctuary.

Space Needle, Olympic Sculpture Park, Sunset View

Manette Guest Nest Studio

Tarnside Chalet on hillside family farm
Quick stats about holiday rentals in Olalla

Nightly prices starting at
Olalla holiday rentals start at $216 NZD per night before taxes and fees

Verified guest reviews
Over 490 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Seattle Aquarium
- University of Washington
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- Seward Park
- Woodland Park Zoo
- Seattle Center
- Northwest Trek Wildlife Park
- Lake Union Park
- Marymoor Park
- Chateau Ste. Michelle Winery
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- Point Defiance Zoo & Aquarium
- Wild Waves Theme and Water Park
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- Kerry Park
- Benaroya Hall
- The Museum of Flight
- Kitsap Memorial State Park
- Tacoma Dome




