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, 322 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.

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, 157 reviews

Waterfront Escape-Olalla Bay Getaway-Kayaks-Buoy

Olalla Bay Getaway is at the waters edge, just 45 minutes from Seattle via ferry or 10 minutes from 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 the 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 boards, wood firepit, & propane fire table.

Top guest favorite
A charming red cabin is framed by lush green trees, showcasing a brick patio area with comfortable seating. A stone chimney stands prominently, complementing the wooden exterior. The surrounding foliage enhances the serene atmosphere, inviting relaxation in nature.
Cabin in Port Orchard
4.97 out of 5 average rating, 159 reviews

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.

Top guest favorite
A hot tub is positioned on a wooden deck, offering scenic views of Burley Lagoon. Steam rises gently from the water, while surrounding trees provide a natural backdrop. The deck's stairs lead down to the water, emphasizing the tranquil setting.
Home in Gig Harbor
4.98 out of 5 average rating, 103 reviews

Groovy Lagoon | A-frame, hot tub, beach, & kayaks

Escape to a lovingly reimagined modern A-frame home on the Burley Lagoon beachfront. Hot tub in a wooded sanctuary or wander down to your private beach and enjoy the clear waters filled with marine life. Kayak along the protected waters of the lagoon or adventure to Henderson Bay. The half-acre property has ample opportunities for play and exploration. The orchards and ponds offer a mix of manicured and wild landscapes. Keep an eye out for the bald eagles and other birds diving for fish nearby.

Top guest favorite
Cabin in Vashon
4.99 out of 5 average rating, 341 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
Guesthouse in Vashon
4.91 out of 5 average rating, 327 reviews

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.

Top guest favorite
Home in Normandy Park
4.95 out of 5 average rating, 196 reviews

Adorable studio in Seattle & the Pacific Northwest

Quiet, self-contained 400 sf studio in a modern home with full bath, kitchen, private entrance and secured parking with EV charger. Comfortably furnished with 1 queen bed, 1 king sleeper sofa, office desk, media center, fridge with ice-water dispenser, stove, curb-less shower, washer and dryer. Large sliding glass doors to a patio and 150' high cedar, madrone trees. Effortless access with no stairs or steps. Warm radiant water heated polished concrete floors, AC and plenty of ventilation.

Guest favorite
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.
Guesthouse in Vashon
4.95 out of 5 average rating, 1,203 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 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, 159 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 favorite
A rustic cabin displays a weathered wooden façade, featuring multiple window panes that invite natural light. Next to it lies a smaller structure, with a simple design. Lush green grass surrounds the cabin, complemented by towering trees in the background. A friendly dog rests on the lawn.
Cabin in Vashon
5 out of 5 average rating, 610 reviews

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.

Top guest favorite
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, 104 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.

Superhost
Guest suite in Olalla
4.9 out of 5 average rating, 462 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 vacation rentals

Quick stats about vacation rentals in Olalla

  • Nightly prices starting at

    Olalla vacation rentals start at $130 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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