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, 325 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 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
4.98 out of 5 average rating, 160 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 bright living area is illuminated by natural light flowing through large windows, featuring vaulted ceilings. A modern electric fireplace is installed beneath a sleek TV. Comfortable seating includes a reclining sofa and an armchair, with a decorative rug and a small table adding warmth to the space.
Home in Gig Harbor
4.99 out of 5 average rating, 117 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.

Top guest favorite
Cabin in Vashon
4.99 out of 5 average rating, 344 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, 330 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
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
4.99 out of 5 average rating, 139 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, 160 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.

Guest favorite
A cozy corner features a round table with two green chairs, complemented by a soft, light-colored couch. Art pieces adorn the walls, and ambient lighting creates a calm atmosphere. A textured area rug adds warmth to the space, enhancing the inviting setup.
Apartment in Ballard
4.95 out of 5 average rating, 253 reviews

Cozy Retreat +Spacious Private Spa Experience

Charming Ballard Basement Suite: Cozy 1-bedroom unit. Private entrance, modern amenities, prime location in the heart of Ballard. Steps away from vibrant shops, cafes, parks, the famous Ballard locks (🚶to 🐟 ) and Farmers market. Relax in the dry sauna, enjoy complementary face masks. Perfect for couples or solo travelers seeking a homey retreat. Note: While our historic home boasts unique character, its older construction means sound may travel more easily. Reg #: STR-OPLI-23-001201

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, 1,205 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 bright living area features large windows offering views of the cityscape and mountains. A dark couch is paired with an orange accent chair, and a round glass coffee table rests on a textured rug. A plant adds a touch of greenery to the space.
Apartment in Downtown Tacoma
4.97 out of 5 average rating, 205 reviews

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!

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, 611 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.

Popular amenities for Olalla vacation rentals

Quick stats about vacation rentals in Olalla

  • Nightly prices starting at

    Olalla vacation rentals start at G$27,191 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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