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Vacation rentals in Olalla

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Top-rated vacation rentals in Olalla

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 331 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 modern kitchen is presented with sleek cabinetry and stainless steel appliances. A large window allows natural light to enhance the bright countertops. The gas stove is paired with a microwave and coffee maker, while a stylish dish rack and vibrant accessories add functional charm.
Apartment in Seattle
4.99 out of 5 average rating, 204 reviews

2 BDRM 2.5 BATH - spacious and beautiful

This elegant charmer boasts bright, airy spaces - 2 bedrooms, 2.5 bathrooms (1,000 sq. ft). This modern oasis is the ideal accommodation for your next vacation! Sleeps 6 (recommended 4 adults and 2 kids) - 2 bedrooms (each with one queen bed) and a sofa and futon sleeps 2 more in living room. Convenient location near SeaTac, see additional distances below. Well appointed apartment features a full kitchen, and lots of space. Quiet hours from 10 PM - 7 AM to be mindful of neighboring units.

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, 161 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, 122 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
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, 350 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, 336 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, 140 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!

Top 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, 1,213 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.

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, 200 reviews

Lake House Retreat Kid & Dog Friendly

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. Get ready for a stay filled with peace, adventure, and unforgettable moments. I truly 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
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, 1,028 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!

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, 105 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.

Guest favorite
Guest suite in Olalla
4.89 out of 5 average rating, 466 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 ﺩ.ﺇ477 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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