Holiday rentals in Olalla

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.

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.

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.

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.

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.

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.

Beautiful Crystal Springs - Private Beach & Views

Featured in Cascade PBS Hidden Gems, our completely renovated 1930's beach front cottage is located in the island's south end, sunny Crystal Springs neighborhood. Featuring a chef's kitchen, vaulted great room, wood burning fireplace and stunning Puget Sound view where you can take in sunsets from the covered lanai, deck or relax on 100 feet of private no bank waterfront. One of the few homes with a private, fenced yard and beach. Enjoy nearby trails & Pleasant Beach Village just minutes away.

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.

house upon the sand

Once tucked back into the woods, this newly improved 1920s cabin now enjoys a front-row seat to the grandeur of the Hood Canal thanks to a tidal creek that has washed away the sandy soil that once supported the departed trees. This property may prove challenging for individuals with mobility issues. **Pricing is discounted due to ongoing improvements. Tools and materials are kept out of sight, but you may notice some unfinished details. Due to continued progress, appearance may vary.

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.

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.