Vacation rentals in Winlock

Tiny House with Queen loft and Pinball access

This tiny house has a queen bed in the loft and a sleeper loveseat (2 small children or 1 teen, will Not fit 4 adults). Full size shower, kitchenette, and access to our Pinball room (9am - 10 pm). Pinball machines are on Freeplay. There is 1 parking spot for regular or compact cars, longer vehicles or trucks can park free on the street with a short walk. Wifi, 32" Smart TV & DVD player with select titles. Walking distance from historic downtown and 5 minutes from the sports hub. No cleaning fee.

Wild West Saloon w/Hot Tub, Arcades, Firepit &More

Just 3 miles from I-5! This historic building was built in 1905 & served as the towns Confectionary and later a grocery store. We spent 2023 transforming it into a little slice of the Wild West (with a twist) full of antiques, & fun decor to make you feel like you’ve traveled back in time but with all the modern day comforts. Pull up a stool in the Saloon, or gather ‘round the poker table & enjoy music from a 1900’s player piano. We also have a fun arcade room, a jail for fun photo ops & more!

Cozy Hotel-Style Suite w/Gift Store & Event Space!

Linden House Suite combines modern comfort with historic charm, offering a welcoming retreat in the heart of Winlock. With a fully equipped kitchen, flexible sleeping arrangements, and a cozy living space, it’s perfect for couples, families, or solo travelers. Your stay supports our mission to empower individuals with developmental disabilities through meaningful work and community inclusion. Enjoy small-town hospitality, explore local attractions, and experience a stay that makes a difference.

Enchanted Hollow- Cozy, Romantic Woodland Getaway

Enchanted Hollow is a place of nature, tranquility and the ultimate escape! Nestled within the woods and a creek, our private cabin is a serene sanctuary away from the chaos of everyday life. Perfect for a romantic getaway or outdoor family adventure. A central location for Seattle, Portland, Mt. St. Helens & Mt. Rainier! Property is secluded with a sauna, spa hot tub with 46 massage jets, outdoor shower, private creek access, outdoor seating, fire pit, BBQ grill, gardens, hammock & more.

Big Rock Cabin, private 13 acres

A travelers rest or a base for great day-trips. This charming, newly-remodeled cabin is cozy and well-equipped. Despite being less than a mile from I-5, it is alone and set back on a 13 acre forested parcel. A great Washington base camp, this is less than two hours from the beach, White Pass skiing, Mt. Saint Helens, Mount Rainier, world class fishing/hunting, Portland, & Seattle. Nearby is the town of Napavine with restaurants, groceries and a taproom. 18 min to Centralia Sports Hub

"BIG" Tiny House with Columbia River views

Escape to a warm and cozy retreat in the enchanting forests of Clatskanie, OR. This delightful 350 sqft handmade craftsman cabin is one of the highest-rated Airbnbs, offering breathtaking views of the Columbia River. Inside, you'll find a loft, a spacious pullout Ikea couch/bed and a charming daybed, perfect for snuggling up. Enjoy unique wooden indoor and outdoor showers and wrap yourself in fresh, cozy robes. Savor delightful coffee and breakfast as you soak in the serene surrounding

Charming Castle Rock Cottage

Welcome to our peaceful, cozy retreat just 2.5 miles from the heart of Castle Rock, Washington. Nestled on the way to the majestic Mt. St. Helens, this 700 square foot, two-bedroom, one-bathroom cottage is a true gem. The house boasts a fully fenced yard, a delightful patio area with a BBQ and a picnic table, and a charming outdoor fire pit for those perfect evenings when conditions allow (No Burn Ban). Mt. St. Helens is 51 miles from the house. Mt. Rainier national park is 83 miles.

The Hidden House Bungalow Bed & Breakfast

Let’s make this easy: The Bungalow is 10 min off I-5, 12 to Castle Rock, & Longview, Just over an hr to the coast, Mt St Helens & Portland It has it all: Wifi Comfy beds Smart TV Coffee + Full breakfast + snacks Main floor living with only a second bedroom upstairs Games Movies Books W/D Wood stove A/C PRIVACY Driving up the tree-covered driveway is enchanting to say the least. Built as a rustic cabin get-a-way, it now boasts unique updates, and is separate from the main house.

The Boho Retreat

Enjoy a stylish experience at this centrally-located apartment! Just a couple blocks from the main strip, you’ll enjoy all the amenities of downtown living, with the peace and quiet of a sleepy neighborhood. Spread out in a KING BED, relax in the OPEN-CONCEPT common space, and engage in some friendly competition in the GAME ROOM where you’ll find a foosball table, board games, and a Lego wall! It’s the perfect spot for people of all ages. 10 minute drive to the Great Wolf Lodge!