Vacation rentals in Cawston

Top guest favourite

Guest favourite

Sunset Lookout Suite (1 of 2)

Minimalist, thoughtful design for maximum peace and comfort. Newly and purpose built to host, your clean suite is located on the beautiful Test of Humanity trail. Enjoy walking, biking or taking in the spectacular view directly from your suite or on your covered balcony. Hosts have lived in the area for decades and can guide you to the wide variety of nearby attractions, activities and indulgences the area has to offer. Located minutes from downtown but looks and feels like a nature retreat!

Top guest favourite

Guest favourite

Cawston Farm Stay

Unwind in a private suite for two adults, surrounded by orchards, vineyards, and friendly animals. Enjoy modern comforts with rustic charm. Close to cafés, restaurants, grocery stores, and shops—plus top wine and cider tastings, live music, and outdoor adventures in the Similkameen Valley. Traveling with children? Let us know—child accommodations may be available upon request. Unfortunately, we are not able to accomodate pets. As an operating farm with livestock, it is too much of a risk.

Top guest favourite

Guest favourite

Pincushion Cottage

Our charming rural cottage is tucked into the mountainside, surrounded by the natural beauty of sage and mountain flowers, with spectacular views in all directions. The Pincushion Mountain hiking trail leading to Keremeos Columns Provincial Park is literally out the front door. Minutes away from the fruit stands, wineries, and cideries of the Similkameen Valley wine region, the cottage is fully equipped for you to enjoy cooking up your own tasty dishes from fresh local organic ingredients.

Similkameen Sunset Suite

Brand-new 2-bedroom suite on a peaceful riverfront orchard with beautiful mountain views. Enjoy nearby walking trails, great river swimming spots, and easy access to local lakes, wineries, fruit stands, and more. You’re also just a short drive from both Apex and Mount Baldy ski hills. The suite includes a heat pump and AC for year-round comfort. It’s still new and kept simple - minimal décor, but fully equipped with TV and Wi-Fi. Clean, comfortable, and perfect for a relaxing stay.

Bold Reserve – Herrera Vineyard Estate Home

Welcome to Casa De Hererra guest house! This inviting family home sits in the middle of a Vineyard. A great space to get together! Just minutes from local wineries, restaurants, cideries, fruit stands, scenic walking trails. Enjoy wine tastings, outdoor activities, and fantastic dining options! The property is shared with a second vacation home, separated by a large courtyard to ensure each guests privacy. For package rental options go to: airbnb.ca/h/hererrapackage

Top guest favourite

Guest favourite

Runaway Express Coach

Our little caboose seems to have escaped the Kettle Valley Rail Line; offering a slice of peaceful, mountain retreat. The passengers whistle with pleasure as they rest in the queen size luxury bed. Tucked away amongst the rocks, pines and burbling creek; the cute woodstove brings it together as a cozy place for dreaming. In the past two years the railroad tycoons staying here have always rated us 5 stars on cleanliness. Includes business ready wifi speeds of 350 mbps.

Cozy Home on Quiet Half Acre

Welcome to our new house with beautiful views of surrounding farmlands and cascading mountains! The house is ideally located in the heart of the Similkameen Valley wine region and Canada's organic farming capital. The house is furnished with quality mattresses, well-equipped kitchen, washer/dryer combo, double-on-the-bottom bunkbed and more. It's your basecamp to enjoy wine tasting, local fruit stands, water activities, local attractions and more.

Scandinavian Escape

When palm springs meets a peaceful lush secluded forest - welcome to our Scandinavian escape. This private hotel style suite has its own separate entrance, patio and is the perfect spot to enjoy the beauty and serenity of nature while only being 12 minutes from Osoyoos & 30 minutes from Mt. Baldie ski resort. Step back in time with the mid century decor but enjoy the luxury of a rainfall walk in shower, workspace and mini kitchen to prep any meal.

Whole 2BD House – Spectacular Orchard Overlook!

Perched on a private hillside overlooking a valley of orchards, vineyards, and pastoral properties, this two-story home offers breathtaking views through expansive windows. The design blends rustic charm with modern comfort, featuring natural wood finishes, open-concept spaces, and wraparound deck and patio areas. Inside, enjoy a cozy living area with a wood-burning fireplace, a modern kitchen, and serene bedrooms for a restful retreat.

Top guest favourite

Guest favourite

Adorable one bedroom home away from home

The perfect home away from home located within minutes of Oliver and Osoyoos, with ultra comfortable queen bed, a queen pull out sofa bed, full bathroom, and mini kitchenette. Beautiful private, quiet yard with your own access and plenty of parking. If you’re needing a wee break from touring our beautiful areas, we have internet, tv and an outdoor fire pit for you to relax and recharge for your next adventure!

Top guest favourite

Guest favourite

Osprey Studio Guesthouse at Farmersdotter Organics

Osprey Studio Guesthouse at Farmersdotter Organics (See also Owl Tiny Studio Guesthouse). One of two architecturally designed studio guest houses Osprey and sister unit Owl are situated front and centre at Farmersdotter Organics, a certified organic garlic farm ideally located in the heart of the Similkameen Valley wine region and Canada's organic farming capital. 

Top guest favourite

Guest favourite

Quail Crossing

Our home is close to dozens of wineries, golf courses, ski hills and lakes. You’ll love our place because of the location. We live in the upstairs and have the two bedroom private basement suite for your use. Our place is good for couples, solo adventurers, business travelers, families (with kids), and small dogs.