Vacation rentals in Olalla

Blush Bliss – Herrera Vineyard Estate Home

Enjoy an amazing vacation at a picturesque countryside retreat. It’s the perfect place for outdoor enthusiasts and wine lovers to reconnect with nature. Relax on the patio while admiring the gorgeous view of the mountains, relax in the sunroom, and access fantastic wineries, cideries, & a distillery a short drive away. The property is shared with a second vacation home, separated by a large courtyard to ensure each guest's privacy. For package rental options, go to: airbnb.ca/h/hererrapackage

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.

Romantic couples getaway in the Country

Built in 2022, this barn style home offers unique features such as sauna room, deck, large chef's kitchen, generous bathroom, wood burning fireplace. Located 20 minutes from town and 30 minutes to the golf course. 10 minutes to nearest lake, with approximately 100 more within an hours drive. Bordering access to the KVR trail. Outdoor activities include quading, biking, fishing, hunting etc. Leave the city behind and come enjoy the country outdoor experience where the night sky comes alive.

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.

Juccuzi & Stars 2 Bed Home on 1/2 Acre Okanagan

Take it easy at this unique and tranquil getaway on 1/2 acre!! Jacuzzi in the stars. Majestic Mountains surrounding Vineyards and Fruit Stands. 7 Lakes all within an HR drive. Essentials Provided. Best Rates for the area. Peachland Zipline, Loco landing Penticton Watersport Rentals at most lakes. Famous spotted lake is Cool and fishing on the dock is popular at yellow lake, also known for ice fishing in cold winter months. Fun for All! The Home has installed filter for drinking & cooking

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.

Cozy guesthouse with Osoyoos Lake view!

Take it easy at this unique & tranquil getaway. Retreat away from busy life and come stay at our cozy mountain suite. We are located only 15 minutes away from town giving a serene getaway feel while allowing you access to the essentials. Enjoy your coffee on the patio while watching the sunrise and end the day with a local glass of wine while watching it set. Spend your days exploring what Osoyoos has to offer which includes hiking, golfing and swimming in BC's warmest lake.

B & B Minute's walk to Lake

Escape to our peaceful garden retreat, only a minute’s walk from Skaha Lake. Perfect for a weekend getaway or short stay, it offers comfort, privacy, and a quiet connection to nature. Relax in the garden, explore local attractions, and enjoy the beauty of the Okanagan—all just moments away. Start your stay with a little treat! We provide complimentary muffins upon arrival as a warm welcome to help make your stay even more enjoyable. Municipal License - NOT REQUIRED

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.

Moonlight Mountain Guest House

Cozy little guest house located in the beautiful mountains of Hedley, B.C. It has a full kitchen with all the basics. Living room , Dining area, 2 bedrooms , Bathroom with tub , Washer & dryer & a small patio. We also have Wi-Fi. Parking out front. There is a t.v. with dvd’s and no cable or satellite. Please let us know if you are wanting to bring a pet with you with details. Your pet may not be accepted at time of booking, thank you.

Hillside Country Glamping

Located in the Sunny South Okanagan, with a back drop of desert rolling hills. Please join us for a hands on farm experience. We have a country market filled with farm fresh produce available for purchase. You can purchase (pick your own fresh pesticide free produce.)We offer our prospectors tent, with queen size bed, with fresh linens and decorated with our country charm.

Owl Studio Guesthouse at Farmersdotter Organics

Owl Tiny Studio Guesthouse at Farmersdotter Organics (See also Osprey Tiny Studio Guest House). One of two architecturally designed studio guest houses Owl and sister unit Osprey 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.