
Holiday houses in Olalla
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Top-rated holiday rentals in Olalla
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The Second Breakfast Hideaway
Second Breakfast Hideaway is your own little slice of Middle-earth. This cozy, halfling-inspired retreat offers a charming escape with its round door, rustic details & cozy, nature-filled surroundings. Whether you’re an Hobbitier at heart or just seeking peace, this enchanting whimsical hideaway is the place for you. It’s the perfect spot enjoy a second breakfast or curl up by the fire. Located just minutes from local attractions, it's the ideal place to unwind and embrace your inner halfling.

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

Sunshine Lakehouse on Skaha, Penticton
Enjoy your own private beach at Sunshine Lake House on Skaha Lake! This property is perfect for families or groups of 10-14 and we are PET FRIENDLY. We are registered with the City of Penticton as a vacation rental #00112292. During the nine weeks of each summer beginning the last Sunday in June and ending the first Sunday of September, we book a 7 night minimum stay from Sunday to Sunday. During the rest of the year, we have a two night minimum with flexible, check-in, and check out days.

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.

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. You must be 24 or older and the person booking. 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.

Cheerful Executive Style 4 Bedroom Home
Bring the whole family to this great place with lots of room for fun. This 4 bedroom, 2 bathroom home has 3 queen beds, 1 king bed, 1 hide-a-bed and a crib, living room, laundry room and fully equipped kitchen. Whether you're looking for business or pleasure, this house has it all. Your hosts are located right next door, so if you've forgotten something or just need extra of something, we're only a text or phone call away. Prefer talking to us face to face, we're a short walk away.

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.

Peace in the Trees
Take it easy at this unique and tranquil getaway. No cell phone service so you can really disconnect. Go for a hike, or snowshoe just outside the door. If you feel adventurous take a drive to the wineries minutes away, or up to Apex ski hill 21 km away. If you are visiting during winter months, good winter tires are recommended. Are driveway is plowed and sanded. Sleep peacefully among the treetops in this private suite 20 minutes from Penticton BC, the city of beaches.

Orchardside Cabin
A small, quiet, and cosy cabin surrounded on all sides by gorgeous mountain views. The perfect place to escape the noise and enjoy a rustic retreat, while still enjoying all the comforts and conveniences of the modern world. All the while being immersed in scenery that remains beautiful all year round. The driveway leads right up to the cabin entrance, and it's location on the property will provide you complete privacy with which you can enjoy your stay.

Oliver Oasis, Cab Franc: great swim spa & views!
Welcome to your home in the heart of Wine Country! Enjoy a dip in the heated 16-person swim spa, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -completely renovated, with amazing outdoor patio overlooking vineyards -smart TVs in all 5 bedrooms -in-home gym to work off those wine calories -pool table for hanging with friends and family *Per regulations, this property is registered in BC

Tanderra Main Cabin & Sauna - Apex Village
Escape to the charming & modern TANDERRA CABIN, nestled among towering forest trees with stunning views of Apex Mtn Ski Hill. This peaceful retreat offers the perfect mix of nature, adventure & relaxation year-round. After a day on the slopes & trails or visiting Penticton & surrounding area, TANDERRA CABIN & SAUNA is the perfect place to rest, relax & unwind. *please note this cabin has a secondary self-contained lower level suite.

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.
Popular amenities for Olalla holiday rentals
Other great holiday rentals in Olalla

Whole 2BD House – Spectacular Orchard Overlook!

2 Bedroom Suite with privacy and amazing views

Spacious 2 bedroom villa with views of Skaha Lake

Private Lakefront Beach House off Naramata Bench

Peaceful Orchard Retreat

Cozy Home on Quiet Half Acre

The Emerald Dome

Sagebrush Caboose
Destinations to explore
- Okanagan Lake
- Apex Mountain Resort
- CedarCreek Estate Winery
- Mt. Boucherie Estate Winery - West Kelowna
- Knox Mountain Park
- Mission Creek Regional Park
- Boyce-Gyro Beach Park
- Mission Hill Family Estate Winery
- Baldy Mountain Resort
- Tantalus Vineyards
- Quails' Gate Estate Winery
- Kelowna Downtown Ymca
- Skaha Lake Park
- Kelowna City Park
- Waterfront Park
- Rotary Beach Park
- Scandia Golf & Games
- Black Mountain Golf Club
- Burrowing Owl Estate Winery
- Stuart Park





