Holiday houses in Olalla

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Top-rated holiday rentals in Olalla

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A modern living space features a mounted television above an electric fireplace, complemented by a cozy dark couch. Large sliding glass doors open to a patio with outdoor seating and a dining area, overlooking scenic mountain and lake views.

Guest suite in Naramata

4.99 out of 5 average rating, 259 reviews

Private BNB - Unforgettable Experience

Keep the Sparks alive, spend your time in an amazing romantic BNB. Enjoy the private year-round hot tub overlooking the breathtaking lake views. This phenomenal getaway is perfect for the two of you! Welcome to our luxurious BNB completely geared to having a relaxing and romantic time. Super clean, private (separate entrance) with first class amenities. Stay at this spectacular show home's suite with tons of privacy. This is not a Vacation Rental Home but an exceptional BNB. Bbq is for cooking

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Guest favourite

A charming hobbit-style home is nestled among lush greenery, featuring a round door and windows framed in soft light. The thatched roof blends harmoniously with the surrounding nature, while subtle outdoor lighting guides the pathway leading to a cozy fire pit.

Earthen home in Kootenay Boundary

4.94 out of 5 average rating, 54 reviews

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.

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Top Guest favourite

A modern cabin exterior is showcased, featuring large glass doors that open to a serene interior. A cozy seating area made of natural materials faces the entrance, surrounded by tall trees that provide a sense of privacy and connection to nature.

Cabin in Peachland

4.94 out of 5 average rating, 213 reviews

Woodlands Nordic Spa Retreat

Recharge at this romantic retreat, complete with outdoor sauna. The cabin independently nestles on a forested hillside at the top of Trepenier Bench, overlooking Pincushion and Okanagan Mountain. Unwind and relax with a private, wood-burning sauna, cold plunge tank and outdoor fire pit. The cabin is close to wineries, trails and restaurants, located minutes from downtown Peachland. Big White, Silver Star, Apex and Telemark all within 1.5 hr distance. Let us host your time-out from normal life!

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Top Guest favourite

A modern gray sofa is positioned against a neutral wall, adorned with decorative pillows in soft tones. A round coffee table sits in front, featuring a woven tray and a vase of fresh flowers. Two framed abstract artworks are hung above the couch.

Guest suite in Okanagan-Similkameen

5.0 out of 5 average rating, 109 reviews

Beautiful Skaha Lake View Studio

Welcome to your perfect getaway in the heart of the Okanagan Valley This new, stylish studio offers a spectacular unobstructed 180-degree view of Skaha Lake, surrounding mountains, and vineyard. The large studio is modern in design and decor, has a king sized bed, sitting area, well equipped kitchenette.and a large private outdoor living space. Whether you're enjoying your morning coffee or unwinding with a glass of local wine on your patio in the evening, this view will leave you in awe.

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Top Guest favourite

A cottage nestled on a hillside, surrounded by natural landscapes. The structure features a covered deck with a table and benches, with expansive views of the mountain backdrop and blue skies. The building showcases a neutral exterior and multiple windows for natural light.

Guesthouse in Keremeos

4.98 out of 5 average rating, 41 reviews

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.

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Guest favourite

A hot tub is positioned on a deck overlooking a vast lake and mountain scenery. Clear blue sky enhances the tranquil environment. In the background, a small table and chairs are visible, inviting moments of relaxation amid the natural beauty.

Home in Peachland

4.86 out of 5 average rating, 183 reviews

StudioSweet’s amazing lake views

Forget your worries in this spacious & serene space, & enjoy the amazing boomerang lake & mountain views of central Okanagan. We have full frontage SPECTACULAR views of the lake that spans from Kelowna to Naramata. Ready for a GREAT vacation ? Our self-contained suite offers a home away from home, including an outdoor cooking area. Our 2 acre property is situated on a hillside blanketed by a vineyard. There is an outdoor fire pit for seasonal use & it’s our only designated smoking area.

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Top Guest favourite

Large windows frame stunning views of the surrounding mountains and valley. A comfortable gray sofa is accented with a decorative pillow, while wooden chairs on the patio invite relaxation. Natural light fills the space, creating a serene atmosphere.

Guesthouse in Osoyoos

4.99 out of 5 average rating, 134 reviews

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.

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Top Guest favourite

Two rustic wine barrels are positioned in the foreground, with the vineyard stretching beyond them. The mountainous landscape is visible in the background, partially covered by clouds. A clear sky allows soft light to illuminate the area.

Home in Keremeos

4.94 out of 5 average rating, 33 reviews

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

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Guest favourite

The cabin's exterior features rustic gray siding and a simple entrance door. A yellow bench is positioned outside, providing a place to relax. Windows on either side allow natural light, while a backdrop of verdant grass and distant mountains enhances the tranquil setting.

Cabin in Keremeos

4.83 out of 5 average rating, 64 reviews

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.

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Guest favourite

A round wooden structure is nestled among trees, softly illuminated by string lights overhead. The surrounding forest is filled with a natural backdrop of pine, creating a serene and inviting atmosphere. The ground is covered with pine needles and leaves, enhancing the secluded feel.

Guest suite in Osoyoos

4.94 out of 5 average rating, 160 reviews

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.

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Guest favourite

A two-story hillside home is surrounded by a spacious patio area framed by wooden beams. Chairs and a table are positioned on the lower level, while a staircase leads to an upper deck featuring glass railings, offering views of the surrounding landscape.

Home in Cawston

5.0 out of 5 average rating, 11 reviews

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.

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Top Guest favourite

A serene landscape showcases lush green fields beneath a clear sky, highlighted by vibrant rainbows arching across the horizon. Trees frame the scene, offering a glimpse of the natural beauty surrounding Farmersdotter Organics.

Tiny home in Cawston

4.99 out of 5 average rating, 185 reviews

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.

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