Holiday houses in Olalla

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Top-rated holiday rentals in Olalla

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Guest favourite
A scenic view of Lake Okanagan is framed by a wooden railing. The surrounding landscape features rolling hills with patches of snow and vibrant blue water under a clear sky. Outdoor seating options are visible on the deck, inviting relaxation while enjoying the view.
Home in Peachland
4.83 out of 5 average rating, 309 reviews

SweetSuite a hideaway with amazing scenic views!

Get ready for a GREAT vacation - Our self-contained suite offers a home away from home, with plenary of private space, including an outdoor cooking area…Welcome to the Jewel of Lake Okanagan - Our Peachland location offers a full frontage SPECTACULAR boomerang view of the lake that spans from Kelowna to Naramata. 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. +BONUS lower deck hot tub

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 E / West Bo*
4.93 out of 5 average rating, 46 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.

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 out of 5 average rating, 101 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.

Top Guest favourite
Farm stay in Cawston
5 out of 5 average rating, 72 reviews

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.

Guest favourite
A spacious deck is visible through large glass doors, showcasing two chairs and a small table set under a shade umbrella. Surrounding trees provide a natural backdrop, and a patterned rug lies inside, emphasizing the connection between indoor and outdoor spaces.
Barn in Princeton
4.93 out of 5 average rating, 236 reviews

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.

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
4.97 out of 5 average rating, 38 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.

Top Guest favourite
The modern kitchen features white cabinetry and a spacious island with seating for four. Stainless steel appliances are included, alongside a microwave and ample counter space. Natural light fills the room through a window above the sink, enhancing the contemporary design.
Home in Hedley
4.98 out of 5 average rating, 179 reviews

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.

Guest favourite
Farm stay in Keremeos
4.88 out of 5 average rating, 16 reviews

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.

Top Guest favourite
The green dome structure is situated amidst a natural setting, surrounded by tall trees and open land. A small patio area with steps leads to the entrance, framed by blooming flowers. The dome features large windows that allow sunlight to enter, creating a bright atmosphere.
Dome in G
4.98 out of 5 average rating, 43 reviews

The Emerald Dome

Disconnect from the hustle and bustle of life and reconnect with nature in this peaceful dome located in Kaleden, BC. The dome is on 10 acres and borders 350 acres of crownland to explore. Includes a hangout area with a fire pit, patio table and chairs, solar lights, and an outdoor cooking area. There are lights and a charging station in the dome. **This is a rustic off-grid glamping experience. It has an outhouse, outdoor heated shower, and no cell or wifi service.

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 out of 5 average rating, 8 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.

Superhost
Home in Okanagan-Similkameen
5 out of 5 average rating, 3 reviews

Hillside Tiny Home with Vineyard Views

Welcome to your private slice of Okanagan paradise. Perched on a peaceful hillside surrounded by rolling vineyards, this charming tiny home offers big views, quiet mornings, and unforgettable sunsets. Whether you're sipping wine on the deck, exploring local trails, or just unwinding with a book and birdsong, this is where you come to slow down and reconnect—with nature, with yourself, or with someone you love.

Top Guest favourite
Two vibrant rainbows arch gracefully over the lush green landscape of Farmersdotter Organics. Towering trees and rolling hills frame the scene, reflecting the natural beauty of the Similkameen Valley. The atmosphere conveys a sense of tranquility amid the flourishing organic farm.
Tiny home in Cawston
4.98 out of 5 average rating, 191 reviews

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

  1. Airbnb
  2. Canada
  3. British Columbia
  4. Okanagan-Similkameen
  5. Olalla