Holiday rentals in Olalla

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Top-rated holiday rentals in Olalla

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Top guest favourite
A panoramic view of Skaha Lake captures serene waters reflecting the surrounding mountains and blue skies. Lush trees frame the foreground, while fluffy clouds hover above, contributing to the tranquil landscape.
Guest suite in Okanagan-Similkameen D
4.96 out of 5 average rating, 338 reviews

Skaha Vista - cozy quiet accommodation for 2

Self-contained suite with a panoramic view of Skaha Lake between Penticton and Okanagan Falls. Located on a quiet street with flat easy access to your room. 125 stairs in backyard connect you to a road below where it is a short walk to a park on the lake. Situated on a quiet street in the midst of wine country. 10 minutes to world class rock climbing at Skaha Bluffs; near the Penticton Granfondo bike route; and only a 3-minute drive to the infamous Tickleberry’s Ice Cream in Okanagan Falls.

Top guest favourite
A cozy sleeping area features a spacious bed adorned with a floral patterned duvet cover. Soft light emanates from a circular wall lamp, highlighting the natural wood paneling in the background. A small plant is positioned above a minimalist shelf, adding a touch of greenery.
Farm stay in Cawston
5 out of 5 average rating, 64 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.

Top guest favourite
A spacious living area is depicted, featuring a comfortable gray sofa with decorative pillows, a wooden coffee table, and an accent chair. Large windows allow natural light to fill the room, showcasing views of greenery outside. The open layout extends to a modern kitchen area.
Guest suite in Penticton
5 out of 5 average rating, 100 reviews

Suite Red Maple 2BR Vacation Rental

Stylish and centrally located, this beautiful second level suite is a short 15-minute walk to Okanagan Lake , a 10-minute walk to the South Okanagan Event Centre and the Convention Cente . A coded electronic drive-thru gate leads to your secluded courtyard and private entrance with loungers, picnic table, BBQ and evening lighting. The suite is bright and open, with a mixture of contemporary and mid century modern furniture, featuring paintings by local artists and all the comforts of home.

Guest favourite
A hot tub is framed by a snowy landscape, with towering evergreens dusted in fresh snow. A glass of red wine is placed at the edge, adding a touch of elegance. The scene is illuminated by soft ambient lighting against a dark, wintery sky.
Apartment in Keremeos
4.89 out of 5 average rating, 122 reviews

Apex: 2 bedroom with hot tub. On Grandfather Trail

Escape to this incredibly beautiful remote mountain getaway, with unbelievable views of British Columbia's interior. The scenery from this elevated ski-in/ski-out condo will leave you breathless the moment you arrive. The drive up to Apex is a thrilling way to start your trip with its hair pin turns and steep vertical ascent. Get away from your everyday and come visit this hidden gem located only 30 min from Penticton, a vibrant little town loaded with fun for families, couples and singles!

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.
Guest house in Keremeos
4.97 out of 5 average rating, 32 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, 161 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.

Top guest favourite
A spacious bedroom features a large bed with a blue bedspread against a striking blue accent wall. A patterned armchair sits beside a small nightstand, and natural light enters through a window at the back, enhancing the calm atmosphere.
Guest suite in Keremeos
4.83 out of 5 average rating, 598 reviews

2 Bdrm Suite near River

Our quirky little 1 acre property is located in a quiet rural subdivision, across the historic red bridge. Your suite has two bedrooms with comfy beds, a small bathroom with shower, kitchen, living room and is just over 700 sqft in size. Everyone who comes finds it to be a great escape from the city hustle. 5 minutes from Keremeos and Cawston (or a 20 minute bike ride along a car free path) 35 minutes to Penticton or Osoyoos and 40 minutes to Apex Ski Hill.

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, 125 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.

Top guest favourite
A spacious two-story house is shown, featuring a dark grey exterior with distinct wooden accents on the roof. A paved driveway leads to a double garage, while landscaping includes ornamental grasses and boulders, providing a welcoming entrance.
Guest suite in Summerland
4.99 out of 5 average rating, 496 reviews

Clean and Quiet Summerland Sleeps

Your own separate guest suite located on a ridge overlooking a valley of fruit orchards and vineyards. This quiet, rural location is one of the warmest and driest ecoregions in Canada with numerous wineries, hiking/biking trails, and boating/swimming in Okanagan Lake. Summerland is a good central location from which to explore the Okanagan Valley; midway between Osoyoos/Penticton and Kelowna/Vernon.

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, 186 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. 

Top guest favourite
An inground pool is surrounded by a paved area with several lounge chairs and tables. Lush greenery borders the pool, while flowering plants add color to the scene. Rolling hills are visible in the background, providing a natural setting.
Guest suite in Oliver
4.97 out of 5 average rating, 208 reviews

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.

Guest favourite
A spacious guest house is shown set within a landscaped area, featuring a light-colored exterior and a welcoming entrance. Large vehicles are parked along a paved driveway, with plants lining the pathway. Surrounding mountains create a serene backdrop.
Guest house in Keremeos
4.92 out of 5 average rating, 141 reviews

Taurean Vines Guest house

Take in beautiful views of surrounding vineyards, farmland and cascading mountains. Enjoy Wine tasting and local fruit stands. Make it a romantic getaway with your partner, a chance to get away with a couple close friends for bring your children to enjoy the south Okanagan at its finest.

Popular amenities for Olalla holiday rentals

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