Holiday houses in Olalla

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Top-rated holiday rentals in Olalla

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Top Guest favourite
A bright and airy suite features large glass doors opening to a scenic view. A spacious bed is complemented by a textured blanket. A small dining table and an armchair are positioned beside the window, with wooden accents adding warmth to the minimalist design.
Guest suite in Summerland
4.98 out of 5 average rating, 183 reviews

Sunset Lookout Suite (1 of 2)

Minimalist, thoughtful design for maximum peace and comfort. Newly and purpose built to host, your clean suite is located on the beautiful Test of Humanity trail. Enjoy walking, biking or taking in the spectacular view directly from your suite or on your covered balcony. Hosts have lived in the area for decades and can guide you to the wide variety of nearby attractions, activities and indulgences the area has to offer. Located minutes from downtown but looks and feels like a nature retreat!

Top Guest favourite
A vibrant vineyard stretches across the foreground, with neatly arranged green vines. In the distance, rolling hills and a blue sky with soft clouds are visible. A modern red and white structure is situated to the left, alongside a wooden deck that offers outdoor space.
Guesthouse in Summerland
4.93 out of 5 average rating, 164 reviews

Little house in the vineyard (upgraded in size)

Nested in a private vineyard a few steps away from local wineries and a short drive to the most beautiful beach of the Okanagan, the Little house in the vineyard offers partial view of the Okanagan Lake. This tiny living space provides impressive comfort, a lot of privacy and natural light as well as a breath taking million dollar view, that will for sure make your experience unforgettable. Located in Summerland, BC, it is also close to a great golf course, and amazing biking and hiking trails.

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 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
4.96 out of 5 average rating, 160 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!

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
An outdoor seating area features a round table with four chairs under a large umbrella. Surrounding the space, various plants and flowers add greenery, while a partially shaded patio provides a comfortable spot to enjoy the outdoors.
Guest suite in Oliver
4.82 out of 5 average rating, 196 reviews

Fairview Farmhouse located in Cherry Orchard

Cozy 2 bedroom farmhouse situated in beautiful Oliver, the Wine Capital of Canada! The suite is partially private, with a separate entrance and ample parking. The space is perfect for families, couples, and friend groups looking to enjoy all the perks of the Okanagan. Award-winning wineries, golf courses, Area 27 are located within a 5 min drive. Guests can gain an excellent experience living in the Orchard. This fully functioning Orchard, may have foremen’s doing irrigation Maintenance.

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.

Top Guest favourite
A comfortable chair sits beside a large glass door, offering panoramic views of the mountains and valley beyond. A glass of white wine is placed on a dark-topped table, enhancing the inviting ambiance of the space.
Guest suite in Penticton
5 out of 5 average rating, 192 reviews

Grinch Ranch Bed & Breakfast - Mountaintop Getaway

Grinch Ranch B&B is a MOUNTAINTOP getaway centrally located within the Southern Okanagan Wine Regions and is the ultimate escape for adults who seek rocky mountainous adventure Perched 9 km (600 meter elevation) above the city of Penticton, Grinch Ranch is one of Upper Carmi's residential 10 acre properties. Here you will enjoy long sunsets with endless 3 dimensional city, mountain and lake views ​ Grinch Ranch is a 4 season adult only, romantic getaway

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, 126 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, 497 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
A serene view of rolling vineyards at sunset, with the sun setting behind distant mountains. A dirt road leads through the vineyards, and Okanagan Lake is visible in the background, reflecting the warm hues of the sky.
Cottage in Naramata
4.97 out of 5 average rating, 291 reviews

Chardonnay Studio

In the heart of Naramata Bench, Chardonnay Studio has been hosting guests since 2019. This contemporary retreat is a 550 sq.ft. stand-alone space that boasts a stunning view of nearby vineyards, mountains and Okanagan Lake. Located just off Naramata Road, it is a short stroll or drive from numerous wineries, Naramata village, swimming beaches and KVR walking & biking trail.

Popular amenities for Olalla holiday rentals

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