Vacation rentals in Olalla

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Top-rated vacation rentals in Olalla

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Top guest favorite
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 favorite
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.

Guest favorite
The chalet is nestled among tall trees, featuring a spacious deck illuminated by warm outdoor lighting. Snow blankets the ground, and large windows provide glimpses of the inviting interior, while the structure is accented by a distinctive chimney on the roof.
Chalet in Penticton
4.88 out of 5 average rating, 193 reviews

Whitetail Lodge! 6 Bed, HOT TUB @ Apex Mountain

Enjoy the Champagne powder and views of the ski hills from this one of a kind Chalet. This SKI IN & almost SKI OUT home will be the ultimate cabin experience. The Chalet has just gone through an extensive renovation with new furniture. 6 bed 3 bath that sits on a half acre lot which provides tons of privacy on a no through road called Whitetail Road. Beat the heat and drive 30 min to Penticton or Oliver in the summer to the wineries or Lake. This booking will have you coming back for years.

Guest favorite
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 favorite
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 favorite
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 favorite
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 favorite
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, 124 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 favorite
A private deck surrounded by tall Ponderosa pines overlooks Lake Okanagan. Comfortable wicker seating is arranged around a glass table, enhancing the serene setting. A barbecue is situated conveniently nearby, with stunning mountain views in the background.
Guest suite in Peachland
4.98 out of 5 average rating, 333 reviews

The Treehouse Suite

The Tree House Suite Peachland Eagles Nest B&B, a place to fall in love, relax, think and plan. The Tree House suite is 440 sq. ft. and will accommodate 1 to 4 guests. The Treehouse Suite is attached to the main house. It is a totally separate and self-contained suite with a private entrance, private deck, full kitchen and laundry. You open the gate and step onto your private deck with an OMG view south of Lake Okanagan.

Top guest favorite
A charming outdoor area features a wooden deck with seating arrangements and a picnic table, all surrounded by grassy lawns. A pergola provides shade, and the background showcases a clear blue sky with white clouds, enhancing the inviting atmosphere of the space.
Guest suite in Oliver
4.99 out of 5 average rating, 110 reviews

Adorable one bedroom home away from home

The perfect home away from home located within minutes of Oliver and Osoyoos, with ultra comfortable queen bed, a queen pull out sofa bed, full bathroom, and mini kitchenette. Beautiful private, quiet yard with your own access and plenty of parking. If you’re needing a wee break from touring our beautiful areas, we have internet, tv and an outdoor fire pit for you to relax and recharge for your next adventure!

Top guest favorite
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, 493 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 favorite
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, 173 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. 

Popular amenities for Olalla vacation rentals

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