Vacation rentals in Olalla

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Olalla

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

0 of 0 items showing

1 of 3 pages

Guest favorite

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, 129 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 favorite

A vibrant palm tree is positioned beside a spacious swimming pool, reflecting the clear blue sky above. Lush greenery lines the perimeter of the pool area, with mountains visible in the background, creating a serene outdoor environment for relaxation.

Tiny home in Penticton

4.95 out of 5 average rating, 150 reviews

'Suite Skaha Retreat' Modern Pool House (licensed)

This self contained, modern, renovated 'pool house' is a city inspected, licensed (#00112755) suite that offers a private setting, beautiful landscaping, including a real palm tree,🌴 pool and many sitting areas to enjoy the property. Located steps from Skaha Lake, below Skaha Bluffs Provincial Park and walking distance to Painted Rock Winery. Enjoy our kayaks and SUPs as well as a shed to lock your bikes/gear. Here's your opportunity to enjoy the Okanagan lifestyle and all it has to offer.

Superhost

The kitchen and living area feature a blend of wooden cabinetry and modern appliances. A dining table with green placemats is positioned beside the kitchen, while a comfortable seating area includes a couch facing a television. Natural light fills the space from nearby windows.

Bungalow in Oliver

4.72 out of 5 average rating, 309 reviews

Private Bungalow with yard

Unattached bungalow, in Okanogan wine country, on the "Golden Mile". Ten minutes from Osoyoos lake, 40 Minutes from Mt Baldy Ski Resort, 2 minutes to the new Formula Race track, adjacent to the CPR hike and bike trails along the Okanogan river channel. This newly renovated bungalow is located on the property of a working, family farm. (Friendly farm cats and dog may pay a visit!) Secluded, but only 7 minutes from the heart of downtown Oliver. A private lawn, patio and plenty of parking!

Top guest favorite

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, 51 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 favorite

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, 228 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

Top guest favorite

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, 110 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.

Top guest favorite

A charming outdoor area is illuminated by warm string lights, casting a gentle glow over the space. Surrounding trees and flowering plants add a natural ambiance against the twilight sky, with the cozy silhouette of the caboose visible nearby.

Train in Oliver, BC V0H 1T5 Canada

4.99 out of 5 average rating, 105 reviews

Runaway Express Coach

Our little caboose seems to have escaped the Kettle Valley Rail Line; offering a slice of peaceful, mountain retreat. The passengers whistle with pleasure as they rest in the queen size luxury bed. Tucked away amongst the rocks, pines and burbling creek; the cute woodstove brings it together as a cozy place for dreaming. In the past two years the railroad tycoons staying here have always rated us 5 stars on cleanliness. Includes business ready wifi speeds of 350 mbps.

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, 588 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 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

4.95 out of 5 average rating, 110 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 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, 102 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, 485 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.

Cottage in Cawston

4.99 out of 5 average rating, 171 reviews

Osprey Studio House 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.