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, 165 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

4.95 out of 5 average rating, 325 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 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

4.97 out of 5 average rating, 121 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 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, 40 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 favorite

The exterior of a two-story home is set amidst tall trees and lush greenery. A spacious deck extends from the upper floor, providing a view over the manicured lawn. Various shrubs and plants frame the property, enhancing the natural setting.

Apartment in Cawston

4.88 out of 5 average rating, 90 reviews

Okanagan/ Similkimeen Private Apartment Farm Stay

If you're looking for a rustic farm retreat, you've found the right place. We're renting out our private apartment suite located on the main floor of our home. The property is located in a beautiful little town called Cawston which is known for its abundance of fruit trees and wineries that are nestled in a valley between rolling mountains. The Similkameen river runs through the town and is only a three to five minute walk from the property. Come on down, we'd love to have you stay with us.

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

4.87 out of 5 average rating, 178 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

A wooden sign for Moonlight Mountain Guesthouse stands prominently by the roadside, featuring a silhouette of a coyote against a backdrop of mountains and a glowing moon. The surrounding area includes gravel landscaping and utility poles, with mountainous terrain rising in the distance.

Cottage in Hedley

4.91 out of 5 average rating, 278 reviews

Moonlight Mountain Guest House

Cozy little guest house located in the beautiful mountains of Hedley, B.C. It has a full kitchen with all the basics. Living room , Dining area, 2 bedrooms , Bathroom with tub , Washer & dryer & a small patio. We also have Wi-Fi. Parking out front. There is a t.v. with dvd’s and no cable or satellite. Max 4 people unless the 5th is a child. Please let us know if you are wanting to bring a pet with you with details. Your pet may not be accepted at time of booking, thank you.

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

5 out of 5 average rating, 104 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.

Guest favorite

A hot tub is positioned on a wooden deck, overlooking a vast landscape of rolling hills and grazing cattle. The surrounding mountains are visible in the distance, framed by patches of greenery and open fields.

Home in Olalla

4.87 out of 5 average rating, 122 reviews

Wildlife Haven: Hot Tub & Epic Views!

Unwind in this expansive 3-story, 4,000 sqft escape, nestled on 300 acres of wilderness! Relax in the hot tub under a canopy of stars, watching mountain goats, marmots, beavers, blue herons, eagles, coyotes, deer, and birds. Enjoy 3 full baths, huge deck with 3 patio sets, and breathtaking scenery. Sip wine at nearby wineries (5-10 min), tee off at Twin Lakes Golf Course (7 min), or Penticton Beach (20 min). No adult parties. No loud music. Ask us if more then 12 guests.

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, 186 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

4.95 out of 5 average rating, 104 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 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, 583 reviews

2 Bdrm Suite near River

The perfect spot to explore the Okanagan from at any time of year! Private 700 sqft, two bedroom suite in a quiet rural subdivision. In front of the property is a peach orchard, a hayfield with an equestian centre down the road. The river and a great swim spot is just a short walk. 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.