
Holiday houses in Olalla
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Top-rated holiday rentals in Olalla
Guests agree: these stays are highly rated for location, cleanliness and more.

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!
4.99 out of 5 average rating, 217 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!
4.95 out of 5 average rating, 227 reviews
Beautiful Skaha Lake View Studio
Welcome to your perfect getaway in the heart of the Okanagan Valley This new, stylish studio offers a spectacular unobstructed 180-degree view of Skaha Lake, surrounding mountains, and vineyard. The large studio is modern in design and decor, has a king sized bed, sitting area, well equipped kitchenette.and a large private outdoor living space. Whether you're enjoying your morning coffee or unwinding with a glass of local wine on your patio in the evening, this view will leave you in awe.
5.0 out of 5 average rating, 112 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.
4.98 out of 5 average rating, 51 reviews
LOOR-U-INN 7Bedroom/Luxury cedar Log Home+Hot tub
Come Escape to this one of kind luxury Cedar Log Home on Apex Mountain Ski Resort. LOOR-U-IN will surely not disappoint. This 4000 sq foot ,7 Bed 3 Bath has everything you can think of for an amazing, relaxing vacation. Loor-U-Inn is close to downhill runs, cross country and snowshoe trails, skate rink, toboggan hill, tube park and the Village. Weather you are shooting pool upstairs in the loft or getting your Apre's on in the hot tub this home will have you coming back year after year.
4.93 out of 5 average rating, 119 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. You must be 24 or older and the person booking. 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.
4.91 out of 5 average rating, 337 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.
4.98 out of 5 average rating, 206 reviews
Similkameen Sunset Suite
Brand-new 2-bedroom suite on a peaceful riverfront orchard with beautiful mountain views. Enjoy nearby walking trails, great river swimming spots, and easy access to local lakes, wineries, fruit stands, and more. You’re also just a short drive from both Apex and Mount Baldy ski hills. The suite includes a heat pump and AC for year-round comfort. It’s still new and kept simple - minimal décor, but fully equipped with TV and Wi-Fi. Clean, comfortable, and perfect for a relaxing stay.
4.82 out of 5 average rating, 33 reviews
Bold Reserve – Herrera Vineyard Estate Home
Welcome to Casa De Hererra guest house! This inviting family home sits in the middle of a Vineyard. A great space to get together! Just minutes from local wineries, restaurants, cideries, fruit stands, scenic walking trails. Enjoy wine tastings, outdoor activities, and fantastic dining options! The property is shared with a second vacation home, separated by a large courtyard to ensure each guests privacy. For package rental options go to: airbnb.ca/h/hererrapackage
4.93 out of 5 average rating, 44 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.
4.99 out of 5 average rating, 137 reviews
2 Bedroom Suite with privacy and amazing views
Luxurious single floor unit, 1350 sq ft, 2 large bedrooms, first with queen bed, & 3 piece ensuite , second with king bed, 4 piece common bathroom. Kitchenette includes island w/seating. Living room has ample seating, large tv. Very large covered deck with amazing views of lake and mountains, bbq, dining and lounge seating. Laundry. Ample parking on same level. EV hookups available. Numerous recreational activities and multiple wineries within 10 minutes.
4.96 out of 5 average rating, 79 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.
4.99 out of 5 average rating, 190 reviewsPopular amenities for Olalla holiday rentals
Other great holiday rentals in Olalla

The Second Breakfast Hideaway
4.96 out of 5 average rating, 72 reviews
Sunshine Lakehouse on Skaha, Penticton
4.97 out of 5 average rating, 59 reviews
Orchardside Cabin
4.84 out of 5 average rating, 73 reviews
Oliver Oasis, Cab Franc: great swim spa & views!
4.99 out of 5 average rating, 72 reviews
Peaceful Orchard Retreat
5.0 out of 5 average rating, 35 reviews
Wine with a View
5.0 out of 5 average rating, 37 reviews
Beautiful waterfront property on Skaha Lake
4.92 out of 5 average rating, 61 reviews
Private Lakefront Beach House off Naramata Bench
4.98 out of 5 average rating, 89 reviewsDestinations to explore
- Okanagan Lake
- Apex Mountain Resort
- CedarCreek Estate Winery
- Mt. Boucherie Estate Winery - West Kelowna
- Boyce-Gyro Beach Park
- Knox Mountain Park
- Mission Creek Regional Park
- Mission Hill Family Estate Winery
- Baldy Mountain Resort
- Tantalus Vineyards
- Quails' Gate Estate Winery
- Kelowna Downtown Ymca
- Skaha Lake Park
- Waterfront Park
- Kelowna City Park
- Rotary Beach Park
- Scandia Golf & Games
- Black Mountain Golf Club
- Burrowing Owl Estate Winery
- Stuart Park





