Vacation rentals in Olalla

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Top-rated vacation rentals in Olalla

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

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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, 261 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. Bbq is for cooking

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
4.99 out of 5 average rating, 213 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 charming hobbit-style home is nestled among lush greenery, featuring a round door and windows framed in soft light. The thatched roof blends harmoniously with the surrounding nature, while subtle outdoor lighting guides the pathway leading to a cozy fire pit.
Earthen home in Kootenay Boundary
4.95 out of 5 average rating, 66 reviews

The Second Breakfast Hideaway

Second Breakfast Hideaway is your own little slice of Middle-earth. This cozy, halfling-inspired retreat offers a charming escape with its round door, rustic details & cozy, nature-filled surroundings. Whether you’re an Hobbitier at heart or just seeking peace, this enchanting whimsical hideaway is the place for you. It’s the perfect spot enjoy a second breakfast or curl up by the fire. Located just minutes from local attractions, it's the ideal place to unwind and embrace your inner halfling.

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
4.94 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!

Top guest favorite
A modern gray sofa is positioned against a neutral wall, adorned with decorative pillows in soft tones. A round coffee table sits in front, featuring a woven tray and a vase of fresh flowers. Two framed abstract artworks are hung above the couch.
Guest suite in Okanagan-Similkameen
5.0 out of 5 average rating, 110 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.

Top guest favorite
Home in Summerland
5.0 out of 5 average rating, 33 reviews

Peaceful Orchard Retreat

Unwind in this modern purpose-built lake-view suite located on a peaceful cherry orchard in Summerland, BC. Perfect for couples seeking a rural retreat only minutes from award-winning wineries, hiking/biking trails, and the Summerland Golf Club. Unwind in a plush king bed and enjoy beautiful lake and mountain views. The suite features a kitchenette, full bathroom, spacious bedroom, and private covered patio. Part of a new home; while landscaping is underway, your space is private and complete.

Top guest favorite
A cottage nestled on a hillside, surrounded by natural landscapes. The structure features a covered deck with a table and benches, with expansive views of the mountain backdrop and blue skies. The building showcases a neutral exterior and multiple windows for natural light.
Guesthouse in Keremeos
4.98 out of 5 average rating, 46 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.

Top guest favorite
A spacious living area features two large windows framing panoramic views of the lake and mountains. A dining table is positioned nearby, accompanied by four white chairs. Natural light fills the room, creating a bright and open feel.
Home in Kelowna
4.94 out of 5 average rating, 196 reviews

Forest on Lake (A Luxury Studio with 2 Beds)

Hi, it is time to take your family to this 5 acreage forest home away from home. With its own entrance, this beautiful 1 bedroom studio with 2 beds is equipped with a bathroom and a living area. It has killer views of lake and mountains. 10 minutes drive to Summerhill Winery, Yacht Club. Walking distance to popular hiking trails. The 25 minutes’ drive all the way down to downtown is on the lakeshore road, overlooking Okanagan Lake. No full kitchen. No Uber service available

Guest favorite
Two rustic wine barrels are positioned in the foreground, with the vineyard stretching beyond them. The mountainous landscape is visible in the background, partially covered by clouds. A clear sky allows soft light to illuminate the area.
Home in Keremeos
4.92 out of 5 average rating, 38 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

Top guest favorite
Train in Oliver
4.99 out of 5 average rating, 132 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.

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, 161 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
Guest suite in Penticton
4.98 out of 5 average rating, 63 reviews

Tanderra Main Cabin & Sauna - Apex Village

Escape to the charming & modern TANDERRA CABIN, nestled among towering forest trees with stunning views of Apex Mtn Ski Hill. This peaceful retreat offers the perfect mix of nature, adventure & relaxation year-round. After a day on the slopes & trails or visiting Penticton & surrounding area, TANDERRA CABIN & SAUNA is the perfect place to rest, relax & unwind. *please note this cabin has a secondary self-contained lower level suite.

Popular amenities for Olalla vacation rentals