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 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, 210 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!

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 E / West Bo*
4.95 out of 5 average rating, 59 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 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, 260 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 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, 215 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
Home in Summerland
5 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, 43 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 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, 327 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.

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, 135 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 frozen lake is framed by snow-dusted hills and dense evergreen trees. The still water reflects the surrounding landscape, while a prominent tree stump in the foreground adds depth to the scene. A soft overcast sky provides gentle lighting.
Cabin in Penticton
4.93 out of 5 average rating, 117 reviews

Peace in the Trees

Take it easy at this unique and tranquil getaway. No cell phone service so you can really disconnect. Go for a hike, or snowshoe just outside the door. If you feel adventurous take a drive to the wineries minutes away, or up to Apex ski hill 21 km away. If you are visiting during winter months, good winter tires are recommended. Are driveway is plowed and sanded. Sleep peacefully among the treetops in this private suite 20 minutes from Penticton BC, the city of beaches.

Top guest favorite
Train in Oliver, BC V0H 1T5 Canada
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
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, 187 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. 

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