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Guesthouse holiday rentals in Okanagan-Similkameen

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Top-rated Guesthouses in Okanagan-Similkameen

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
A vibrant vineyard stretches across the foreground, with neatly arranged green vines. In the distance, rolling hills and a blue sky with soft clouds are visible. A modern red and white structure is situated to the left, alongside a wooden deck that offers outdoor space.
Guesthouse in Summerland
4.93 out of 5 average rating, 164 reviews

Little house in the vineyard (upgraded in size)

Nested in a private vineyard a few steps away from local wineries and a short drive to the most beautiful beach of the Okanagan, the Little house in the vineyard offers partial view of the Okanagan Lake. This tiny living space provides impressive comfort, a lot of privacy and natural light as well as a breath taking million dollar view, that will for sure make your experience unforgettable. Located in Summerland, BC, it is also close to a great golf course, and amazing biking and hiking trails.

Top Guest favourite
A cozy outdoor space is illuminated by string lights, showcasing two red Adirondack chairs positioned around a stone fire pit. In the background, the newly renovated cottage is visible, framed by lush greenery and a spacious lawn, perfect for relaxation and gatherings.
Guesthouse in Naramata
4.99 out of 5 average rating, 83 reviews

Black Dog Cottage - Beautiful 2BR Guest House

This newly renovated 2 bedroom cottage sits on a private 2.5 acre property on the coveted Naramata Bench. In the middle of wine country it is situated perfectly just minutes drive to the quaint village of Naramata or a 15 minute drive into the bustling resort town of Penticton. Beautiful sandy beaches, award winning wineries and restaurants, the world famous Kettle Valley Railway bikeway and hiking trails are all within a moments reach of the cottage. Enjoy all the sunny Okanagan has to offer.

Guest favourite
A spacious bedroom features a comfortable queen bed with a colorful blanket draped over it. A bedside lamp provides soft lighting, while a wall-mounted TV and decorative plants enhance the ambiance. The room is well-lit, with a doorway leading to an adjoining area.
Guesthouse in West Kelowna
4.84 out of 5 average rating, 208 reviews

The Notorious B.N.B- Wineries/Full Kitchen/Hiking

*FULLY LICENSED ACCOMMODATION within BC’s new short-term rental legislation* Business License #8715 Welcome! We have a cool and spacious suite waiting for your long & short getaways, or a fun weekend with your friends, featured near the best wineries and some good bites. Hiking trails within walking distance (please check for trail closures). A short trip to our beaches & lake! Access to full appliances convenient for long stays! Laundry is kindly reserved for long stay guests (3+ nights)

Top Guest favourite
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
4.97 out of 5 average rating, 32 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 favourite
A cozy sleeping area features a spacious bed dressed with soft linens and decorative pillows. A bench and a tray sit at the foot of the bed. Natural light filters in from a nearby window, illuminating the room's calming decor and wooden accents.
Guesthouse in Penticton
4.96 out of 5 average rating, 188 reviews

Walkable Just Beachy Studio Suite for 2

2020 built, cozy 450sq foot, self contained 2nd Story Studio Suite located in the very popular tourist neighborhood of Penticton. We are fully licensed and compliant with the new BC Regulations on short term rentals. Coastal/Beach themed Couples/Singles retreat 3 blocks (5-10 min) walking distance to Okanagan Lake. Walk to SOEC, Convention, Casino, Community Centre, Farmers Market, Wine Experience Centers, downtown, shopping, Marina, Art Galleries, golfing, lakefront restaurants and more.

Top Guest favourite
A modern living area features a spacious sofa paired with a low wooden coffee table. A large black pendant light illuminates the room. A small dining area with chairs is seen in the background. A decorative plant adds a touch of greenery alongside a cozy rug.
Guesthouse in Penticton
4.96 out of 5 average rating, 112 reviews

Matavuvale - Modern Luxury at Navaka House

Welcome to Navaka House, your modern Okanagan retreat! Nestled among the vineyards and only steps away from local wineries, enjoy a day of touring on the Naramata Bench before satisfying your tastebuds at a local farm to table restaurant. Wind down on your private patio, while taking in the expansive views of a Lake Okanagan sunset. A mere 500 meters from the KVR, consider us your gateway to hiking, biking, climbing, and skiing throughout the year. Did we mention the hot tub...?

Top Guest favourite
A charming guesthouse is nestled within a private yard, surrounded by blooming flowers. Pink rose bushes and white hydrangeas create a colorful landscape, with a gray wooden fence providing a sense of seclusion. The guesthouse features a small window that allows natural light to enter.
Guesthouse in Penticton
4.98 out of 5 average rating, 171 reviews

Private Guesthouse - Close to Town Lic #00112609

Located in a private backyard of a residential home yet far away to provide privacy to our guests. 5 min to KVR trail and walkable distance to Okanagan Lake. Seasonal fully licensed Guesthouse, entirely separate with a private large deck. Renovated with high ceiling and bright light. Wishing to get away from the hustle and bustle of the city and yet be an easy walk to downtown, coffee shops, trails and also the lovely beaches Little Casa is right for you. Self check-in door lock

Top Guest favourite
A charming carriage house is set against a bright blue sky, featuring a private patio area shaded by a vibrant blue umbrella. Lush greenery and colorful landscaping surround the entrance, accented by a welcoming porch area with outdoor seating.
Guesthouse in Penticton
4.95 out of 5 average rating, 221 reviews

Getaway Carriage House - Great Location! Private!

Your own private little paradise! This place is completely self contained with its own fenced area, private patio and a designated personal parking space. You'll love the quiet neighbourhood and proximity to the downtown restaurants and amenities. The patio has a shade umbrella and is a perfect place to enjoy a cup of our Keurig coffee on a sunny morning! This place is perfect for business trips, solo adventures or a couples romantic getaway. We look forward to hosting you!

Top Guest favourite
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, 115 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 favourite
A well-lit studio space features a Queen bed with neutral bedding, accompanied by two comfortable chairs and a small table. A flat-screen TV is mounted on the wall. Large sliding glass doors open to a private patio area, allowing natural light to fill the room.
Guesthouse in Summerland
4.96 out of 5 average rating, 167 reviews

Quail Crossing-Summerland Guest House/Studio

This guest house features: a Queen Bed with duvet, flat screen TV, great free WIFI, Washer/Dryer in unit, walk in shower, 12x10 patio for your use with mountain views, AC, outdoor electric grill, mini fridge, microwave, Keurig Coffee maker, and other small appliances. Please note that we do live on the property with our 3 young children; you may see or hear them outside. We also have chickens and a dog on the property. Short Term rental license #6148

Top Guest favourite
A tree-lined path is bordered by vibrant greenery and blooming flowers, including clusters of white hydrangeas. The gravel walkway leads towards a view of distant hills under a clear sky, creating a serene and inviting atmosphere.
Guesthouse in Summerland
4.95 out of 5 average rating, 143 reviews

Sparrows Nest

Welcome to “The Sparrows Nest” your vacation home away from home. Our home is located in Trout Creek, a 5 minute drive from the center of Summerland, 15 minutes to Penticton. The unit sleeps up to 5 people. We want to make your stay as relaxing and enjoyable as possible but we ask for quiet time after 11 PM. This 2 level studio has a spacious living area with sofa plus sofa-bed, kitchenette, 1 bathroom and 2 raised lofts with queen size beds.

Top Guest favourite
A modern living area is highlighted by large windows allowing ample natural light. A comfortable green sectional sofa faces a sleek coffee table, while a colorful flower arrangement welcomes guests on the kitchen counter. A cozy atmosphere is enhanced by neutral decor and wood accents.
Guesthouse in Penticton
4.99 out of 5 average rating, 118 reviews

Central Location- 2 Bedroom Carriage Home

Our modern guest home is located centrally in Penticton. We are right in the middle of town- a short 5 minute drive to Okanagan Lake and 10 minute drive to Skaha Lake. Groceries and restaurants are nearby. In this new apartment style carriage home we have everything you will need to enjoy your stay in Penticton whether your are here for work or play! License # 00114043

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