Guesthouse vacation rentals in Okanagan-Similkameen

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Okanagan-Similkameen

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

1 of 1 pages1 / 1

Top guest favorite

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

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.

LocationValueCleanliness

4.93 out of 5 average rating, 182 reviews

Top guest favorite

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

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.

LocationFamilyBackyard

4.99 out of 5 average rating, 102 reviews

Guest favorite

The exterior of a newly constructed vacation rental is portrayed, featuring a modern design with a mix of smooth and corrugated metal siding. Warm lighting illuminates the building, highlighting the geometric shapes and multiple windows, while a wooden staircase provides access to the entrance.

Guesthouse in Penticton

Blue Door Loft. A modern studio in Penticton.

*COVID 19 precautions being taken with enhanced cleaning protocols. Brand new purpose built vacation rental. Quartz counters and stainless appliances. Plenty of light and privacy from the many strategically placed windows. 55” tv (Netflix, YouTube, ROKU, etc) and an 8 foot daybed/nook in the great room to watch it from. Loft style bedroom overlooks the living room and entry. Great views of the mountains on both sides of the city. Heated floors and multiple shower heads in the bathroom.

ValueLocationSleep quality

4.92 out of 5 average rating, 102 reviews

Top guest favorite

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

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

*FULLY LICENSED ACCOMMODATION within BC’s new short-term rental legislation* Business License #8715 Provincial registration: PM090685270 Welcome! Enjoy our spacious suite for your fun trip with family and friends, featured near the best wineries and some good bites. Some 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 our long stay guests (3+ nights)

LocationFamilyNearby

4.85 out of 5 average rating, 257 reviews

Top guest favorite

A modern kitchen features white cabinetry and stainless steel appliances. A large island with a marble countertop is set with four plates, wine glasses, and cutlery. Natural light filters through a window above the sink, illuminating the inviting space.

Guesthouse in Penticton

2 BDRM Guest House by Kings Park SOEC Beach Eatery

Come and see why everyone loves our location. Our carriage house is just a minutes walk to the Events Centre, Okanagen Beach(15-20mins walk), breweries and restaurants. You will enjoy sitting on the balcony and watching the sunset or small planes arriving occasionally. Feel free to have a Bbq/play music relax. You will have 2 private bedrooms with brand new, premium queen mattresses. The kitchen is large and well appointed for any cooking you may desire. We also have a brand new wash/dryer.

LocationValueIndoor spaces

4.97 out of 5 average rating, 109 reviews

Top guest favorite

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

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.

LocationValueAccuracy

4.96 out of 5 average rating, 213 reviews

Guest favorite

A bright living room is highlighted by a large bay window offering scenic views. Various seating options, including stylish chairs and a cozy ottoman, are arranged around a central coffee table. Decorative plants and artwork add character to the space.

Guesthouse in West Kelowna

Lake View Vista Meets STR rules

H642230391 Enjoy a glass of wine while you look out the large bay window to this stunning lake and vineyard view. This BRAND NEW guest house with vaulted ceilings completely separate from our home centrally located for your holiday to wine country. Located within 5 Mins to tons of local wineries (Mount Boucherie, Volcanic Hills, Hatch, Quails gate, Mission Hill and Frind to name a few) Gellatly, Kalamoir Beach 6 mins away and downtown Kelowna 10 minutes to all the action! Book with us:)

ValueFamilyComfort

4.95 out of 5 average rating, 107 reviews

Guest favorite

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

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...?

ValueLocationCheckout

4.95 out of 5 average rating, 122 reviews

Top guest favorite

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

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

LocationValueCleanliness

4.98 out of 5 average rating, 191 reviews

Top guest favorite

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

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

ValueFamilyCondition

4.96 out of 5 average rating, 184 reviews

Top guest favorite

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

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.

FamilyLocationSleep quality

4.95 out of 5 average rating, 152 reviews

Top guest favorite

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

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

FamilyLocationTV

4.99 out of 5 average rating, 142 reviews