Guesthouse vacation rentals in Okanagan-Similkameen

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.

Family · Value · Getting around

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.

Family · Location · Hospitality

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.

Location · Value · Laundry

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:)

Value · Location · Outdoor spaces

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.

Location · Value · Walkability

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...?

Value · Family · Air conditioning

Playlist Lavender Farm & Orchard Lakeview Getaway

This private guesthouse is designed to capture the spirit and heart of Naramata life. This 3 acre oasis is a short stroll to the heart of the village, close to wineries, and surrounded by our orchard and lavender fields. With floor to ceiling windows, the suite has spectacular views of the lake and of the neighbouring vineyard. Privacy and modern luxury are the main goals here. Guests rave about the eco cedar hot tub, private decks, and modern amenities. It is the perfect get away!

Location · Value · Parking

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

Family · Location · Sleep quality

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.

Location · Accuracy · Pool

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.

Location · Value · Bathroom

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

Family · Value · Amenities

Grape Escape Guest Cottage

We have a valid business with the District of Summerland. Photo of licence on this listing. *** Soak up the charm and mountain views from cottage in the vineyard. Hot tub for your use only. New hot for 2026. The cottage has everything you need just bring food and drinks and relax. Driveway is paved.

Value · Location · Check-in