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Holiday rentals with a pool in Osoyoos

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Osoyoos

  • Total holiday rentals

    Explore 40 holiday rentals in Osoyoos

  • Nightly prices starting at

    Osoyoos holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Osoyoos holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Osoyoos rentals

  • 4.9 Average rating

    Osoyoos stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated rentals with a pool in Osoyoos

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 135 reviews

Relax in Luxury at the Cottages

This luxurious, rancher style home features an open concept living space in one of the most convenient locations at the cottages! Enjoy your stay in a comfortable, spacious home with a large living space and large bedrooms. Smart TVs in every room with premium cable & Netflix included! Huge private patio to relax on and a sunroom to enjoy. Two paddle boards included! Beach wagon, beach chairs, beach tent. Less than 1 minute walk to the pool & park, 3 minutes to the beach. Double garage included

Top guest favourite
A serene outdoor space features a swimming pool with a basketball hoop, surrounded by comfortable lounge chairs. The vibrant sunset casts a warm glow over the water, offering expansive views of Okanagan Lake and the distant hills.
Guest suite in West Kelowna
4.99 out of 5 average rating, 102 reviews

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge

Breathtaking lakeview mini-resort with spectacular views from almost every room, Enjoy a complete outdoor kitchen, heated pool with Waterslide( open May long weekend till September 30), traditional outdoor sauna, 6 person+ hot tub (open year around) , indoor infrared sauna, gym, air hockey, ping pong table, COLD PLUNGE foosball table, and trampoline. All bedrooms have king size beds. There are 3 full bathrooms and a laundry room with a washer and dryer. Our home is steps away from wineries.

Guest favourite
An outdoor patio is framed by a pergola adorned with greenery. Comfortable seating is arranged around a dining table, surrounded by planters with vibrant flowers. The grassy area complements the villa's colorful exterior, offering a welcoming space for relaxation and socializing.
Townhouse in Osoyoos
4.95 out of 5 average rating, 20 reviews

Lakefront Villa - Your Perfect Vacation!

This beautiful 2 bedroom/2 bathroom 925sqft ground floor villa is located lakeshore in Osoyoos, BC with prestige golf courses & BC’s best wine region close by. The villa is an easily accessible ground floor townhouse with direct lake access & ample outdoor living space. With central A/C, heated pool, hot tub, fitness center, private dock & sandy beach, there truly is something for everyone! Fully equipped kitchen & laundry with cable & internet incl. Summer Rental (Sat-Sat) Off Season (flex)

Superhost
Guest suite in Osoyoos
5.0 out of 5 average rating, 4 reviews

Lake view terrace with pool

Take it easy at this unique and tranquil getaway.Our one bedroom suite is a perfect blend of calm and comfort - on the top of richter pass , only 7 min from osoyoos . Sweeping views to give you that perfect get away while your visiting the okanagan for wine tours , play , or just time away ! This is a basement suite in our home . There is beautiful chaise lounges , ample seating areas , fire table , outdoor eating area and feel free to hike the property . There are yoga mats in the suite

Top guest favourite
A modern outdoor area features a solar-heated infinity pool surrounded by lounging chairs. A shaded seating area with comfortable furniture and elegant drapes is visible. Scenic views of the surrounding landscape are complemented by greenery in the background.
Guest house in Penticton
5.0 out of 5 average rating, 35 reviews

Wine with a View

We are delighted to share with you our little piece of heaven. Spectacular views of Okanagan Lake and rolling vineyards from your own balcony. Tastefully decorated with modern furniture, art work and luxurious bedding. Little extras include fireplace, king size bed, AC and plush robes. Shared outdoor solar heated infinity pool available seasonally. Located between Penticton and Naramata close to the KVR bike trail. Complimentary bottle of wine on arrival. Enjoy your "Wine with a View".

Guest favourite
Townhouse in Osoyoos
4.92 out of 5 average rating, 13 reviews

This is the life! 3 bedroom lakefront condo

Family friendly unit max 4 adults and 3 children. No smoking, no pets, no events or parties. Fully updated top floor 2 level unit has stunning lake and mountain views, fully equipped kitchen, in-suite laundry, free on-site parking. Family friendly heated seasonal pool and hot-tub. Fitness room on-site. Located close to all the best restaurants and wineries the area has to offer. Access to private pier and cross the street for beach access. Business Licence: 3918. Registration H947609544

Top guest favourite
The cottage exterior showcases a modern design with a red and white color scheme. A spacious covered seating area features white chairs and an umbrella, surrounded by landscaped greenery. Clear skies and fluffy clouds provide a bright backdrop to this welcoming retreat.
Cottage in Oliver
4.89 out of 5 average rating, 44 reviews

Cozy, Modern Cottage on the Lake in Wine District

Escape from the city or your regular busy routine to our bright, cozy, modern cottage, 15 minutes in between Oliver and Osoyoos. One level , two bedroom & bathroom that combines kitchen and living area in one space. A large covered sun room with dining area leads to an open outdoor patio equipped with comfortable seating, BBQ and propane powered fire table for enjoying outdoor evening meals and local wine. Our cottage should have everything you need to feel like a home away from home.

Guest favourite
Cabin in Osoyoos
5.0 out of 5 average rating, 6 reviews

Osoyoos Cottage - Snowbirds Welcome!

Our beautiful cottage, Blue Meadow, is just steps to pools, hot tubs and private lake front. Enjoy year-round activities and attractions such as wineries, restaurants, golf, Area 27, hiking, biking, water sports, winter sports, horseback riding and more. Or sit back, relax and take that nap or read that book. Whatever type of vacation you are looking for, we are here to make your stay memorable and fun. Bring the whole family and friends as well, with lots of room for everyone!

Guest favourite
The exterior of the cottage features a charming gray façade complemented by a vibrant yellow garage door. Large windows are positioned symmetrically, allowing natural light to illuminate the interior. A clear driveway leads to the garage, enhancing the inviting appearance of the property.
Cottage in Osoyoos
4.93 out of 5 average rating, 43 reviews

The "B" Hive Cottage #56

Beautiful 5 bedrm 3.5 bath Cottage. A minutes walk to the community’s outdoor pools and hot tubs, gym, playgrounds and the beach! Take full advantage of the surroundings and sunshine. Wake up and enjoy your coffee or take a morning stroll through landscaped grounds. Explore one of many local wineries, golf courses. Spend your days soaking up the sunshine down at the resorts sandy beach. The B-Hive cottage has something for everyone! Boot slip, golf cart available for rental

Top guest favourite
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.

Top guest favourite
A glass table is set outside, showcasing two empty wine glasses beside a bottle. The backdrop reveals a serene lake view, framed by lush green trees and a manicured lawn. The horizon features gentle hills under a clear blue sky.
Home in Osoyoos
4.93 out of 5 average rating, 30 reviews

Casa Del Mila Oro Resort - Lakefront Townhouse #107

The patio has views that over-look the lake. Home offers 1600 sq. ft. of living space, with three-bedroom, 2.5 bathroom, secure garage, and one reserved parking stall. Enjoy beautiful lake views with 300 feet of private swimmable sandy beachfront. Boat moorage available at your doorstep for a fee, subject to advance booking & availability. Posted rates from October through April are based on 1 or 2 guests. Additional guest are welcome for a fee.

Top guest favourite
Guest house in Oliver
4.96 out of 5 average rating, 46 reviews

Cozy Stay in Wine Country

Welcome to your relaxing retreat in the heart of Canada’s wine country! SoOak Cottage is Nestled in Oliver, this cozy stay offers the perfect blend of comfort and adventure. Steps from award-winning wineries and two world-class golf courses, it’s ideal for couples. Enjoy a private hot tub, fire pit, and access to a shared pool and Putting Green. Whether you’re sipping local wine or teeing off in the sun, your perfect getaway starts here.

Popular amenities for Osoyoos rentals with a pool

When is the best time to visit Osoyoos?

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Avg. price$185 SGD$142 SGD$160 SGD$179 SGD$231 SGD$263 SGD$324 SGD$317 SGD$246 SGD$182 SGD$248 SGD$249 SGD
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