Vacation rentals with a pool in Osoyoos

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Osoyoos

  • Total vacation rentals

    Explore 40 vacation rentals in Osoyoos

  • Nightly prices starting at

    Osoyoos vacation rentals start at G$6,275 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,270 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Osoyoos vacation rentals include wi-fi 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 favorite
Cottage in Osoyoos
4.97 out of 5 average rating, 133 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 favorite
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, 100 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.

Top guest favorite
A refreshing pool is surrounded by a clean patio area, featuring two lounge chairs positioned for relaxation. A bright pink flamingo float sits in the water, adding a pop of color. Lush greenery and potted plants provide a tranquil atmosphere.
Home in Osoyoos
4.94 out of 5 average rating, 50 reviews

Beautiful, Private Home with Pool and Hot tub

Private Vacation Haven, Resort Style Home Just steps away from Osoyoos Golf Course, Fairwinds Guest Suite is a brand new walk out featuring two luxurious queen bedrooms, each with it's own private ensuite. This beautiful vacation home boasts a pool, hot tub, full kitchen, living room, gym and walkout patio with bbq. Perfect choice for: -Golf Adventures -Wine Tours -Beach & Boat Lovers -Ladies Retreats -Romantic Getaways -Adventure Activities Owners live upstairs in a fully separate space.

Top guest favorite
Cabin in Osoyoos
5.0 out of 5 average rating, 24 reviews

Osoyoos Lake View | 2BR Hot Tub Retreat

🌅 Your Private Mountain Retreat with Breathtaking Views Wake up to pastel sunrises over Osoyoos Lake, slip into your private hot tub as a billion stars appear overhead, and drift off knowing you have 3 gated acres of complete privacy. This is the mountain escape couples and families dream about—peaceful, romantic, and just minutes from everything Osoyoos and wine country have to offer. You're tucked away in the mountains—far enough to feel truly secluded, yet just 20 minutes from Osoyoos.

Superhost
Guest suite in Osoyoos
5.0 out of 5 average rating, 3 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 favorite
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.
Guesthouse in Penticton
5.0 out of 5 average rating, 33 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 favorite
The cabin features a rustic wooden exterior with a covered porch. A circular fire pit made of natural stones is surrounded by log seating. Lush, green grass and trees provide a serene outdoor setting adjacent to the cabin.
Cabin in Rock Creek
4.82 out of 5 average rating, 255 reviews

Paradise on the River Cabin Retreat -Seasonal Pool

Plenty of space to explore, enjoy, and relax. You can raft down the river, enjoy the pool, trampoline, barbeque, have a campfire, play games. Golfing is located across the street. Close to the Trans Canada Trail. Covid safe, special cleaning procedures in place, social distancing, no contact check-in process. If you'd like to book a longer stay there is a weekly special 15 % off, monthly special 40% off. 11 acres of amazing views, and fresh air make this truly a paradise by the river.

Guest favorite
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!

Top guest favorite
Train in Oliver
4.99 out of 5 average rating, 128 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 favorite
A heated swim spa is surrounded by expansive views of hills and vineyards under a clear blue sky. The spa's spacious pool area features a shimmering surface, inviting guests to enjoy relaxation while basking in the tranquility of the picturesque landscape.
Home in Osoyoos
4.98 out of 5 average rating, 66 reviews

Oliver Oasis, Cab Franc: great swim spa & views!

Welcome to your home in the heart of Wine Country! Enjoy a dip in the heated 16-person swim spa, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -completely renovated, with amazing outdoor patio overlooking vineyards -smart TVs in all 5 bedrooms -in-home gym to work off those wine calories -pool table for hanging with friends and family *Per regulations, this property is registered in BC

Top guest favorite
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 favorite
Guesthouse in Oliver
4.95 out of 5 average rating, 44 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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$30,537 GYDG$23,425 GYDG$26,354 GYDG$29,491 GYDG$38,066 GYDG$43,295 GYDG$53,335 GYDG$52,289 GYDG$40,576 GYDG$29,909 GYDG$40,785 GYDG$40,995 GYD
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