Vacation rentals with a pool in Osoyoos

Find and book unique homes with a pool on Airbnb

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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The exterior of the cottage is presented, showcasing a two-story design with green siding and a prominent yellow garage door. A welcoming bench is positioned near the entrance, and neatly landscaped gravel pathways lead to the front door, framed by grassy areas.
Home in Osoyoos
5 out of 5 average rating, 3 reviews

The Acorn Squash Cottage #59

The Acorn Squash Cottage is a luxurious 2800sqft 4 bedroom / 2.5 bath home located at the Osoyoos Cottages steps from the beach and pool. Enjoy the resort facilities while reading a book or having your morning coffee. Amazing green spaces with strolling pathways to explore. Beautiful beach with swimming area. Spend the evening down at the beach and enjoy smores around one of the fire pits. Wineries and fruit stands nearby. Large common pool area, 2 hot tubs, clubhouse & gym Full access to garage

Top guest favorite
A multi-story condominium complex is presented against a backdrop of rolling mountains and a clear blue sky. The expansive view reveals Okanagan Lake shimmering in the distance, surrounded by vibrant trees showcasing autumn colors.
Condo in West Kelowna
4.97 out of 5 average rating, 129 reviews

West Kelowna HotTub Save$ w/4 Nights, Chk-In 1-8pm

Your semi-rural area REQUIRES A VEHICLE! (There's lots to see and do!) BONUS...Your underground parking is *FREE!* Enjoy LAKE & MOUNTAIN VIEWS and *FREE* AMENITIES like.. *POOL *HOT TUB *GYM *PUTTING GREEN *BASKETBALL *TENNIS *BADMINTON *FOOSBALL *PICKLEBALL *PING PONG You'll be staying at Copper Sky Resort-style Condos located in the centre of the Okanagan Valley.  A vehicle is a MUST so you can really enjoy the Okanagan; like the locals! Your hosts, Robert & Sandi, WELCOME YOU!

Top guest favorite
Cottage in Osoyoos
4.97 out of 5 average rating, 117 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

Guest favorite
A cozy living area features a stone fireplace with a glowing fire and a mounted television displaying the flames. A wicker chair sits next to a wooden coffee table, while a rustic side table complements the space.
Condo in Kelowna
4.88 out of 5 average rating, 133 reviews

323 Snowghost Inn

THIS CONDO IS NOT IN KELOWNA. IT IS AT BIG WHITE SKI RESORT. Top floor, cozy, comfortable one bedroom suite within eyesight of Big White Ski Hill, Village center. Very comfortable Futon fold down couch in living room. 43 and 38 inch tv’s. All amenities in kitchen, including tassimo coffee machine. Three inch thick feather bed on futon for comfort. Ski locker fifteen feet from ski run. Indoor Hot tub and swimming pool, pool table, foos ball table….and universal gym! See pics.

Guest favorite
A modern living area is displayed, featuring a flat-screen television mounted above a stylish linear electric fireplace. The large window provides a panoramic view of the surrounding landscape, showcasing the hills and water beyond. Natural light brightens the space, creating a welcoming ambiance.
Apartment in Westbank
4.91 out of 5 average rating, 129 reviews

Gorgeous Lake & Mountain views -

Our place is the ONLY one bedroom corner-unit with wrap-around balcony and amazing view on Airbnb, and you've found it! We overlook the clubhouse on the 3rd floor, so you will NOT have other units looking in on you, and the view is UNOBSTRUCTED! Extra large deck, with bbq, dining table and chairs, outdoor couch. The Clubhouse has 2 pools, gym,, pool table/ pingpong, tennis, badminton, pickleball, oversized chess, and putting green. Pools are typically open mid-May to end of Sept.

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, 237 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.

Top guest favorite
A charming outdoor area is illuminated by warm string lights, casting a gentle glow over the space. Surrounding trees and flowering plants add a natural ambiance against the twilight sky, with the cozy silhouette of the caboose visible nearby.
Train in Oliver, BC V0H 1T5 Canada
4.99 out of 5 average rating, 113 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 spacious living and dining area features a light-colored sectional sofa draped with a warm throw. A large wooden dining table surrounded by white chairs and black accent chairs is complemented by woven pendant lights above. Bright natural light streams through double doors.
Home in Osoyoos
4.98 out of 5 average rating, 48 reviews

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

New listing! 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
Cottage in Osoyoos
5 out of 5 average rating, 55 reviews

3BR Cottage on Osoyoos Lake w/ Pool + Hot Tub.

Enjoy a relaxing stay at one of the best locations at The Cottages just steps away from Osoyoos Lake! Drink your morning coffee and evening wine in the beautiful sunroom or spread out in the open concept kitchen and living area. Take full advantage of the nearby private beach, clubhouse, pool, hot tubs and gym. Located 15 mins outside of Osoyoos and just minutes to some of Canada's best wineries surrounding nearby Oliver, you're sure to make lasting memories.

Top guest favorite
The outdoor pool area is surrounded by lounge chairs and features a curved design. The backdrop includes several orange-hued buildings with balconies, and landscaped greenery enhances the setting. The tranquil pool reflects the sky and offers a relaxing atmosphere for guests.
Apartment in Osoyoos
4.91 out of 5 average rating, 44 reviews

Osoyoos lakefront paradise

Bring the whole family to this great place with lots of room for fun. 1383 sq. ft. top floor elevator access condo. Stunning lake and mountain views, three bedrooms, two bathrooms, two patios, in suite laundry, 10' ceilings, A/C, Internet, Optic Apple TV, BBQ, fully furnished, fully equipped, Pool (May to Oct), Hot tub (May to Oct), Gym, steps to lake and private dock, boat slips available to rent. AVAILABLE FOR SNOWBIRDS FOR WINTER 2025/2026.

Top guest favorite
Guest suite in Peachland
4.88 out of 5 average rating, 290 reviews

Poolside Retreat, private and tranquil mini resort

Welcome to our spacious, bright walkout suite with high ceilings situated on the lower floor of our house, where we live, in a quiet Peachland setting, next to farmland. Enjoy our seasonal pool, outdoor games area, badminton, and peaceful nights with no highway noise. In summer, soak up the sun; in winter, curl up by the cozy fireplace, watch a favourite movie on Netflix or Amazon or play a board game. Great for mature adults and families.

Top guest favorite
An open-concept living space is illuminated by natural light through large windows, offering expansive views of the surroundings. A modern kitchen island is equipped with seating, while a cozy living area features a comfortable sofa. A dining area is situated nearby, enhancing the spacious feel.
Home in Osoyoos
5 out of 5 average rating, 22 reviews

Eagle View Cottage #243

Welcome to your dream getaway! This stunning 4-bedroom, 4-bathroom cottage offers unobstructed views, luxurious amenities, and everything you need for a relaxing stay. ✨ Key Features: ✔️ Spacious & Stylish – Modern design with quartz countertops and a huge sit-up island ✔️ Two Master Suites – Perfect for multiple families or groups ✔️ Golf Cart Included – Explore the community with ease ✔️ Two Living Rooms – Plenty of space for everyone

Popular amenities for Osoyoos rentals with a pool

When is the best time to visit Osoyoos?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$29,493 GYDG$29,075 GYDG$29,075 GYDG$31,794 GYDG$33,886 GYDG$40,161 GYDG$50,619 GYDG$51,875 GYDG$34,513 GYDG$30,330 GYDG$29,702 GYDG$27,192 GYD
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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 1,210 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

  • 4.8 Average rating

    Osoyoos stays are highly rated by guests—averaging 4.8 out of 5!