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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 $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,210 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

  • 4.8 Average rating

    Osoyoos stays are highly rated by guests – averaging 4.8 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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Guest favourite
The three-story house features a contemporary design with multiple balconies overlooking the surroundings. A two-car garage at the front provides accessible parking, while outdoor seating areas invite relaxation. The landscape includes minimal greenery, enhancing the home’s connection with the natural environment.
Home in Osoyoos
4.92 out of 5 average rating, 26 reviews

The Great Osoyoos Escape

Bring the whole family to our Great Escape, a spacious sanctuary with sprinkles of fun for the whole group w/ Lakeview. A true vacation home w/ brand new everything is guaranteed to have you pleased. The Osoyoos Cottages offers a little something for everyone. Walk down to the private lake, skip over to the pool & hot tub, get a quick workout in, take the kids to the playground, or stay in to enjoy the many beautiful features of our home. Come back refreshed and relaxed, it would be hard not to.

Top guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 129 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 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
4.98 out of 5 average rating, 49 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 favourite
Guest suite in Naramata
4.85 out of 5 average rating, 147 reviews

Naramata Vineyard . Heated Pool . Walk to Wineries

Welcome to your vineyard escape! Our bright, comfy 1,500 sq. ft. suite is tucked beneath the vines and just a lazy stroll from amazing local wineries. This property is not suitable for children under 12. You’ll have two queen bedrooms (one private, one semi), a full bathroom, and a spacious open area with a living room, dining area, and kitchenette. Sprawling patios, a BBQ, pool, and vineyard views. We’re right upstairs if you need anything—otherwise, it’s your little piece of paradise.

Top guest favourite
Cabin in Osoyoos
5 out of 5 average rating, 19 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.

Guest favourite
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.
Apartment in Kelowna
4.87 out of 5 average rating, 156 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.

Superhost
Guest suite in Osoyoos
5 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

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

Unplug + Unwind away from the City's Frantic Beat!

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 favourite
Train in Oliver, BC V0H 1T5 Canada
4.99 out of 5 average rating, 122 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.

Guest favourite
A modern three-story home with a light gray exterior and large windows. The building features two spacious decks with glass railings. A two-car garage is visible, alongside a stone pathway leading to the entrance. The surrounding landscape includes natural hills and gravel.
Home in Osoyoos
5 out of 5 average rating, 25 reviews

Serenity Home In Osoyoos

Enjoy the cottage life in beautiful Okanagan wine country. This peaceful home and the surrounding vicinity will have everything you ever wanted in lake gateway. The Osoyoos Cottages offers a beautiful private lake w/ volleyball courts, a pool/playground that kids will love and a gym for all your workouts. Or take a step-back and enjoy your lazy days on the dual deck set-up at the Serenity Home. We welcome you and your family to come stay in our home!

Top guest favourite
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

Popular amenities for Osoyoos rentals with a pool

When is the best time to visit Osoyoos?

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Avg. price$189 SGD$145 SGD$163 SGD$197 SGD$210 SGD$248 SGD$330 SGD$323 SGD$251 SGD$185 SGD$252 SGD$254 SGD
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