
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.

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

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.

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.

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.

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

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".

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.

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!

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.

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

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.

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
House rentals with a pool

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

📍Vacation Mode Cottage w/Hot tub, Pool/Lake Views!

Beautiful suite with pool (open till Oct 1st)

The Primrose Lane Bungalow

Secrest Poolhouse

The Great Osoyoos Escape

Lakefront, Heated Pool, Hot Tub, Gym

The Osoyoos Lake Breeze Cottage
Condo rentals with a pool

2BD Lakeside Retreat-Pool, Beach, Patio

Downtown Lakefront Condo - Amazing Views BN82776

Barona Beach Resort 2 Bedroom condo with pool

“The Flock” @ Copper Sky

323 Snowghost Inn

Big White Luxury Penthouse * Hot Tub * Sleeps 12

Beautiful Lakeview, Mountains

2b/2ba Downtown Waterfront + Pool & Hot Tub
Other vacation rentals with a pool

Spacious Cottage on Lake Osoyoos with Beach Access

Lakefront Villa - Your Perfect Vacation!

Osoyoos Lake & Wine Country. Apex Winter sports.

Cozy, Modern Cottage on the Lake in Wine District

The Lakehouse/Snow Vacation Rental

✦Paradise 16✦ 🏖

Osoyoos Escape - Snowbirds or Summer Adventures

Okanagan Views! Beautiful, Modern 1 Bedroom Suite
When is the best time to visit Osoyoos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,537 GYD | G$23,425 GYD | G$26,354 GYD | G$29,491 GYD | G$38,066 GYD | G$43,295 GYD | G$53,335 GYD | G$52,289 GYD | G$40,576 GYD | G$29,909 GYD | G$40,785 GYD | G$40,995 GYD |
| Avg. temp | -2°C | 0°C | 5°C | 10°C | 15°C | 18°C | 23°C | 23°C | 17°C | 9°C | 2°C | -2°C |
Destinations to explore
- Family-friendly rentals Osoyoos
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