
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 €26 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.

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.

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

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.

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.

Sleeps 12 - Boat Slip & Golf Cart Included
Welcome to your summer beach get-away! Our home features 4 bedrooms, an open sleeping space with triple bunks, 4 full bathrooms, open concept living, a rec room with video games, and views from the upper and lower decks that can't be beat. Our super swanky golf cart is INLCUDED with your rental, as is our 26' boat slip. There is no better cottage to facilitate your perfect summer vacation!!! Rental agreement must be filled and signed prior to check-in information being provided.

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.

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.

Waterfront Oasis with Pool, Hot Tub, Pet Friendly
Waterfront Retreat on Mission Creek with Pool & Hot Tub. Launch a kayak from the backyard and reach Okanagan Lake in under 100 metres. Relax beneath majestic willow trees, unwind in the handcrafted hot tub, cool off in the pool, or gather around the firepit. Inside, enjoy vaulted ceilings, a cozy fireplace, and a fully equipped kitchen. Family- and pet-friendly, minutes from beaches, the Greenway, wineries, golf courses and downtown Kelowna. BL409488.

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!

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
House rentals with a pool

Canyon House Vacation Home BC license H147103718

Casa Del Mila Oro Resort - Lakefront Townhouse #107

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

The Osoyoos Lake Breeze Cottage

Sunny Mediterranean Influence

Hillside Villa-Pool|Hot Tub|King Bed|Okanagan View

Beautiful suite with pool (open till Oct 1st)

The Primrose Lane Bungalow
Apartment rentals with a pool

Barona Beach Resort 2 Bedroom condo with pool

“The Flock” @ Copper Sky

2b/2ba Downtown Waterfront + Pool & Hot Tub

Fantastic Lakeside Resort Getaway!
Lakeview Oasis: Pool, Hot tub, Gym & Wineries

323 Snowghost Inn

Downtown Lakefront Condo - Amazing Views BN82776

W. Kelowna Gem | Peony Paradise | Copper Sky 2 Bdr
Other holiday rentals with a pool

The Lake Cottage - a family-friendly getaway!

The Wine Country Villa with Pool and 3 Acres

Osoyoos Lakeview Villa | Pool, Game Room | 5BD/4BA

Cozy, Modern Cottage on the Lake in Wine District

This is the life! 3 bedroom lakefront condo

2BR Penthouse Oasis • Pool, Hot tub + Gym

Osoyoos Lake & Wine Country. Apex Winter sports.

CASA DEL MILA ORO - LUXURY TOWNHOUSE in 5* Resort
When is the best time to visit Osoyoos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €128 | €98 | €111 | €133 | €142 | €169 | €224 | €219 | €170 | €126 | €171 | €172 |
| 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 |
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