
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 $52 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Osoyoos holiday 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!
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

Lakefront Villa - Your Perfect Vacation!
This beautiful 2 bedroom/2 bathroom 925sqft ground floor villa is located lakeshore in Osoyoos, BC with prestige golf courses & BC’s best wine region close by. The villa is an easily accessible ground floor townhouse with direct lake access & ample outdoor living space. With central A/C, heated pool, hot tub, fitness center, private dock & sandy beach, there truly is something for everyone! Fully equipped kitchen & laundry with cable & internet incl. Summer Rental (Sat-Sat) Off Season (flex)

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.

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.

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.

Spacious Cottage on Lake Osoyoos with Beach Access
Snowbirds contact the owner for winter monthly rental. Welcome to our charming family-friendly cottage in a gated community on Lake Osoyoos. Enjoy private beach access, a fully equipped chef’s kitchen, and outdoor living spaces including a screened-in veranda. With amenities like a pool, hot tub, gym, clubhouse, and playground, this ideal retreat is for families, wine enthusiasts, or friends seeking relaxation. Experience comfort and tranquility in this beautiful lakeside setting.

✦Paradise 16✦ 🏖
We do short term rentals! ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ BRING YOUR BOAT!!! Mooring spot included!! ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~ Paradise at your doorstep! Steps to the beach and water access, enjoy the pool and many activities at Paradise Park. Rattlesnake Canyon Adventure park is just across the street and walking distance to shopping, restaurants, pubs and much more in the town of Osoyoos. Many local wineries, brew pub and distillery within minutes of Paradise 16.

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!

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.
Popular amenities for Osoyoos rentals with a pool
House rentals with a pool

Lakeview Retreat with Pool, Sauna, Hot Tub & Dock

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

The Great Osoyoos Escape
Condo rentals with a pool

Barona Beach Resort 2 Bedroom condo with pool

2BD Lakeside Retreat-Pool, Beach, Patio

“The Flock” @ Copper Sky

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

323 Snowghost Inn

Downtown Lakefront Condo - Amazing Views BN82776

W. Kelowna Gem | Peony Paradise | Copper Sky 2 Bdr

Breathtaking Views Truly One of a kind 2 + Condo
Other holiday rentals with a pool

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

The Wine Country Villa with Pool and 3 Acres

3 Bedroom Townhouse, Lake Front with Private Beach

Cozy, Modern Cottage on the Lake in Wine District

This is the life! 3 bedroom lakefront condo

Osoyoos Escape - Snowbirds or Summer Adventures

Osoyoos Lake & Wine Country. Apex Winter sports.

Peachland Panoramic View Guest Suites
When is the best time to visit Osoyoos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $253 NZD | $194 NZD | $219 NZD | $264 NZD | $281 NZD | $333 NZD | $443 NZD | $434 NZD | $337 NZD | $248 NZD | $338 NZD | $340 NZD |
| 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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- Rentals with pools Okanagan-Similkameen
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