
Holiday 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.

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)

'Suite Skaha Retreat' Modern Pool House (licensed)
This self contained, modern, renovated 'pool house' is a city inspected, licensed suite that offers a private setting, beautiful landscaping, pool and many sitting areas to enjoy the property. Located steps from Skaha Lake, below Skaha Bluffs Provincial Park and walking distance to Painted Rock Winery. Enjoy our kayaks and SUPs as well as a shed to lock your bikes/gear. Here's your opportunity to enjoy the Okanagan lifestyle and all it has to offer. City Lic#00112755, BC Permit #H210316582

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.

Waterfront Oasis with Pool, Hot Tub, Pet Friendly
Charming Kelowna Waterfront Retreat: Your Ideal Escape! Set along scenic Mission Creek, framed by majestic willows, enjoy true waterfront access; launch a kayak from the backyard and reach Okanagan Lake in under 100 metres by kayak. Inside, enjoy soaring vaulted ceilings, a cozy fireplace, and serene willow views. Relax in the hot tub, swim in the pool, or stroll to nearby beaches and the Greenway. Perfect for families, couples, and professionals, with exclusive use of all amenities. BL4094880

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. 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. Outside? Oh yes—sprawling patios, a sizzling BBQ, heated saltwater pool, and panoramic vineyard views. We’re right upstairs if you need anything—but otherwise, it’s your little piece of paradise.

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.

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.

The Wine Country Villa with Pool and 3 Acres
Hello, and welcome to our beautiful Oliver villa, private pool. The villa is located on 3 acres of privacy, all to yourself, and close to many wineries and orchards. You’ll love my place because of the pool, the vineyard views, the outdoors space and the mountain views. My place is good for golfers, wine-o's, athletes in training, people wanting to get away from it all, couples, families with kids and will consider pets. Let us know how we can help.
Popular amenities for Osoyoos rentals with a pool
House rentals with a pool

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

Sunny Mediterranean Influence

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

Pool Vacation for Families with Lake Views

Large spacious home with HOT Tub Pool & View

Lake Cottage @ Veranda Beach

Lakefront, Heated Pool, Hot Tub, Gym

Great Vacation home w salt pool (licensed)
Apartment rentals with a pool

Luxury Penthouse Cathedral Loft with Lake View

Lakefront condo Barona Beach

Big White Luxury Penthouse * Hot Tub * Sleeps 12

“The Flock” @ Copper Sky

LUXURY Dream Rental Suite - Playa Del Sol Resort.

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

Fantastic Lakeside Resort Getaway!

323 Snowghost Inn
Other holiday rentals with a pool

Stunning Lake View with Pool (snl), HotTub Bnb

The Lake Cottage - a family-friendly getaway!

The Dutch Touch

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge

Hillside Cottage w/ Panoramic Lake View

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

Pool & Hot Tub with a Lakeview! Peachland Vacation

This is the life! 3 bedroom lakefront condo
When is the best time to visit Osoyoos?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $180 SGD | $177 SGD | $177 SGD | $194 SGD | $207 SGD | $245 SGD | $325 SGD | $319 SGD | $248 SGD | $182 SGD | $249 SGD | $250 SGD |
| 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 |
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 $38 SGD per night before taxes and fees

Verified guest reviews
Over 1,230 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!
Destinations to explore
- Vancouver Holiday rentals
- Seattle Holiday rentals
- Fraser River Holiday rentals
- Calgary Holiday rentals
- Puget Sound Holiday rentals
- Banff Holiday rentals
- Vancouver Island Holiday rentals
- Portland Holiday rentals
- Greater Vancouver Holiday rentals
- Whistler Holiday rentals
- Western Montana Holiday rentals
- Canmore Holiday rentals
- Pet-friendly rentals Osoyoos
- Beachfront rentals Osoyoos
- Lakehouse rentals Osoyoos
- Rentals with a fireplace Osoyoos
- Rentals with a patio Osoyoos
- Rentals with a hot tub Osoyoos
- Family-friendly rentals Osoyoos
- Apartment rentals Osoyoos
- Hotel rooms Osoyoos
- Flat rentals Osoyoos
- House rentals Osoyoos
- Rentals with a firepit Osoyoos
- Rentals with lake access Osoyoos
- Cabin rentals Osoyoos
- Cottage rentals Osoyoos
- Fitness-friendly rentals Osoyoos
- Waterfront rentals Osoyoos
- Rentals with beach access Osoyoos
- Rentals with outdoor seating Osoyoos
- Villa rentals Osoyoos
- Townhouse rentals Osoyoos
- Rentals with a washing machine and dryer Osoyoos
- Rentals with pools Okanagan-Similkameen
- Rentals with pools British Columbia
- Rentals with pools Canada




