Vacation rentals with a pool in Osoyoos

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.

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.

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Charming Kelowna Retreat: Your Ideal Waterfront Escape! Experience this beautiful retreat featuring vaulted ceilings, a cozy fireplace, and serene willow-tree views. Enjoy a handcrafted hot tub, sparkling pool, and strolls to hidden beaches and the Mission Creek Greenway. With a chef’s kitchen and workspace, with exclusive use of all amenities, this oasis is perfect for families, couples, executives, and travel nurses seeking comfort and convenience. BL4094880

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.

Osoyoos lakefront paradise

Bring the whole family to this great place with lots of room for fun. 1383 sq. ft. top floor elevator access condo. Stunning lake and mountain views, three bedrooms, two bathrooms, two patios, in suite laundry, 10' ceilings, A/C, Internet, Optic Apple TV, BBQ, fully furnished, fully equipped, Pool (May to Oct), Hot tub (May to Oct), Gym, steps to lake and private dock, boat slips available to rent. AVAILABLE FOR SNOWBIRDS FOR WINTER 2025/2026.