Holiday 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

'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. 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.

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

The Primrose Lane Bungalow

We welcome you to our property, surrounded by orchards, located in the heart of wine country! This spacious bungalow overlooks the Okanagan valley and is an ideal place to vacation and spend time with loved ones. Pets are welcome as well. Enjoy an evening around the gas fireplace, watching the sun set, or a dinner on the covered deck, with a view of the hills. 5 minutes from the town of Oliver, 10 minutes from Osoyoos, plenty of biking/hiking trails, lakes, wineries and so much more.

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".

Cozy, Modern Cottage on the Lake in Wine District

Escape from the city or your regular busy routine to our bright, cozy, modern cottage, 15 minutes in between Oliver and Osoyoos. One level , two bedroom & bathroom that combines kitchen and living area in one space. A large covered sun room with dining area leads to an open outdoor patio equipped with comfortable seating, BBQ and propane powered fire table for enjoying outdoor evening meals and local wine. Our cottage should have everything you need to feel like a home away from home.

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.

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!

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.