Family-friendly holiday rentals in Oliver

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

Woodlands Nordic Spa Retreat

Recharge at this romantic retreat, complete with outdoor sauna. The cabin independently nestles on a forested hillside at the top of Trepenier Bench, overlooking Pincushion and Okanagan Mountain. Unwind and relax with a private, wood-burning sauna, cold plunge tank and outdoor fire pit. The cabin is close to wineries, trails and restaurants, located minutes from downtown Peachland. Big White, Silver Star, Apex and Telemark all within 1.5 hr distance. Let us host your time-out from normal life!

Walkable Just Beachy Studio Suite for 2

2020 built, cozy 450sq foot, self contained 2nd Story Studio Suite located in the very popular tourist neighborhood of Penticton. We are fully licensed and compliant with the new BC Regulations on short term rentals. Coastal/Beach themed Couples/Singles retreat 3 blocks (5-10 min) walking distance to Okanagan Lake. Walk to SOEC, Convention, Casino, Community Centre, Farmers Market, Wine Experience Centers, downtown, shopping, Marina, Art Galleries, golfing, lakefront restaurants and more.

Fairview Farmhouse located in Cherry Orchard

Cozy 2 bedroom farmhouse situated in beautiful Oliver, the Wine Capital of Canada! The suite is partially private, with a separate entrance and ample parking. The space is perfect for families, couples, and friend groups looking to enjoy all the perks of the Okanagan. Award-winning wineries, golf courses, Area 27 are located within a 5 min drive. Guests can gain an excellent experience living in the Orchard. This fully functioning Orchard, may have foremen’s doing irrigation Maintenance.

7 Quails and a Cactus - Your Okanagan getaway!

Sunny 2 bedroom fully self-contained private suite, well located just minutes from shops, wineries, restaurants, art galleries, beaches, markets, golfing, and more. Perfect for that fun-filled family vacation, reunion with friends, wine touring or sport adventures, a romantic getaway or simply a break from everyday life. Family, pet and holiday friendly. Ask us about our outdoor canning station, fees/ workshops and take the taste of the Okanagan home with you to enjoy all year long!

Trout Creek Charmer - Steps to OK Lake & Winery

Private, self contained, 2 bedroom, 2 bathroom carriage house that sleeps 6 people comfortably. An open concept design showcasing vaulted ceilings, vinyl plank flooring & a generous living/dining area. Master bedroom with sliding doors leading to a private rear deck, spacious main bathroom with tub/shower, in-suite laundry, additional 2 piece bathroom. Wrap around covered porch, lawn area & privacy afforded by hedging cedars. Central a/c and parking for 3 vehicles. Pet friendly.

Lost Moose Cabin 3

Cozy little cabin. 400 sqft. Kitchenette w/ induction cookplate, cookware, mini fridge, microwave, kettle, french press coffee maker, & toaster. Bedroom w/ queen bed. Two twin daybeds. Semi forest surround. Large hot tub, fire pit, mini propane BBQ. View of city and lake at viewing spot (1 min walk from cabin). Adjacent to crown land, with endless walking & bike trails. Scenic 15 min drive up the hill from town; 20 mins to lakes. Option to rent 3 cabins; check our other listings.

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.

Happy Haven

Our sweet little cabin was built with much love. It’s clean, cozy and has everything you need for few days of refuge from life’s busy buzz. Close to the river, golf, ski hill, hiking, KVR bike trail and many more adventures. Has fridge, bbq, one burner propane plate and induction toaster oven. Bathroom and queen bed in loft. All bedding and linens are available. Kids welcome as there is futon couch that folds into bed. Fire pit for when fires are allowed.

Scandinavian Escape

When palm springs meets a peaceful lush secluded forest - welcome to our Scandinavian escape. This private hotel style suite has its own separate entrance, patio and is the perfect spot to enjoy the beauty and serenity of nature while only being 12 minutes from Osoyoos & 30 minutes from Mt. Baldie ski resort. Step back in time with the mid century decor but enjoy the luxury of a rainfall walk in shower, workspace and mini kitchen to prep any meal.

The Perfect Penticton Stay (Licensed)

Welcome to our modern and centrally located home, this beautiful suite is a 5 min drive to Skaha Lake and 10 min drive to the Okanagan Lake. The suite has its own private entrance with keyless entry. Each bedroom has it’s own queen sized bed. Washer and dryer are included in the suite for guests to use. The suite has a fully equipped kitchen, Smart TV, a private parking spot, air conditioning and separate patio space to enjoy your quite evenings.

Hillside Country Market Camping

Located in the Sunny South Okanagan, with a back drop of desert rolling hills. Please join us for a hands on farm experience. We have a country market filled with farm fresh produce. Collect your own eggs for breakfast. You can pick your own fresh pesticide free produce. We offer several tenting sites. Which means you bring your own tent. View us on Facebook as well www.facebook.com/HillsideOrchardsUPickFarmMarket for more farm information.