
Holiday houses in Oliver
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Top-rated holiday rentals in Oliver
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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

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.

Infinity Acres Retreat
Enjoy peace & relaxation at Infinity Acres. Nestled in the heart of Canada’s wine capital minutes from incredible wineries/restaurants, beautiful mountain/vineyard views you’ll discover your home away from home. 3 bedrooms (King, Queen, Double bunk with single on top) 2 baths, fully stocked kitchen, spacious living room, cozy reading room that overlooks the large wrap around partially covered deck with outdoor dining, and BBQ. Fully fenced yard with hot tub. Most pets are welcome too🐾

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!

Modern Suite by Lake with Private Patio
The spacious, fully equipped, green sustainable suite is ideal for independent travelers. It is located within 100 yards of Rotary Beach on Tuc-el-nuit Lake. Easy walking/cycling to hike/bike trail and downtown. Enjoy the over 40 wineries within a 30 minute drive. A perfect central location. Private patio with lake view. Private entrance with keypad. Breakfast provided. Level 2 EV charger available for additional cost. Suits couples, solo adventurers, and business travellers.

Cozy guesthouse with Osoyoos Lake view!
Take it easy at this unique & tranquil getaway. Retreat away from busy life and come stay at our cozy mountain suite. We are located only 15 minutes away from town giving a serene getaway feel while allowing you access to the essentials. Enjoy your coffee on the patio while watching the sunrise and end the day with a local glass of wine while watching it set. Spend your days exploring what Osoyoos has to offer which includes hiking, golfing and swimming in BC's warmest lake.

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.

Grinch Ranch Bed & Breakfast - Mountaintop Getaway
Grinch Ranch B&B is a MOUNTAINTOP getaway centrally located within the Southern Okanagan Wine Regions and is the ultimate escape for adults who seek rocky mountainous adventure Perched 9 km (600 meter elevation) above the city of Penticton, Grinch Ranch is one of Upper Carmi's residential 10 acre properties. Here you will enjoy long sunsets with endless 3 dimensional city, mountain and lake views Grinch Ranch is a 4 season adult only, romantic getaway

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 Treehouse Suite
The Tree House Suite Peachland Eagles Nest B&B, a place to fall in love, relax, think and plan. The Tree House suite is 440 sq. ft. and will accommodate 1 to 4 guests. The Treehouse Suite is attached to the main house. It is a totally separate and self-contained suite with a private entrance, private deck, full kitchen and laundry. You open the gate and step onto your private deck with an OMG view south of Lake Okanagan.

Adorable one bedroom home away from home
The perfect home away from home located within minutes of Oliver and Osoyoos, with ultra comfortable queen bed, a queen pull out sofa bed, full bathroom, and mini kitchenette. Beautiful private, quiet yard with your own access and plenty of parking. If you’re needing a wee break from touring our beautiful areas, we have internet, tv and an outdoor fire pit for you to relax and recharge for your next adventure!

Hillside Country Glamping
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 available for purchase. You can purchase (pick your own fresh pesticide free produce.)We offer our prospectors tent, with queen size bed, with fresh linens and decorated with our country charm.
Popular amenities for Oliver holiday rentals
Other great holiday rentals in Oliver

Casa Del Mila Oro Resort - Lakefront Townhouse #107

Mountain Farm Stay Cabin

"The View on 87th"

Pincushion Cottage

Skaha Lake Wine and Unwind

2 Bedroom Suite with privacy and amazing views

Big monthly/weekly discount. New 1 Bed off season

Beach/LakeFront -paddle boards #4
Quick stats about holiday rentals in Oliver
Total rentals
40 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Okanagan Lake
- Big White Ski Resort
- Apex Mountain Resort
- Black Mountain Golf Club
- Knox Mountain Park
- Splash BC Water Parks (Kelowna Wibit)
- Mission Creek Regional Park
- Sitzmark Ski Hill
- Wibit The Evolution Of Waterplay
- Baldy Mountain
- SpearHead Winery
- Burrowing Owl Estate Winery
- Red Rooster Winery
- Blue Mountain Vineyard and Cellars
- Kismet Estate Winery
- Mt. Boucherie Estate Winery - West Kelowna
- CedarCreek Estate Winery
- Three Sisters Winery
- Tantalus Vineyards
- Liquidity Wines
- Mission Hill Family Estate Winery
- Road 13 Vineyards
- Culmina Family Estate Winery