
Holiday rentals 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

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!

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!

Private BNB - Unforgettable Experience
Keep the Sparks alive, spend your time in an amazing romantic BNB. Enjoy the private year-round hot tub overlooking the breathtaking lake views. This phenomenal getaway is perfect for the two of you! Welcome to our luxurious BNB completely geared to having a relaxing and romantic time. Super clean, private (separate entrance) with first class amenities. Stay at this spectacular show home's suite with tons of privacy. This is not a Vacation Rental Home but an exceptional BNB

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.

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.

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

Eagle View Cottage #243

Coach House

"The View on 87th"

Pincushion Cottage

Couples’ Escape • Cozy Sauna • Hot Tub

Modern 2BR w/ Rooftop Hot Tub, Sauna & Lake Views

Skaha Lake Wine and Unwind

Gamay Garden Suite
Quick stats about holiday rentals in Oliver
Total rentals
40 properties
Nightly prices starting at
£30 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