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Holiday houses in Oliver

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Top-rated holiday rentals in Oliver

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 117 reviews

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

Guest favourite
An outdoor seating area features a round table with four chairs under a large umbrella. Surrounding the space, various plants and flowers add greenery, while a partially shaded patio provides a comfortable spot to enjoy the outdoors.
Guest suite in Oliver
4.82 out of 5 average rating, 196 reviews

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.

Top Guest favourite
A cozy reading room features two striped armchairs and an ottoman, arranged near a wooden bookshelf filled with books and decorative items. Colorful artwork adorns the walls, highlighting a close-up of sunflowers and an abstract piece. A large plant adds a touch of greenery.
Home in Oliver
5 out of 5 average rating, 29 reviews

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🐾

Guest favourite
A vibrant stained glass music note hangs near a window, framing a view of a green lawn and distant hills. Bright flowers in shades of red and yellow adorn the foreground, adding color to the natural landscape beyond.
Home in Oliver
4.92 out of 5 average rating, 123 reviews

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!

Top Guest favourite
A scenic view of a quiet neighborhood featuring green spaces and trees. Homes are visible in the distance, situated near a lake with mountains rising in the background. Power lines cross the image, adding a touch of rural life to the landscape.
Guest suite in Oliver
4.98 out of 5 average rating, 195 reviews

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.

Top Guest favourite
Large windows frame stunning views of the surrounding mountains and valley. A comfortable gray sofa is accented with a decorative pillow, while wooden chairs on the patio invite relaxation. Natural light fills the space, creating a serene atmosphere.
Guesthouse in Osoyoos
4.99 out of 5 average rating, 115 reviews

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.

Top Guest favourite
A charming outdoor area is illuminated by warm string lights, casting a gentle glow over the space. Surrounding trees and flowering plants add a natural ambiance against the twilight sky, with the cozy silhouette of the caboose visible nearby.
Train in Oliver, BC V0H 1T5 Canada
4.99 out of 5 average rating, 112 reviews

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.

Top Guest favourite
A comfortable chair sits beside a large glass door, offering panoramic views of the mountains and valley beyond. A glass of white wine is placed on a dark-topped table, enhancing the inviting ambiance of the space.
Guest suite in Penticton
5 out of 5 average rating, 190 reviews

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

Guest favourite
A round wooden structure is nestled among trees, softly illuminated by string lights overhead. The surrounding forest is filled with a natural backdrop of pine, creating a serene and inviting atmosphere. The ground is covered with pine needles and leaves, enhancing the secluded feel.
Guest suite in Osoyoos
4.94 out of 5 average rating, 116 reviews

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.

Top Guest favourite
A private deck surrounded by tall Ponderosa pines overlooks Lake Okanagan. Comfortable wicker seating is arranged around a glass table, enhancing the serene setting. A barbecue is situated conveniently nearby, with stunning mountain views in the background.
Guest suite in Peachland
4.98 out of 5 average rating, 328 reviews

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.

Top Guest favourite
A charming outdoor area features a wooden deck with seating arrangements and a picnic table, all surrounded by grassy lawns. A pergola provides shade, and the background showcases a clear blue sky with white clouds, enhancing the inviting atmosphere of the space.
Guest suite in Oliver
4.99 out of 5 average rating, 107 reviews

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!

Top Guest favourite
A spacious bed with a plaid duvet and vibrant red accent pillows is set against a light backdrop within the tent. A nearby nightstand holds a decorative vase with fresh flowers and two lanterns, adding a charming touch to the cozy sleeping area.
Tent in Oliver
4.97 out of 5 average rating, 136 reviews

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

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

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