Family-friendly vacation rentals in Oliver

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Top-rated family-friendly rentals in Oliver

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite
A vibrant vineyard stretches across the foreground, with neatly arranged green vines. In the distance, rolling hills and a blue sky with soft clouds are visible. A modern red and white structure is situated to the left, alongside a wooden deck that offers outdoor space.
Guesthouse in Summerland
4.93 out of 5 average rating, 164 reviews

Little house in the vineyard (upgraded in size)

Nested in a private vineyard a few steps away from local wineries and a short drive to the most beautiful beach of the Okanagan, the Little house in the vineyard offers partial view of the Okanagan Lake. This tiny living space provides impressive comfort, a lot of privacy and natural light as well as a breath taking million dollar view, that will for sure make your experience unforgettable. Located in Summerland, BC, it is also close to a great golf course, and amazing biking and hiking trails.

Top guest favorite
Cottage in Osoyoos
4.97 out of 5 average rating, 118 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

Top guest favorite
A panoramic view of Skaha Lake captures serene waters reflecting the surrounding mountains and blue skies. Lush trees frame the foreground, while fluffy clouds hover above, contributing to the tranquil landscape.
Guest suite in Okanagan-Similkameen D
4.96 out of 5 average rating, 338 reviews

Skaha Vista - cozy quiet accommodation for 2

Self-contained suite with a panoramic view of Skaha Lake between Penticton and Okanagan Falls. Located on a quiet street with flat easy access to your room. 125 stairs in backyard connect you to a road below where it is a short walk to a park on the lake. Situated on a quiet street in the midst of wine country. 10 minutes to world class rock climbing at Skaha Bluffs; near the Penticton Granfondo bike route; and only a 3-minute drive to the infamous Tickleberry’s Ice Cream in Okanagan Falls.

Guest favorite
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.

Guest favorite
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 favorite
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, 114 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 favorite
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, 191 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 favorite
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, 121 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 favorite
A modern living area is highlighted by a spacious sectional sofa with patterned cushions, arranged around a glass-top coffee table. A sleek kitchen with stainless steel appliances is visible in the background, featuring white cabinetry and light fixtures that enhance the room's brightness.
Guest suite in Penticton
4.97 out of 5 average rating, 129 reviews

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.

Top guest favorite
A rustic display features bales of hay stacked to create a backdrop. Bright orange pumpkins are arranged alongside vibrant yellow chrysanthemums. Tall corn stalks add to the autumn theme, set in a grassy area surrounded by trees.
Campsite in Okanagan-Similkameen C
4.95 out of 5 average rating, 100 reviews

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.

Top guest favorite
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, 108 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 favorite
A rustic cabin is surrounded by tall trees, featuring a welcoming porch with a red railing. Firewood is neatly stacked beside the entrance, and a large window allows natural light to brighten the interior. The cabin is set in a natural landscape, providing a serene backdrop.
Cabin in Beaverdell
4.91 out of 5 average rating, 255 reviews

Carmi Station Cozy Cabin

The Cozy Cabin offers a queen bed, twin bed, bunk bed, wood stove plus electric heat, ceiling fan, microwave, fridge, toaster oven, hot plate, Bell TV and Wi-Fi. We have a separate building a few steps away with a washroom, shower, and sauna. The Cozy Cabin offers many kitchen appliances, coffee maker, grill, electric fry pan, dishes plus many more misc, to make your stay more enjoyable.

Popular amenities for Oliver family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Oliver

  • Total vacation rentals

    Explore 20 vacation rentals in Oliver

  • Nightly prices starting at

    Oliver vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,330 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Oliver vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oliver rentals

  • 4.9 Average rating

    Oliver stays are highly rated by guests—averaging 4.9 out of 5!