Family-friendly holiday rentals in Oliver

Find and book unique family-friendly homes on Airbnb

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

  • Total holiday rentals

    Explore 20 holiday rentals in Oliver

  • Nightly prices starting at

    Oliver holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,500 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Oliver holiday rentals include wifi 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!

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 favourite
Cottage in Osoyoos
4.97 out of 5 average rating, 132 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 favourite
A spacious interior showcases a high wooden ceiling with exposed beams, enhancing the log lodge's rustic charm. A stone fireplace is positioned against a wall, while a comfortable black leather sofa and chairs are arranged around a coffee table, inviting relaxation. Large windows frame the serene outdoor landscape.
Ranch in Rock Creek
4.99 out of 5 average rating, 193 reviews

Fossen's Guest Lodge - 5000 sq. ft custom log home

Retreat to this majestic log lodge; part of a working cattle ranch. Relax and enjoy all that nature has to offer. Free WIFI! Perfect for a business retreat, family reunion, anniversary or a quiet holiday. Surrounded by crown government range, this get-away is completely on it's own. Float or swim in the Kettle River, pan for gold in Jolly Creek. A half hour from Mount Baldy Ski Resort and Wine Country in Osoyoos and Okanagan. Taking extra care to disinfect, always washing all throws/duvets etc.

Guest favourite
A modern cabin exterior is showcased, featuring large glass doors that open to a serene interior. A cozy seating area made of natural materials faces the entrance, surrounded by tall trees that provide a sense of privacy and connection to nature.
Cabin in Peachland
4.94 out of 5 average rating, 209 reviews

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!

Superhost
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, 205 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 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, 133 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
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.
Guest house in Osoyoos
4.99 out of 5 average rating, 131 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
Train in Oliver
4.99 out of 5 average rating, 127 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.

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, 158 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 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, 124 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 private outdoor patio area features two red chairs positioned on a stone surface. Surrounding greenery and a small pond enhance the relaxed atmosphere. A privacy screen stands nearby, and the cottage's exterior is visible in the background, showcasing large glass doors.
Cottage in Oliver
4.98 out of 5 average rating, 149 reviews

Charming cottage with relaxing vineyard views

Come and relax in this fully renovated and stylish cottage. Placed in the middle of vineyards, wineries and orchards, this Grapevine Getaway is truly an oasis to enjoy! We have 4 beautiful lakes with great beaches all within a 15 minute drive. 2 Golf courses, great restaurants and Area 27 all approx a 10 minute drive away.

Top guest favourite
An inground pool is surrounded by a paved area with several lounge chairs and tables. Lush greenery borders the pool, while flowering plants add color to the scene. Rolling hills are visible in the background, providing a natural setting.
Guest suite in Oliver
4.97 out of 5 average rating, 220 reviews

Quail Crossing

Our home is close to dozens of wineries, golf courses, ski hills and lakes. You’ll love our place because of the location. We live in the upstairs and have the two bedroom private basement suite for your use. Our place is good for couples, solo adventurers, business travelers, families (with kids), and small dogs.

Top guest favourite
A spacious home is framed by well-maintained landscaping, featuring a large driveway and a basketball hoop positioned to the side. A vehicle is parked in front of the garage, which has a double door, and the house has a welcoming, neutral exterior.
Guest suite in Oliver
4.97 out of 5 average rating, 179 reviews

Behind the Hedge Hideaway - Full Suite

We are located at 821 Rockcliffe Road in Oliver, BC. Our place is close to wineries, beaches, hiking/biking trails, golf, skiing and restaurants. You’ll love our place because of the quiet, private, spacious, full suite accommodations. Our place is good for couples, solo adventurers, and families (with kids).

Popular amenities for Oliver family-friendly rentals

When is the best time to visit Oliver?

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Avg. price$151 SGD$155 SGD$166 SGD$152 SGD$204 SGD$211 SGD$233 SGD$254 SGD$214 SGD$162 SGD$147 SGD$152 SGD
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