
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 $76 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.

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.

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!

"The View on 87th"
Welcome to The View on 87th, we are a 7 minute walk to the historic downtown and beaches (2 min drive). Come stay and enjoy our panoramic view of Osoyoos Lake and Anarchist Mountain. This place will unwind and recharge you in no time. We travel extensively, know what we like, and set this place up as a perfect 2-couple or extended family getaway. We are also pet friendly (not on the beds/furniture please) to responsible owners. Please don't be the person who gets this rule changed.

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.

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.

Premier Vacation Home steps to Skaha Lake
SKAHA SUITES A luxurious carriage house on a great beachfront property, situated on Skaha Lake. One step to Skaha Park where you would find a marina, kids water park, beach volleyball, & basketball. You will be assigned at MACTAN ISLAND SUITE that has 2 bedrooms w/ deluxe queen beds, one bathroom w/ a shower, washer/dryer, kitchen, oven, fridge, dishwasher, & microwave. The living room has a pullout couch that could sleep two.

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.

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.

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).

1 bedroom tiny home heart of wine country!
Modern tiny home on active hobby farm, right in the heart of wine country. Atleast a dozen wineries within a few kms. Located on the river and walk, bike or ride trail. Also close to the quiet gem of a ski hill Mount Baldy!
Popular amenities for Oliver family-friendly rentals
Family-friendly home rentals with a hot tub

Lost Moose Cabin 3

Whitetail Lodge! 6 Bed, HOT TUB @ Apex Mountain

Beautiful Skaha Lake View Studio

Private BNB - Unforgettable Experience

2-2883 partridge

Livingston Lodge • 20-Acre Retreat w/ Hot Tub

Hot Tub! Lake View! Hospitality!

Cozy Stay in Wine Country
Family- and pet-friendly home rentals

2 BDRM Guest House by Kings Park SOEC Beach Eatery

Sendero Stays

Stunning views in Summerland, Steps from the Beach

Summerland Valley View Suite

Finnerty Vista Penticton BC license H884336632

Moonlight Mountain Guest House

Sale! 1 Bdrm with privacy in new neighbourhood

Naramata Gem
Family-friendly home rentals with a pool

Hotel with Private Large Home

Spacious Cottage on Lake Osoyoos with Beach Access

Lake view terrace with pool

The Lakehouse/Snow Vacation Rental

The Great Osoyoos Escape

Secrest Poolhouse

Wine with a View

Osoyoos Lake & Wine Country. Apex Winter sports.
When is the best time to visit Oliver?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $148 SGD | $152 SGD | $163 SGD | $177 SGD | $206 SGD | $220 SGD | $229 SGD | $250 SGD | $210 SGD | $160 SGD | $144 SGD | $149 SGD |
| Avg. temp | -2°C | 0°C | 5°C | 10°C | 15°C | 18°C | 23°C | 23°C | 17°C | 9°C | 2°C | -2°C |
Destinations to explore
- Okanagan Lake
- Big White Ski Resort
- Apex Mountain Resort
- CedarCreek Estate Winery
- Mt. Boucherie Estate Winery - West Kelowna
- Mission Creek Regional Park
- Boyce-Gyro Beach Park
- Mission Hill Family Estate Winery
- Baldy Mountain Resort
- Tantalus Vineyards
- Quails' Gate Estate Winery
- Kelowna Downtown Ymca
- Skaha Lake Park
- Kelowna City Park
- Waterfront Park
- Rotary Beach Park
- Black Mountain Golf Club
- Burrowing Owl Estate Winery
- Stuart Park





