
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.

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

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.

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.

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!

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.

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.

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!

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.

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).
Popular amenities for Oliver family-friendly rentals
Family-friendly home rentals with a hot tub

Beautiful Skaha Lake View Studio

Lost Moose Cabin 3

Private BNB - Unforgettable Experience

Playlist Lavender Farm & Orchard Lakeview Getaway

Waterfront Oasis with Pool, Hot Tub, Pet Friendly

Private Suite, Panoramic Views, Hot Tub, Wineries

Stunning Lakeview Hot Tub,Pool Sauna, Cold Plunge

StudioSweet’s amazing lake views
Family- and pet-friendly home rentals

Central Location- 2 Bedroom Carriage Home

Finnerty Vista Penticton BC license H884336632

Hillside Country Market Camping

Little house in the vineyard (upgraded in size)

Naramata Gem

"The View on 87th"

Babcock Beach, Okanagan

The Oliver Music Studio Cottage
Family-friendly home rentals with a pool

'Suite Skaha Retreat' Modern Pool House (licensed)

Sunny Mediterranean Influence

The Primrose Lane Bungalow

Lake view terrace with pool

Spacious Cottage on Lake Osoyoos with Beach Access

The Lakehouse/Snow Vacation Rental

Secrest Poolhouse

Wine with a View
When is the best time to visit Oliver?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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
- CedarCreek Estate Winery
- Mission Creek Regional Park
- Boyce-Gyro Beach Park
- Mission Hill Family Estate Winery
- Baldy Mountain Resort
- Skaha Lake Park
- Kelowna Downtown Ymca
- Quails' Gate Estate Winery
- Rotary Beach Park
- Kelowna City Park
- Waterfront Park
- Black Mountain Golf Club
- Burrowing Owl Estate Winery
- Stuart Park
- SpearHead Winery





