
Family-friendly holiday rentals in Oliver
Find and book unique family-friendly homes on Airbnb
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

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.

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.

"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.

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!

Trout Creek Charmer - Steps to OK Lake & Winery
Private, self contained, 2 bedroom, 2 bathroom carriage house that sleeps 6 people comfortably. An open concept design showcasing vaulted ceilings, vinyl plank flooring & a generous living/dining area. Master bedroom with sliding doors leading to a private rear deck, spacious main bathroom with tub/shower, in-suite laundry, additional 2 piece bathroom. Wrap around covered porch, lawn area & privacy afforded by hedging cedars. Central a/c and parking for 3 vehicles. Pet friendly.

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.

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

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.

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.

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.

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

Apex: 2 bedroom with hot tub. On Grandfather Trail

Totoka - Modern Luxury at Navaka House

Pet-Friendly 2BR | Rooftop Hot Tub, Sauna & Views

Cozy Stay in Wine Country

Wildlife Haven: Hot Tub & Epic Views!

Oliver Oasis, Merlot: great pool, hot tub & views!

Infinity Acres Retreat

Sunny Bright-full suite 1 Queen Bed Lic#H485958499
Family- and pet-friendly home rentals

Mountain view 3-bedroom home with big backyard
The Farmhouse Vacation Rental and Vineyard

Cozy & Relaxing Studio in Canada's Wine Country!

Lake view and Hiking in backyard

Little house in the vineyard (upgraded in size)

Summerland Valley View Suite

Adorable 1-Bedroom Suite. Lake Views, free parking

Kaleden BnB
Family-friendly home rentals with a pool

Beautiful, Private Home with Pool and Hot tub

The Lake Cottage - a family-friendly getaway!

Lakeshore Villas Resort - Lake Front Condo

3BR Cottage on Osoyoos Lake w/ Pool + Hot Tub.

Eagle View Cottage #243

The Primrose Lane Bungalow

Bright Poolside Walkout Two Bedroom Basement Suite

Osoyoos Lake & Wine Country. Apex Winter sports.
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 £30 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

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!
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