Family-friendly vacation rentals in Oliver

4.97 out of 5 average rating, 135 reviews

Cottage in Osoyoos

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

KitchenFamilyShared spaces

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.

4.82 out of 5 average rating, 209 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.

Indoor spacesFamilyValue

4.92 out of 5 average rating, 135 reviews

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

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!

FamilyIndoor spacesGetting around

4.98 out of 5 average rating, 124 reviews

An inviting outdoor seating area features comfortable red and white cushions on chairs, arranged around a central fire table. Soft lighting from hanging bulbs creates a warm ambiance, while a panoramic view of Osoyoos Lake and surrounding mountains is visible in the background.

Guest suite in Osoyoos

"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.

Indoor spacesKitchenAir conditioning

4.99 out of 5 average rating, 133 reviews

Train in Oliver

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.

Indoor spacesFamilyBreakfast

4.94 out of 5 average rating, 163 reviews

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

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.

Indoor spacesFamilyHospitality

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.

4.97 out of 5 average rating, 174 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.

FamilyKitchenAccess

The living area features a spacious gray couch with decorative cushions and a wooden coffee table. Light wood flooring complements the neutral walls. In the background, a modern kitchen with white cabinets and stainless steel appliances is visible, along with a dining area. Natural light enters through a nearby window.

4.89 out of 5 average rating, 140 reviews

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.

KitchenFamilyAir conditioning

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.

4.99 out of 5 average rating, 125 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!

KitchenIndoor spacesComfort

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.

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.

FamilyKitchenHospitality

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.

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).

FamilyIndoor spacesLaundry

Tiny home in Okanagan-Similkameen C

A modern tiny home is shown with a wooden exterior and metal cladding. Large windows provide natural light. There are two wine barrels positioned beside the entrance, and a small deck leads up to the door. Lush greenery surrounds the home.

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!

KitchenFamilyQuiet

4.87 out of 5 average rating, 432 reviews

Popular amenities for Oliver family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 398 reviews

The exterior of a cozy cabin is showcased, featuring wooden siding and a welcoming porch. Two red chairs sit on the porch, providing a comfortable spot to enjoy the surrounding nature. Large windows allow natural light to enter the cabin, enhancing its warm appearance.

Cabin in Penticton

Lost Moose Cabin 3

FamilyKitchenComfort

Guest suite in Okanagan-Similkameen

A modern gray sofa is positioned against a neutral wall, adorned with decorative pillows in soft tones. A round coffee table sits in front, featuring a woven tray and a vase of fresh flowers. Two framed abstract artworks are hung above the couch.

Beautiful Skaha Lake View Studio

Indoor spacesKitchenNearby

5.0 out of 5 average rating, 110 reviews

4.88 out of 5 average rating, 216 reviews

The chalet is nestled among tall trees, featuring a spacious deck illuminated by warm outdoor lighting. Snow blankets the ground, and large windows provide glimpses of the inviting interior, while the structure is accented by a distinctive chimney on the roof.

Chalet in Penticton

Whitetail Lodge! 6 Bed, HOT TUB @ Apex Mountain

KitchenFamilyAccess

4.99 out of 5 average rating, 261 reviews

A modern living space features a mounted television above an electric fireplace, complemented by a cozy dark couch. Large sliding glass doors open to a patio with outdoor seating and a dining area, overlooking scenic mountain and lake views.

Guest suite in Naramata

Private BNB - Unforgettable Experience

KitchenIndoor spacesDecor

A modern living area features a gray sofa with decorative cushions, surrounded by two armchairs with patterned upholstery. A wooden coffee table sits in the center, while large glass doors provide access to the outdoor space, framing views of the surrounding landscape.

4.74 out of 5 average rating, 203 reviews

2-2883 partridge

Indoor spacesKitchenBathroom

4.99 out of 5 average rating, 182 reviews

Hot Tub! Lake View! Hospitality!

Indoor spacesKitchenBathroom

4.97 out of 5 average rating, 211 reviews

Home in Oroville

Livingston Lodge • 20-Acre Retreat w/ Hot Tub

Indoor spacesKitchenNearby

4.96 out of 5 average rating, 46 reviews

Guesthouse in Oliver

Cozy Stay in Wine Country

KitchenIndoor spacesHeating

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 141 reviews

A spacious bed with a plaid duvet and vibrant red accent pillows is set against a light backdrop within the tent. A nearby nightstand holds a decorative vase with fresh flowers and two lanterns, adding a charming touch to the cozy sleeping area.

Tent in Oliver

Hillside Country Glamping

KitchenIndoor spacesView

4.97 out of 5 average rating, 109 reviews

A modern kitchen features white cabinetry and stainless steel appliances. A large island with a marble countertop is set with four plates, wine glasses, and cutlery. Natural light filters through a window above the sink, illuminating the inviting space.

Guesthouse in Penticton

2 BDRM Guest House by Kings Park SOEC Beach Eatery

Indoor spacesKitchenLocation

Guest suite in Summerland

Summerland Valley View Suite

KitchenIndoor spacesNearby

4.98 out of 5 average rating, 102 reviews

4.92 out of 5 average rating, 186 reviews

Finnerty Vista Penticton BC license H884336632

FamilyIndoor spacesWifi

4.98 out of 5 average rating, 203 reviews

The modern kitchen features white cabinetry and a spacious island with seating for four. Stainless steel appliances are included, alongside a microwave and ample counter space. Natural light fills the room through a window above the sink, enhancing the contemporary design.

Home in Hedley

Cheerful Executive Style 4 Bedroom Home

Indoor spacesFamilyGetting around

4.91 out of 5 average rating, 334 reviews

Cottage in Hedley

Moonlight Mountain Guest House

FamilyKitchenBackyard

5.0 out of 5 average rating, 105 reviews

Guesthouse in Penticton

Sendero Stays

Indoor spacesKitchenWalkability

4.98 out of 5 average rating, 123 reviews

A dining table made of wood is surrounded by several wicker chairs, situated on a deck. Scenic views of the lake and distant mountains are visible in the background, providing a peaceful outdoor setting.

Home in Summerland

Stunning views in Summerland, Steps from the Beach

KitchenFamilyParks

Family-friendly home rentals with a pool

Vacation home in Penticton

Hotel with Private Large Home

KitchenIndoor spacesComfort

4.81 out of 5 average rating, 101 reviews

4.86 out of 5 average rating, 152 reviews

Guest suite in Naramata

Naramata Vineyard . Heated Pool . Walk to Wineries

FamilyIndoor spacesSleep quality

Villa in Okanagan-Similkameen C

A white stucco villa is set against a backdrop of rolling hills. The private pool reflects clear blue skies, surrounded by lounge chairs. An umbrella provides shade near a dining area, enhancing the inviting outdoor space for relaxation.

The Wine Country Villa with Pool and 3 Acres

Indoor spacesFamilyHospitality

4.77 out of 5 average rating, 137 reviews

5.0 out of 5 average rating, 6 reviews

Cabin in Osoyoos

Osoyoos Cottage - Snowbirds Welcome!

Indoor spacesFamilyLaundry

5.0 out of 5 average rating, 5 reviews

Guest suite in Osoyoos

Lake view terrace with pool

Outdoor spacesLocationView

4.95 out of 5 average rating, 75 reviews

The exterior of the carriage house is shown, emphasizing a modern design with large glass doors opening to the outdoor space. A swimming pool is framed by lounge chairs, with a hot tub nearby. The fenced area offers privacy and natural light.

Home in Penticton

Secrest Poolhouse

FamilyKitchenView

4.97 out of 5 average rating, 61 reviews

A well-maintained cottage exterior is showcased, featuring a light-colored facade and a prominent front entry. The garage door is painted in a warm red hue, harmonizing with the surrounding landscaped garden and driveway. Neighborhood homes can be seen in the background under a clear blue sky.

Cottage in Osoyoos

The Lakehouse/Snow Vacation Rental

FamilyIndoor spacesOutdoor spaces