Family-friendly holiday rentals in Okotoks

4.98 out of 5 average rating, 151 reviews

Guesthouse in Cranston

Elegant 2Bdr Suite with cozy Fireplace and Privacy

Welcome to our charming walkout basement retreat by the Bow River! Recently renovated, our space offers a private entrance, huge windows, high ceilings, cozy fireplace and 2 stylish bedrooms with comfortable queen and double beds. You will love the convenience and comfort of our space. Enjoy direct access to the backyard. With a convenient driveway parking spot. You’re just steps away from plaza, Sobeys grocery store, restaurants, and the World's largest Seton YMCA with a waterpark and Hospital

4.94 out of 5 average rating, 142 reviews

A windmill stands tall against a bright blue sky, surrounded by a serene, snowy landscape. Frost-covered trees line the background, while undisturbed snow blankets the ground, creating a peaceful winter scene.

Guest suite in Foothills

Escape to the Country

Indulge in tranquility. A few minutes drive south of town and yet you feel a long way from the hustle and bustle of life. Sitting on 4 acres, entire suite is west facing with uninterrupted views of the valley below and onto the majestic Rocky Mountains. Enjoy the covered patio and propane fire pit with outdoor seating. This suite is perfect for a couple looking for a quiet retreat or a base to explore the surrounding area. *PLEASE NOTE* Hot tub is only available seasonally (September- May)

4.98 out of 5 average rating, 161 reviews

A modern living area features a large flat-screen TV mounted on the wall. Comfortable seating includes two dark chairs with colorful cushions and a neutral sofa. Natural light pours in through a sliding glass door, which opens to an outdoor space. Greenery adds a refreshing touch.

Guest suite in Seton

♥You will love this 2BR Guest Suite in SE Calgary♥

This modern 2-bedroom apartment is a great option for business or pleasure. We are a few minutes drive from the South Health Campus, Real Canadian Superstore, and the World’s biggest YMCA. We provide FREE: ✓ Coffee & Tea ✓ Wifi ✓ Parking ✓ Quality toiletries and soaps ✓ 65" QLED Smart TV: Amazon Prime, Netflix & more ✓ Water & Drinks Other services include: ✓ Self-check-in ✓ Comfortable beds & pillows ✓ Warm duvets ✓ Washer & Dryer ✓ Iron ✓ Toaster ✓ Hairdryer ✓ Microwave oven

Guest suite in Deer Ridge

A cozy bedroom features a queen-sized bed with a soft blanket and a decorative throw. Nightstands with lamps are positioned on either side, and floral wall art adds a colorful touch. Natural light enters through curtained windows, creating a calm atmosphere.

4.99 out of 5 average rating, 136 reviews

☆ Private 1BR Suite ♥ Full Kitchen Laundry FP Wifi

Enjoy private separate entry to this clean and well-appointed lower level one bedroom suite. Equipped kitchen, in-suite laundry, private parking and outdoor space. Ideal for longer stays, perfect for one or a couple. → Fully equipped kitchen with dishwasher, stove, microwave, etc. → Cozy bedroom with Serta queen mattress → Gas fireplace, open concept living, TV → Work space + wi-fi → Spacious 4pc bathroom → Laundry → Off-street parking Legal secondary suite has dedicated heat/ventilation.

Guesthouse in Southwest Calgary

A light-filled living area is presented, featuring a spacious sectional sofa adorned with various cushions. A low coffee table is positioned centrally on an area rug, and a wall-mounted television is visible across from the seating. Large windows provide natural light and views of the outdoors.

4.98 out of 5 average rating, 211 reviews

Luxury private carriage house with character!

Enjoy a stylish experience in this bright and open carriage house located in a very desirable part of the city. Close to restaurants, shopping, downtown, the Saddledome, Mount Royal University, and much more! The architect-designed suite is one of a kind and full of character and natural light. Relax with a coffee or a glass of wine on the covered private balcony or take a short walk to Marda Loop, one of Calgary's premier dining destinations! Max occupancy is 2 adults & 1 child under 12.

4.9 out of 5 average rating, 236 reviews

A spacious living area is showcased, featuring a cozy seating arrangement with floral-patterned couches and a blue sofa. A wooden coffee table lies in the center, surrounded by warm hardwood flooring. Bright yellow walls, complemented by blue curtains, create a relaxing environment.

Guest suite in Priddis

Galloway Nest-where every day feels like a getaway

Experience country living in this peaceful haven, tucked away in the picturesque foothills. A short drive from Calgary, Bragg Creek, and the breathtaking Rocky Mountains, this retreat places you at the heart of Alberta’s natural beauty. Savor weekends at nearby farmers markets, explore trails on foot or horseback, cast a line in pristine waters, or simply breathe in the fresh air. Stroll to the local café, unwind at the pub, or enjoy family fun at the playground, just steps from your door.

4.94 out of 5 average rating, 157 reviews

A wooden dining table features a gold candelabra with three white candles at its center. Glass tea light holders are placed on either side. In the background, a large black-and-white portrait of a woman with sunglasses and a floral headdress is displayed on the wall.

Guest suite in Seton

The COSMOPOLITAN A/C -2 bed 2 bath Guest Suite !

Welcome to THE COSMOPOLITAN - Brand new 2 bedroom lower level walkout suite with double ensuites. - Enjoy an ultra-luxurious space with an HD projector in the living room to enjoy a movie night - Central Air Conditioning - Full kitchen waiting for the Chef! - Heated beds - Queen Size - High-speed internet - Telus Premium Cable, Netflix, Amazon Prime, Disney +, and Crave - Washer & Dryer - Coffee Machine - A patio & hammock to enjoy the backyard Banff: 154Km (1h 45m) Airport: 40Km (28m)

4.96 out of 5 average rating, 114 reviews

The exterior of the home features a two-story design with a stone facade and a double garage. A lush green lawn is presented in front, adorned with a small tree and shrubs. The entryway is highlighted by a covered porch, inviting guests into the space.

Guest suite in Okotoks

Crystal Green Retreat, 1 King & 1 Queen Suite

Come and stay in our luxury two bedroom, 1 bathroom lower level retreat. You will be instantly greeted with a cozy living area and stylish decor. Cozy up to a modern crystal fireplace and a comfortable large reclining leather sectional, while you enjoy watching a 80” smart theater TV. We offer a side bar with coffee station, microwave and fridge and freezer. There are 2 large bedrooms and walk-in closet with plenty of storage. The king size tempur pedic bed is absolutely heavenly.

4.94 out of 5 average rating, 102 reviews

A charming red cottage is set against a backdrop of green grass and leafy trees. A wooden pathway leads to the front door, while a gazebo is visible nearby, creating an inviting outdoor space. The sky is bright with scattered clouds.

Cottage in De Winton

Gingerbread house

Take it easy at the Gingerbread House —a charming guest cottage nestled among aspen trees on a peaceful acreage just 15 min south of Calgary, and 40 min from the airport. It has been designed for everyone's comfort and relax. This cozy 1-bedroom, 1-bath retreat features a full kitchen and a private deck with outdoor seating — perfect for peaceful mornings or starry evenings. We live nearby in the estate home and are happy to help if needed, while fully respecting your privacy.

Guesthouse in Diamond Valley

The kitchen features a combination of dark cabinetry and light backsplash tiles. A wooden table occupies the center, surrounded by cooking appliances, including a refrigerator, microwave, and stove. Natural light enters through the window above the sink, enhancing the kitchen's inviting atmosphere.

4.89 out of 5 average rating, 108 reviews

The Centre Suite

Welcome to the Centre suite of Diamond Valley. In the Centre of it all. Walking distance to all of the local amenities, gateway to Kananaskis. Enjoy the mountain views on the large private porch while sat in the bench swing. Ideal place to catch sunrise and sunset pictures. Cozy and clean with a full kitchen that comes equipped with coffee and tea. Comfortable Queen bed and flatscreen TV with netflix and prime. Located in our guest suite with private entrance.

4.91 out of 5 average rating, 259 reviews

Two comfortable leather reclining chairs are positioned next to a small wooden side table, which holds a lamp. A window allows natural light to fill the cozy corner. A patterned blanket is draped over one chair, adding a touch of warmth to the space.

Guest suite in Calgary

McKenzie Charmer- Private Suite with own entrance

Bright and clean, newly renovated, tastefully decorated in-law suite with separate entrance. Your private suite is complete with your own fridge, microwave, 2 induction cooktops, utensils, cookware, toaster oven, Keurig coffee maker, TV with Shaw cable, tiled oversized shower with double shower heads and heated floors. Comfy queen bed with plenty of closet space. * Use of washer and dryer on a pay-per-load basis. Talk to friendly Host to arrange.

4.84 out of 5 average rating, 128 reviews

A modern kitchen features a large island with seating for three. Sleek gray cabinets complement white countertops, while stainless steel appliances are arranged for functionality. Natural light enters through large windows, highlighting the minimalist design and subtle decorative accents.

Home in Calgary

|Revival on Wolf Willow~Former Showhome near Golf

Family-Friendly space near golfing and Spruce Meadows. The community of Wolf Willow backs onto the Blue Devil Golf Course and sides onto the beautiful Bow River. Gorgeous parks and natural spaces all within walking distance. 3 separate TVs with cable in the home. Comfortable and fully appointed former showhome is cozy and perfect for all kinds of guest. Pets are acceptable with paid pet fee.

Popular amenities for Okotoks family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest suite in Black Diamond

A comfortable living area features plush seating facing a mounted television. A decorative mirror is positioned near a unique fireplace. Light colored walls are complemented by artwork and a window with blue curtains, enhancing the cozy feel of the space.

4.96 out of 5 average rating, 200 reviews

Diamond Mountain Sleep & Spa Adventure Retreat

4.98 out of 5 average rating, 155 reviews

A living room is showcased with mid-century furnishings, including a leather sofa and a patterned accent chair. Original artwork adorns the walls, and a sleek TV sits on a wooden console. A vibrant pink door adds a pop of color, enhancing the welcoming ambiance.

Home in Crescent Heights

Near DT, Quiet, Private Yard w/ Hot Tub, Firepit

A modern living area features a spacious brown sectional sofa, complemented by a dark wood coffee table. Natural light filters in through large windows, illuminating the room. A flat-screen television is mounted on the wall, and decorative lighting creates a cozy atmosphere.

4.87 out of 5 average rating, 179 reviews

READ MY REVIEWS ⭐️⭐️⭐️⭐️⭐️!! Modern Downtown View Condo

Cottage in Rocky View County

An open kitchen is highlighted by natural wood cabinetry and high-end appliances. A central wooden table is surrounded by benches, providing a functional dining space. Large windows offer abundant light, complementing the warm tones of the design. A stylish light fixture hangs above the table, enhancing the ambiance.

4.99 out of 5 average rating, 119 reviews

Moose Bottom Cottage/entire home/pet/garage

4.96 out of 5 average rating, 328 reviews

The living room features a comfortable sofa with decorative cushions facing a textured wall design. Two stylish blue chairs sit nearby, complemented by a wooden coffee table on a vibrant red area rug with intricate patterns. Natural light filters through the large windows.

Home in Auburn Bay

SE Calgary Home with HOT TUB

Holiday home in Bragg Creek

A spacious deck features a private hot tub and a barbecue grill, surrounded by wooden railings. Lounge chairs are positioned on the deck, with trees providing a natural backdrop. The modern exterior of the tiny house is visible, showcasing large windows that allow natural light.

4.93 out of 5 average rating, 336 reviews

Rustic Tiny cabin in the woods with hot tub!

4.93 out of 5 average rating, 112 reviews

Cottage in Turner Valley

River Rock Retreat- Family & Groups-Southern Alta

4.88 out of 5 average rating, 217 reviews

A private outdoor area features a hot tub surrounded by lush trees that provide shade. A BBQ grill and a storage unit are visible nearby, enhancing the space's functionality and inviting atmosphere. The fenced yard ensures privacy and seclusion for guests.

Cottage in Inglewood

Character Home | Hot Tub+ Firepit | A/C | Parkin

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 42 reviews

A cozy seating area features a light gray sofa adorned with yellow cushions, complemented by a round coffee table atop a soft area rug. Two framed prints of birds are displayed on the wall, and a small green plant adds a touch of nature to the space.

Guest suite in Okotoks

Okotoks Oasis

4.93 out of 5 average rating, 275 reviews

Home in Edgemont

Ravine Retreat, 4000+sqf, Luxury, AC,PoolTable etc

4.95 out of 5 average rating, 125 reviews

A cozy sitting area features a gray sofa adorned with decorative pillows, surrounded by two wooden chairs with patterned cushions. A central coffee table holds books and a small plant, while a lamp stands beside the sofa. Mirrors reflect light, enhancing the inviting atmosphere.

Condo in Seton

Jofred stylish and spacious 2 bedroom suite.

4.93 out of 5 average rating, 482 reviews

A rustic straw bale cabin is subtly illuminated at night, showcasing warm lights from its windows against a backdrop of a starry sky. An outdoor picnic table is positioned nearby, and a wooden fence lines the property, surrounded by open fields.

Earthen home in Calgary

Cozy Eco Cabin - Off Grid - Connected to Nature

Condo in Downtown Calgary

A corner of a modern living room is captured, showcasing a gray sofa adorned with plush pillows. A light wooden side table holds decorative elements, including a plant and glass container filled with stones. Floor-to-ceiling windows offer views of the outdoors.

4.81 out of 5 average rating, 434 reviews

Cozy 2-Bedroom Downtown Condo in the East Village

4.98 out of 5 average rating, 141 reviews

A spacious dining area features a long wooden table with an accompanying bench, adorned by various framed sports memorabilia on the walls. Large windows allow natural light to illuminate the room and provide views of the outdoor scenery.

Guest suite in Cochrane

House of Vincensio

4.88 out of 5 average rating, 288 reviews

A spacious bedroom features a large wooden bed with two decorative pillows. A blue pull-out chair is positioned nearby, complementing a small table with a lamp. Natural light enters through a large window, while a colorful wall art piece adds visual interest.

Home in Highwood

The Cove Your Home

4.93 out of 5 average rating, 151 reviews

The glamping tent is set in a forested area, featuring a wooden deck with seating arrangements. A lantern hangs from the frame, illuminating the tent's entrance. Surrounding greenery includes trees and potted plants, contributing to a serene outdoor ambiance.

Tent in Priddis

Braided Creek Luxury Glamping

Family-friendly home rentals with a pool

4.95 out of 5 average rating, 137 reviews

A bright living area features a spacious, light-colored sofa accompanied by two modern coffee tables. Floor-to-ceiling windows invite abundant natural light and frame views of the sprawling cityscape. A vibrant yellow chair adds a pop of color, while a 55" Smart TV is positioned on a sleek stand.

Apartment in Beltline

King Bed|AC |UG Park |DT Views |Mins to Saddledome

4.81 out of 5 average rating, 122 reviews

Apartment in Beltline

Modern Rustic Charm w/ Tower Views, Pool & Gym

A modern living area is illuminated by natural light, featuring large windows that offer city views. A comfortable sofa in soft gray is complemented by a teal accent chair. A glass coffee table sits atop a light area rug, adorned with decorative plants.

4.96 out of 5 average rating, 186 reviews

Executive Sky LUX - 2 BD 2BA, Views, Pool, Patio &

A stylish living area is highlighted by large windows, providing expansive views of the city. A modern gray couch is paired with a light wooden coffee table, while an adjacent dining area features a round table with chairs. Decorative elements include a plant and wall mirrors.

4.82 out of 5 average rating, 136 reviews

Corner Luxury High-Rise Condo | Sleeps 7

A dining area is presented with a modern table set for four, featuring neutral-colored dishes. A small potted plant is positioned at the center. Large windows frame a panoramic view of Calgary's skyline, with the Calgary Tower visible in the background.

4.97 out of 5 average rating, 323 reviews

Calgary Tower View - Sub Penthouse on 30th floor

Condo in Downtown Calgary

The entrance to the building is framed by two large, abstract sculptures resembling horses. A modern facade with a combination of smooth and textured surfaces is visible behind the sculptures. The pathway is lined with patterned paving stones, leading to the glass doors of the entrance.

4.76 out of 5 average rating, 234 reviews

Urban Retreat Condo with Skyline & Rockies Views

4.82 out of 5 average rating, 124 reviews

A comfortable seating area features a black armchair and a small ottoman on plush carpeting. Large glass doors open to a patio with an umbrella and outdoor seating, offering views of the surrounding greenery.

Condo in Patterson

Resort-Style Getaway with a Pool, Hot Tub + Gym

An expansive view of downtown Calgary is captured at night, with city lights twinkling in the distance. The Calgary Tower is visible, illuminated with vibrant colors. Tall buildings and construction cranes outline the skyline, while streets below are filled with the glow of passing vehicles.