Family-friendly vacation rentals in Cypress County

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Top-rated family-friendly rentals in Cypress County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Guest suite in Medicine Hat
4.9 out of 5 average rating, 139 reviews

Bright Modern Walkout Basement Suite

Enjoy a modern experience at this freshly renovated walkout basement suite. Fully equipped kitchen with apartment sized appliances, coffee bar, and water filtration. Two comfortable queen beds, spacious living space with TV and streaming services, and 3-piece bathroom with standup rainfall shower. Access to shared outdoor space with BBQ, fire pit, and outdoor seating. Steps away from historic downtown and proudly partnered with PoolHouse Coffee Roastery to bring you the freshest coffee in town.

Top guest favorite
An outdoor seating area is softly illuminated by string lights, creating a relaxing ambiance. Comfortable chairs and a table are positioned on the wooden deck, with a hot tub visible in the background. Lush greenery surrounds the space, offering privacy and tranquility.
Guest suite in Medicine Hat
4.99 out of 5 average rating, 178 reviews

Sunrise House-Walkout Bungalow, backyard oasis

Escape to your own private oasis in this luxurious walkout bungalow. Unwind in the backyard, complete with a hot tub (Weather Dependent). Also, dedicated workspace awaits you, stay active-spin bike, treadmill and free weights. Enjoy your own private entrance with a keypad deadbolt, and a locked door separating the upstairs/downstairs. The efficient kitchen is perfect for a quick meal with small appliances. 2 Guest Maximum, the unit is not suitable for children, no children are allowed to stay.

Top guest favorite
A single-story house with a welcoming exterior features a light gray facade, multiple windows, and a front staircase. Grass covers the front yard, bordered by a pathway leading to the entrance. Shade is provided by nearby trees, enhancing the outdoor ambiance.
Home in Medicine Hat
4.86 out of 5 average rating, 295 reviews

Adorable home on tree-lined quiet street.

Spacious and bright house within walking distance of DT, YMCA, library, and groceries. Bus stop is across the street. Cottage-style open rooms. Two rooms with queen-sized beds, and a double airbed or large couch for extra sleeping room if needed. Wifi and a flat screen TV in the living room for Amazon firestick, older PlayStation and games also available. Large fenced back yard. Within 500m of a 70K trail system near the South Sask. river. Can walk to local restaurants, yoga and parks.

Top guest favorite
Guest suite in Cypress County
4.97 out of 5 average rating, 215 reviews

Buffalo Trail Guest House

Stunning View of Elkwater Lake and the beautiful Cypress Hills! Cozy and simply relaxing. Pure comfort and privacy is yours as you enjoy breakfast on the deck overlooking the Lake. Two queen size beds, functional kitchen and a beautiful wood burning fireplace makes your stay comfortable and easy. Peaceful, quiet time on our 10 acre lot rejuvenates body and mind. A quick drive takes you to the Park for fun! Note: this is not a campground, setting up tents or trailers is not permitted.

Guest favorite
A balcony view captures the sun rising over a vast, green landscape. A small, round table with intricate detailing supports a teapot and two cups, surrounded by tranquil nature.
Ranch in Cypress County
4.93 out of 5 average rating, 70 reviews

Cypress Hills Silver Springs Guesthouse

A peaceful, calm place to breathe, amazing dark sky for star gazing, out in nature, quiet and relaxing. Close to the dark sky reserve. Nestled in the Cypress Hills, 10 minutes from Elkwater. Make sure to have a look at the stars at night! The kitchen is large and the living room has large windows to let in the beautiful view. It has 3 bedrooms with queen beds, a bunk bed, 2 single cots, & a queen hydabed. We welcome HUNTERS! Endless hot water & 2 sets washers & dryers for convenience.

Top guest favorite
A comfortable living area is furnished with two brown leather sofas and a matching chair, arranged around an ottoman. A patterned area rug with soft tones covers the floor, while a world map mural adds interest to the neutral wall. Large windows invite natural light.
Home in Medicine Hat
5 out of 5 average rating, 76 reviews

Roomy 5BR retreat great for families, teams&groups

Thank you for considering Prairie Premium Properties! We are a sister company of Prairie Property Management, where we accept direct bookings for our guests. Forget your worries in this spacious and serene space. 1. Large Private outdoor space 3. Peaceful, Spacious, Sanitized, On Site Parking 4. Easy Self Check-In Check Out 5. Smart TV 6. All basic necessities included and We are just 1 Call/Text away for any of your need as our prestigious guest.

Superhost
Rolling hills stretch across the horizon under a clear blue sky, with soft clouds creating a serene backdrop. Lush greenery is visible in the foreground, contributing to the peaceful and natural setting.
Cabin in Coutts
4.88 out of 5 average rating, 16 reviews

Cozy Scenic Cabin 17 km from Writing-on-Stone Park

Relax with the whole family at this peaceful place to stay located at the base of the Sweetgrass Hills. This cabin was built in 2022 and had a brand new finished deck which is perfect for watching the legendary sun rises and sunsets. Our lovely cabin is located just 17km from Writing On Stone provincial park. This makes an excellent destination for those looking to enjoy the outdoors but wanting the comfort and luxury of a fully furnished cabin.

Top guest favorite
A cabin exterior showcases a spacious wooden deck with picnic and adirondack chairs, set against a backdrop of green grass and trees. The entrance is clearly visible, leading to the welcoming interior. The sky features scattered clouds, reflecting a serene environment.
Home in Cypress County
5 out of 5 average rating, 23 reviews

The Starlit Burrow

Welcome to The Starlit Burrow in the Cypress Hills, Alberta! This 624 sq ft cabin comfortably accommodates 2 people, with one queen size bed and a sofa bed in the living room. The cabin is fully equipped with a kitchen, bathroom, indoor wood-burning fireplace, wi-fi internet, and a smart TV. You can enjoy the beautiful views and sounds of the Cypress Hills from the deck, or explore the Cypress Hills Interprovincial Park and nearby lakes.

Guest favorite
A cozy living room area features two comfortable sofas, a wooden coffee table at the center, and an elegant lamp providing soft lighting. A bookshelf is neatly arranged in the background, and natural light enters through the window, complemented by light-colored curtains.
Home in Medicine Hat
5 out of 5 average rating, 8 reviews

8th steet Haven - Lower Suite

A perfect place for a single person or up to three people. The lower suite is spacious, comfortable and stylish. A pull out chair offers another sleeping location in addition to the queen sized bed. A full kitchen, bathroom and your own laundry facilities. A private fenced yard and patio make the space make the space handy to enjoy the beautiful Medicine Hat sunshine and warm temperatures. We hope you enjoy our beautiful lower suite.

Guest favorite
A charming tiny house is positioned on a gravel area, surrounded by trees. An outdoor living space includes a fire pit with wooden seating, a barbecue station, and a shaded seating area under a canopy. Clear skies create a bright backdrop for relaxation.
Tiny home in Cypress County
4.89 out of 5 average rating, 141 reviews

Tiny House w/ Water View Oasis

Experience tiny living at its finest only 5 minutes from Medicine Hat's coffee shops, restaurants, and shopping. You will enjoy our outdoor living area with a hot tub, grill, fire-pit (wood included), picnic table, corn hole and more, all around a beautiful water view. This tiny house will make for a memorable experience with your family or friends with 3 bedrooms that sleeps six. I know you will enjoy tiny house living!

Guest favorite
A spacious living area features exposed brick walls and modern lighting. A large sectional sofa with cushions faces a coffee table, complemented by colorful artwork on the walls. The area is illuminated by natural light from a skylight and includes a dining space in the background.
Guest suite in Medicine Hat
4.91 out of 5 average rating, 159 reviews

Historical New York style apartment near downtown

Modern upgrades to this historic building. Feel safe and secure as you use your personal code to unlock your own entry into a New York inspired suite. This fully furnished apartment style suite comes with washer/dryer and dishwasher., keurig and coffee pods. Two bedrooms (one with attached bathroom) sleep 4 comfortably. Enjoy your coffee on your private patio or just sit back and enjoy the complementary wifi/cable.

Guest favorite
An open-concept living area features leather reclining furniture arranged for relaxation. A spacious kitchen island with modern bar stools is visible in the background. Large windows allow natural light to fill the room, while a flat screen TV is mounted on the wall.
Guest suite in Medicine Hat
4.93 out of 5 average rating, 140 reviews

Executive Modern Retreat

City living at its finest! Modern, spacious and bright above ground basement suite located in a beautiful well looked after single family dwelling with all the amenities of home. Private entrance, private parking, quiet outside sitting area with BBQ and large yard, gas fireplace, 65 inch flat screen tv, WIFI, dishwasher. Close to shopping and restaurants. Quiet mature owners with no kids or pets.

Popular amenities for Cypress County family-friendly rentals