
Holiday rentals in Claresholm
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Top-rated holiday rentals in Claresholm
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Casa Bella~sleeps 6~king bed~calming, cozy, serene
Serene, peaceful. Come relax after a day of skiing or the hockey tournament! Walk across the street to the arena! Our house is located very near to a library, pool, waterslide, fitness center, tennis courts, and even a splash park for your little ones. Whether you are hiking in the Rockies, exploring southern Alberta's many lakes and rivers, or just getting a taste of the wild west, this cozy house and peaceful atmosphere is the perfect place to kick back and relax after a long day of adventure.
4.97 out of 5 average rating, 318 reviews
Sauna, theatre, hot tub, climb wall! Mtn memories
Welcome to your Modern Timber Retreat mins outside of Castle Mountain. 12+ family or friends can enjoy this massive 4500 sqft 6 bed / 6 bath luxury home. Outdoor hot tub, cedar barrel sauna, playground, and fire table. Movie theatre room! Most bedrooms have ensuite bathrooms and king beds. 12 person timber table and chef's kitchen for group meals and memories. 100+ 5-star reviews and long waiting list. 45 mins to Waterton. Scenic views from every window with cozy mountain vibes and open spaces
4.97 out of 5 average rating, 189 reviews
River Rock Alberta- Family & Groups-Southern Alta
✨ Highlights 🌊 Riverfront Property on 5 Private Acres ⛰️ Spectacular Mountain View 🔥 Hot tub + Outdoor Glass Front Sauna + Large Fire Pit 🛏 Sleeps 12 (cottage + 3 sleeping pods) 🛏 Motor homes/trailers/tents welcome for additional guests 🐾 Pet-friendly ❄️ Snowshoes for winter fun! 🍻 Close to breweries, shopping, dining, golf course 🏔 Minutes to Kananaskis Country located on the edge of Diamond Valley (formerly Turner Valley) 📍 Location 🚗 45 min from Calgary 🚗 15 min to Okotoks
4.93 out of 5 average rating, 117 reviews
Family friendly Air Conditioned home.
No extra guest fee ! Maximum 6 -7 people. Relax with the whole family at this peaceful place to stay. Private back yard comes with Patio and deck and BBQ. Enjoy soaking in a large jacuzzi tub after a long day. New AC Unit. 5 block walk to Claresholm Golf course and spray water park. 3 Minute drive to Claresholm Community Center, Arena, Aquatic center and Agriplex. The Porcupine hills have great views , horse/walking trails 1/2 hr drive away. Waterton Park is a 1.5 hours drive away.
4.99 out of 5 average rating, 78 reviews
Hilltop Cabin
Relax with the whole family at this peaceful place to stay. This cozy cabin is all your own The most delightful aspect of your stay will be the beautiful view overlooking the Old Man River ( Fishing also an option) This rustic cabin is truly the cabin feel you would dream to stay at Our home is located 90 feet towards the back of cabin. We will respect your privacy as we expect you to respect ours The front of cabin is completely private as well as river walk We live near a farm FREE wifi
4.89 out of 5 average rating, 235 reviews
Prairie Rose Cottage w/ Private Hot Tub & Firepit
Nestled in the peaceful hamlet of Orton, Prairie Rose Cottage offers a perfect blend of rustic charm and modern comfort. This cozy retreat invites you to relax and recharge with thoughtfully curated amenities, including a private hot tub under Alberta’s big sky, a fully equipped kitchen for home-cooked meals, and a welcoming living space to unwind after a day of exploring. Whether you're seeking tranquillity or adventure, Prairie Rose Cottage has everything you need for a memorable stay.
4.98 out of 5 average rating, 212 reviews
Modern w/HOT TUB on Golf Course & VIEWS!
Welcome to PARADISE! This condo backs onto the secluded and luxurious Paradise Canyon Golf Resort. Nestled in the unique Southern Alberta coulees with amazing views! Relax in your own PRIVATE HOT TUB just outside your door! This stylish renovated unit features air conditioning, a full kitchen, a natural gas fireplace, high speed wifi and smart TV, private laundry, and MORE! Equipped with TWO king bedrooms, and TWO full bathrooms. Come enjoy a peaceful experience with a modern twist.
4.92 out of 5 average rating, 471 reviews
Red's Cabin
Red's cabin has been lovingly restored to create a special and memorable experience for your holiday or getaway. This unique and peaceful hideaway is located on a small farm just 2 km outside of Pincher Creek AB, close to Waterton Lakes National park, Castle Mountain ski and recreation area, Crowsnest Pass and plenty of other scenic and historic sights. The cabin is cozy and private, and filled with everything you'll need to settle in, sit back, and relax…
4.95 out of 5 average rating, 149 reviews
The Country Creek Apartment
Bring the whole family to this great place with lots of room for fun. 2000 square feet of completely private apartment space above a unique store (Country Creek Market) in Fort MacLeod, Alberta. Located right of off historic main Street, and a short walk to a paved trail along the river. Includes a Master suite, one bedroom with a queen bed and a crib, and one bedroom with 2 twin beds. There is a patio with a charcoal BBQ out back. More photos to come.
5.0 out of 5 average rating, 59 reviews
Enjoy country living
Enjoy 2,000 sq. ft. of private living space in our bright basement suite with its own entrance. Features include kitchen with hot plates, fridge, wood-burning stove, 60" Smart TV, steam shower, pool table, and large windows. Relax in our peaceful country setting surrounded by hayfields, with a fire pit and seating area. We live upstairs, so daytime noise happens with grandkids, but evenings are quiet and never after 11 p.m.
4.9 out of 5 average rating, 216 reviews
Unwind at the uniquely cozy Bamboo Bomber
This generational family home, built in 1921 has been recently renovated to give a cozy and relaxing cottage feel. It’s a piece of prairie living, with an enormous yard, complete with fire pit, seating and plenty of privacy. Set amidst a quiet neighborhood with easy access off of highway 2. Conveniently located halfway between Calgary & Lethbridge. Stop for a quiet retreat or a few nights rest
4.99 out of 5 average rating, 122 reviews
Highwood Hideaway
Nestled in the historic Highwood ranching area, the Hideaway is steps from walking paths leading you to a small town experience, sought out for its eclectic local shopping and dining. Gateway to the exquisite Kananaskis Country and Rocky Mountains, High River’s charming heritage buildings and tree-lined streets also serve as the backdrop for numerous film and television projects.
5.0 out of 5 average rating, 161 reviewsPopular amenities for Claresholm holiday rentals
Other great holiday rentals in Claresholm

The Alcott | Music-Themed Studio & King Bed
4.95 out of 5 average rating, 19 reviews
Windy Rafters Country Escape
4.93 out of 5 average rating, 55 reviews
The Wagoneer
4.97 out of 5 average rating, 58 reviews
Modern Quiet Cabin with Mountain Views. A/C Wi-Fi
5.0 out of 5 average rating, 46 reviews
Downtown Luxe Stay
4.93 out of 5 average rating, 29 reviews
Modern home in historical Fort Macleod
4.79 out of 5 average rating, 39 reviews
Nordic Suite | Private, Fenced Yard, A/C, Laundry
5.0 out of 5 average rating, 81 reviews
Cozy Cabin - 15 mins from Calgary
4.97 out of 5 average rating, 33 reviews




