Holiday rentals in Claresholm

Heritage Cottage

Heritage Cottage is a beautiful retreat away from life's busy pace. This spacious and cozy home was built Summer 2019. The panoramic views show all of Southern Alberta's best - the prairies, foothills, and rocky mountains. 40 minutes from Waterton National Park, 15 minutes West of Pincher Creek, and 20 minutes to Castle Provincial Park and ski hill. We do not live on site but live close by that we can be available most times, if needed. We are excited to share this corner of the world with you.

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

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.

Timber Ridge Tiny Home

Experience the charm of a modern rustic retreat in this new cozy tiny house, tucked into a peaceful wooded setting. Enjoy the simplicity of tiny living while still being close to nearby cabins and amenities. Gather around the real wood fire pit just steps from your door, and don’t miss a visit to Frank Slide, only minutes away. - Master bedroom with Full XL Bed - Loft with Double Bed - Living Room Futon **Inquire about staying 7+ days as Sundays are not always booked, even if blocked.

THE RUBY ★Pet Friendly★ 2 blocks to PPK & Main St★

The Ruby is located within walking access to all amenities. Whether your interests are mountain biking, fishing, skiing, or just relaxing, you will find yourself perfectly situated at The Ruby. Our home features a large, fully-fenced yard with a spacious deck to relax on and take in the mountain view. Inside, you will find a lovingly restored 1912 home that provides the perfect environment for relaxing. Maximum Occupancy: 4 Business License #: 0001709 Development permit: DP2022-ST029

Cozy Bachelor's Suite w/loft | Skier's Delight!

Cozy bachelor's suite near the east side of town. Perfect for skiers and hikers to stay close to lots of options. 45 minutes from Castle Mountain Ski area, Powder Keg Ski area, and Waterton National Park. Close to the community centre with pool, hot tub, waterslide, fitness centre, and library. Restaurants are just 2-5 minutes walk in either direction on Main Street. Self check-in with the August Lock app, or your personalized electronic code. I'll be available via messaging any time

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.

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…

Rocky View Cozy Cabin

This is a new cabin nestled among huge willows with an amazing view of the Rockies in the distance. There’s a vintage clawfoot tub and shower outside on the deck, and a new compost outhouse tucked behind at the back of the cabin, how cool is that! Inside is a comfy king bed with soft linens, antique table and chairs, microwave, French press coffee maker , toaster and a BBQ outside. There are lots of lovely shade trees and fire pit area for your own picnics.

Beaver Cabin - Sauna & Hot Tub

Unique, one-of-a-kind cabin nestled in the forest of Beaver Mines, less than 20 minutes from Castle Mountain Resort and 45 minutes from Waterton. The shared hot tub and cedar barrel sauna provide the perfect getaway and space to relax after a day in the mountains during any season. A covered deck that joins the two cabins creates a beautiful hangout space with a Blackstone Grill & Air Fryer where you can grill and cook year-round and a hot tub.

Cozy Sunlit Getaway with a Belle-view

Beautiful sun-filled home close to playground and local hikes. Very private location with wrap around porch and a view from the front deck that goes for miles. 10 minute drive to grocery store, restaurants, outdoor pool, and Pass Powder Keg, 30 minutes to Castle Mountain or Chinook Lake. Walking distance to local hikes and landmarks. Great mountain biking and fishing spots near by. King size bed and pet friendly with fully-fenced yard.

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