Holiday rentals in Claresholm

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Top-rated holiday rentals in Claresholm

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A single-story residence is set on a spacious lot, featuring a well-manicured lawn and a large tree providing shade. The driveway accommodates multiple vehicles, with neighboring homes visible in the background. Natural light filters through the branches, creating a serene outdoor setting.
Home in Claresholm
4.99 out of 5 average rating, 68 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.

Guest favourite
Cabin in Monarch
4.89 out of 5 average rating, 220 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

Top guest favourite
A charming cottage is featured, painted in a warm red hue with a white railing and steps leading to a welcoming porch. Soft lighting enhances the mood as the sky transitions to dusk, surrounded by well-maintained greenery and a small shed with a bright red door.
Cabin in Fort Macleod
4.98 out of 5 average rating, 202 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.

Top guest favourite
The exterior of a unique granary vacation rental is showcased, featuring a cylindrical, silver structure with a distinct conical roof. A wooden fence encircles the entrance, which is marked by a simple door. Clear blue skies provide a bright backdrop.
Farm stay in Willow Creek No. 26
4.95 out of 5 average rating, 40 reviews

Windy Rafters Country Escape

Escape to our unique granary vacation rental on a picturesque farm, where modern comfort meets rustic charm. This handicap-accessible space features solar heating and geothermal cooling for eco-friendly comfort. Unwind in the tranquil countryside and enjoy guided tours of our historic buildings. With easy access to local attractions, our rental is the perfect home base for your adventures. Open from May to October, experience the charm of farm life and book your unforgettable stay today!

Top guest favourite
Cabin in Mossleigh
4.99 out of 5 average rating, 152 reviews

The Bunkhouse

Come to relax and experience a taste of the country at RTR Ranch with our newly renovated 450 sq/ft 1905 bunkhouse. Featuring a kitchen, living room, bedroom and en suite with a soaker tub and glass walk in shower. Cuddle up on the couch for a movie or outside on the porch swing gazing at the stars. After a good nights sleep enjoy your coffee on porch swing or a stroll around the ranch! Coffee, tea, hot chocolate and packaged oatmeal is provided. There is so much more to enjoy at RTR!

Top guest favourite
A spacious sleeping area features a large bed with white linens and an orange throw blanket. Two orange lounge chairs are positioned nearby, and a modern television is mounted on the wall. Natural light filters in through a window adorned with sheer curtains.
Flat in Nanton
4.93 out of 5 average rating, 14 reviews

The Alcott

This suite is housed in the historic Keen Building, which was established in 1927 as the Nanton Hospital. Situated right on Main Street, you'll find yourself just a block away from charming cafes, antique shops, the pharmacy, the bookstore, and other unique shopping experiences. Prepare to be inspired by the musical influences that await you, and with a blend of industrial concrete and brick alongside modern technological comforts, this suite has everything you could desire.

Top guest favourite
A cabin made of natural wood sits nestled among large trees. Warm sunlight filters through the branches, casting golden rays across the exterior. Two cows are seen grazing nearby, enhancing the serene countryside setting.
Guest house in Pincher Creek
4.99 out of 5 average rating, 177 reviews

Rocky View Cozy Cabin

This is a sweet 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 a shared fire pit area for your own picnics.

Top guest favourite
A rustic cabin with a wooden exterior features a sloped roof and a welcoming front porch. A table with chairs, a BBQ grill, and pots with flowers are positioned outside, inviting relaxation amidst the surrounding greenery.
Cabin in Pincher Creek
4.94 out of 5 average rating, 133 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…

Top guest favourite
Flat in Fort Macleod
5 out of 5 average rating, 33 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.

Top guest favourite
Guest house in Pincher Creek
5 out of 5 average rating, 35 reviews

Lowland Suites

Lowland Heights is located on the outskirts of scenic Pincher Creek. We are 30 minutes from Waterton Park, 35 minutes from Crowsnest Pass and Castle Mountain Ski Resort. This suite is located on a small acreage at the end of the laneway, two minutes from town. Take your morning coffee to the back patio as you enjoy the views of a large, well kept open lot. Located in a very quiet area, be prepared to relax and enjoy your stay in this new suite.

Top guest favourite
A warm-toned couch is showcased against a dark paneled wall, complemented by decorative cushions. A rustic coffee table sits at the center, adorned with a potted plant. Ambient lighting enhances the cozy atmosphere of the living space.
Home in Claresholm
4.99 out of 5 average rating, 110 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

Guest favourite
Farm stay in Lethbridge County
4.92 out of 5 average rating, 150 reviews

Countryside private 2bdrm suite with mountain view

CouleeHouse is a cozy country suite offering private entrance & beautiful views overlooking the Rocky Mountains, Oldman River, & coulees. Easy day trips to Waterton Lakes NP, Writing-on-Stone PP, Head-Smashed-in Buffalo Jump, the foothills, The Fort Museum in Fort Macleod, Frank Slide, Crowsnest Pass, Park Lake, Lethbridge, Nanton- Antiquing, Calgary... Tourist info available.

Popular amenities for Claresholm holiday rentals

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