Holiday rentals in Glenwood

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.

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

Family friendly country home close to Waterton

This clean, comfortable & spacious home, located in Village of Glenwood is nestled in the foothills of the Rocky Mountains. It has great view of the mountains, friendly neighbors, peaceful surroundings and spacious yard. It's great for couples, singles and small families and is handicap accessible. Large yard : country setting, Spray park, ice cream shop, public library, café/bakery, restaurant & old fashioned general store with ATM all within walking distance. Close to Waterton Park.

Cozy Bachelor's Suite w/loft | Hiker’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.

Cozy 2 bedroom cabin w/ a terrific mountain view!

Recently built modern cabin on 9 acres with breathtaking mountain views — just 11 minutes to the St. Mary entrance for the Going-to-the-Sun Road. Relax in your private retreat, soak in the hot tub, and enjoy crisp mornings or cool summer evenings outdoors. The area is known for clear night skies and excellent stargazing, and on rare occasions the northern lights may be visible from the property.If you have time, nearby Waterton National Park in Canada makes a great day trip.

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.

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…

Sunrise Suite - Ample Social Distancing

We are nestled in one of the most beautiful parts of the Canadian Rockies. Your private 1-bdrm suite is a short drive away from many of the sites and activities of Waterton Lakes National Park. Guests enjoy a private suite in our timber frame cabin and front-door access to one of the most culturally-rich regions of Southwestern Alberta. Please note that the cabin is set up much like a duplex that houses 2 private suites. Our utility room separates the suites.

High Rustler House - Ski-in, Ski-out @ Castle

Fantastic ski-in, ski-out rental located at Castle Mountain Resort with a beautiful view of Barnaby Ridge! High Rustler House is located in the main village of Castle Mountain Resort, located 20 minutes from Beaver Mines, 40 minutes from Pincher Creek and just over 1 hour from Waterton. Ski-in, ski-out has never been so comfortable! Watch the chairlift start in the morning or walk to one of Castle's great hiking trails, there is tons to do in this area!

Boulder Creek Cabins (Red Fox)

Red Fox cabin is 5 miles from the Many Glacier entrance, 8 miles from Going to the Sun road entrance and only 19 miles from the United States/Canada Border leading to Waterton Lakes National Park. There are restaurants and convenience stores in the valley as well. The Red Fox cabin is the ideal rental for your vacation to Glacier National Park! Reservations for Red Fox cabin open for reservations beginning June 1, 2026.

"The Guesthouse"

Reconnect with nature at this unforgettable escape. Ski in Ski Out to Pass Powder Keg Ski hill. Access unlimited bike trails, hiking, etc. right from your doorstep. Close to downtown Blairmore (5-min. walk). This Unique one of a kind A-frame will impress with countless features inside and out. Follow along @theguesthouseatsouthmore Development Permit - DP2023-TH018 Business License # 0001997