Holiday rentals in Glenwood

Twin Butte Silos-Bin #1

Welcome to the Silos! Experience one of southern Alberta’s most unique accommodations. *** LESS THAN 10 MINUTES FROM WATERTON LAKES NATIONAL PARK Nestled on 26 pristine acres within Spearpoint Cattle Ranch, our charmingly reimagined grain silos offer cozy lodging with a unique flair. Unobstructed mountain views, abundant wildlife, and rustic exteriors meet beautifully decorated interiors. Whether you're looking for relaxation or adventure, join us for an authentic rural escape like no other.

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.

The Cowboy

1 of 5 renovated grain bins turned into cabins for a peaceful and unforgettable getaway. Located directly on Castle River for private access to unlimited fishing, private beach, swimming and tubing options as well. We are surrounded by nature, animals, beautiful scenery and peaceful tranquility. Only 20 minutes to Castle Mountain Resort, 15 minutes to Pincher Creek, 40 minutes to Waterton and 20 minutes to the Crowsnest Pass we are central to all the local gems in Southern Alberta.

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.

White Birch Suite - Basement Suite

15% off Blakiston Adventure Rentals in Waterton (electric bikes, paddleboards, canoes and kayaks) for any bookings at White Birch Suite. This spacious, cozy 2 bedroom basement suite has been updated and is in a quiet cul-de-sac. It is located about 30 minutes from Waterton and Glacier. It features 2 large screen TVs , one in the main bedroom and one in the living room with chromecast (Sportsnet, YouTube, Netflix) and both with an HDMI cable to connect to your computer.

Cozy Waterfront Cottage Close to Waterton

Kick back and relax in this calm, stylish space. Tastefully decorated, this 2 bed, 1 bath cottage has everything you need to enjoy some much needed R&R away from the city. The living room is equipped with beautiful and comfortable furniture, perfect for snuggling up and watching a movie. Watch the ducks swim by while sipping your morning coffee from either the kitchen table, or the deck in the fully fenced back yard. Unwind in the infrared sauna in the queen bedroom.

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.

Spacious waterside cabin near Waterton Nat’l Park

Our spacious lakeside cabin comfortably sleeps six, boasting a king-bed master suite, a queen bed, and two twins. With two bathrooms, a full kitchen, lounging areas, and a patio overlooking the lake, you'll never want for space. Enjoy easy access to Waterton National Park, Castle Mountain Ski Resort, and Calgary. Fast internet, remote work, and streaming available.