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.

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…

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.

Waterton Park 3 Brm, 3 Baths, The Quilted Cabin

Our home is located across the lake fm Great Canadian Barn Dance site. 39 km. to Waterton Lakes National Park, Rocky Mountains hiking, City of Lethbridge, Pincher , 40km. S. of Historic Fort McLeod Short drive to World Heritage site Head Smashed In Buffalo Jump, Castle Mountain ski resort, Pass Powderkeg Ski resort. We have high speed internet WIFI. The house is air conditioned for those hot summer days and nights.

Glacier Eco Cabin w/ Deck + Views! 5 Min to Park

Best Glacier location — 5 min to park & trails! Eco-built cabin meets wild Montana, thoughtfully designed with a non-toxic approach. Just 5 minutes to Glacier National Park and Going-to-the-Sun Road; 15 to Many Glacier. A 6-foot living room window frames St. Mary Lake and Glacier National Park, while the bedroom opens through a glass slider to a private deck with sweeping views of the park.

Stable House

Escape to our charming Stable-turned-Airbnb, just 10 minutes from Waterton National Park. Enjoy stunning views of the prairies and Rocky Mountains. The rustic interior blends history with modern comfort. Perfect for nature lovers and adventure seekers. We understand that your furry friends are part of the family, and we happily welcome them to our pet-friendly Stable. Book now!