
Holiday rentals in Glenwood
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Top-rated holiday rentals in Glenwood
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Sauna, theatre, hot tub, climb wall! Mtn memories
Welcome to your Modern Timber Retreat mins outside of Castle Mountain. 12+ family or friends can enjoy this massive 4500 sqft 6 bed / 6 bath luxury home. Outdoor hot tub, cedar barrel sauna, playground, and fire table. Movie theatre room! Most bedrooms have ensuite bathrooms and king beds. 12 person timber table and chef's kitchen for group meals and memories. 100+ 5-star reviews and long waiting list. 45 mins to Waterton. Scenic views from every window with cozy mountain vibes and open spaces

Twin Butte Silos-Bin #3
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 Wagoneer
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!

Cowboy Suite
The Cowboy Suite is a thoughtfully designed retreat with rustic charm, just minutes from Waterton. Whether you’ve been adventuring or simply escaping it all, this cozy space invites you to slow down and unwind. Inside, you’ll find cozy comforts and warm details. After a day of exploring, settle in for a movie night on your own projector screen. A rainfall shower adds a calming rhythm, making even quiet moments feel restorative. This is a place to pause, relax, and truly escape.

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.

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.

"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

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.
Popular amenities for Glenwood holiday rentals
Other great holiday rentals in Glenwood

Elkhorn Cabin at ThunderbirdRidge

Flint Rock Ranch - The Grey House

Lowland Suites

The Meadows

Waterfront property 25 min from Waterton

The Yurt

Glass Window Dome

Cabin 2 at Cottonwood





