Holiday rentals in Glenwood

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Top-rated holiday rentals in Glenwood

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

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Top guest favourite
The exterior of a large timber frame home is presented, surrounded by vibrant fall foliage. A cedar barrel sauna and a playground are visible in the yard. The structure features multiple balconies, and the overall setting is framed by mountainous terrain under a colorful sunset sky.
Cabin in Beaver Mines
4.97 out of 5 average rating, 176 reviews

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

Top guest favourite
The exterior of a reimagined grain silo is displayed against a colorful sunset sky. Two red Adirondack chairs are positioned beside a private gas fire pit. The structure features large windows and a smooth concrete entryway, surrounded by gravel and tall grasses.
Ranch in Alberta
5 out of 5 average rating, 80 reviews

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.

Top guest favourite
A view of the vintage home is presented, set against a clear blue sky. A low wooden fence encloses a spacious yard, which features patches of greenery and trees, adding to the calm rural atmosphere.
Home in Glenwood
4.86 out of 5 average rating, 137 reviews

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.

Top guest favourite
Cabin in Pincher Creek
4.97 out of 5 average rating, 33 reviews

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!

Top guest favourite
Ranch in Mountain View
5 out of 5 average rating, 14 reviews

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.

Top guest favourite
A spacious backyard is visible, featuring well-maintained green grass and a wooden deck that overlooks a serene body of water. Several lounge chairs are positioned on the deck, while a fence borders the area, creating a private retreat ideal for relaxation.
Home in CARDSTON COUNTY
5 out of 5 average rating, 12 reviews

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.

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, 175 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, 128 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
Aerial view of a serene landscape features a winding river flowing through lush greenery. Majestic mountains rise in the background, showcasing a range of peaks. The cabin area is seen along the riverbank, surrounded by expansive fields and patches of trees.
Guest suite in Twin Butte
4.92 out of 5 average rating, 103 reviews

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.

Superhost
A two-story home with a black exterior is set against a clear blue sky. A prominent Canadian flag decorates the front, while a welcoming staircase leads to a covered porch. Lush greenery is visible in the yard, complementing the home's charming design.
Cabin in Hill Spring
4.8 out of 5 average rating, 132 reviews

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.

Superhost
The A-frame structure stands beneath a starry sky, illuminated by the vibrant colors of the northern lights. The natural surroundings are accentuated by small evergreen trees and rocky terrain, creating a serene atmosphere in this secluded escape.
Tiny home in Crowsnest Pass
4.9 out of 5 average rating, 139 reviews

"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

Top guest favourite
Cabin in Babb
5 out of 5 average rating, 7 reviews

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

  1. Airbnb
  2. Canada
  3. Alberta
  4. Cardston County
  5. Glenwood