Holiday houses in Glenwood

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Top-rated holiday rentals in Glenwood

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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.
Farm 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
Home in Babb
4.96 out of 5 average rating, 114 reviews

Glacier Quarry - A Villa Surrounded by the Rockies

Glacier Quarry is a new and modern Villa constructed on a private acreage just outside and between the towns of St. Mary and Babb. The home faces West and backs onto Hudson Bay Divide Ridge. The views are spectacular and include the Many Glacier Valley, Rocky Mountains and Lower St. Mary Lake. The Quarry is located about 300’ from Glacier Ridge Chalet and shares the same incredible acreage. Great location to relax, have a camp fire or explore. This home is pet and EV friendly.

Top Guest favourite
Farm in Mountain View
5 out of 5 average rating, 15 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 with a red roof features a spacious porch with two wooden chairs. Surrounding the cabin, a gravel area leads to an expansive green lawn. The distant hillside is visible under a clear blue sky.
Cabin in Mountain View
4.93 out of 5 average rating, 61 reviews

Cabin 2 at Cottonwood

Date not available? Check out our other cabin or send us a message! Relax with the whole family in this peaceful place. 2 queen sized beds, 1 queen sized sofa bed, 1 full sized sofa bed, and a full sized kitchen make this cabin a great place to stay with friends and family. Enjoy a walk around the spacious grounds, use the playground, and make your way down to the Belly River where you can sit and watch for wildlife, or jump in and swim! Gas and food are 20 mins away.

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.
Guesthouse 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, 130 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, 105 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
Two elegant armchairs face a small table, positioned in front of large, geometric windows. The view showcases expansive fields and distant mountains under a soft evening light, creating a serene atmosphere. Warm fabric drapes frame the window, adding to the overall openness.
Dome in Aetna
4.71 out of 5 average rating, 45 reviews

Glass Window Dome

Wake up to the breathtaking panoramic view of the Rockies from our unique Glass Window Dome and enjoy a cozy and intimate retreat! It features 2 queen beds, dining and sitting areas, a fire pit (+lighter) and an outside area. You also have access to a water jug, cups and boiler. Guest will have access to a shared bathroom in a different building with toilets and sinks with running water. No showers at this time. The dome is not heated.

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
4.81 out of 5 average rating, 134 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.

Popular amenities for Glenwood holiday rentals

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