Holiday rentals 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.
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
A private hot tub is situated on a patio, with clear blue water reflecting sunlight. The surrounding grassy area leads to a scenic view of the golf course and the distinct coulee landscape in the background under a clear sky.
Apartment in West Lethbridge
4.92 out of 5 average rating, 436 reviews

Modern w/HOT TUB on Golf Course & VIEWS!

Welcome to PARADISE! This condo backs onto the secluded and luxurious Paradise Canyon Golf Resort. Nestled in the unique Southern Alberta coulees with amazing views! Relax in your own PRIVATE HOT TUB just outside your door! This stylish renovated unit features air conditioning, a full kitchen, a natural gas fireplace, high speed wifi and smart TV, private laundry, and MORE! Equipped with TWO king bedrooms, and TWO full bathrooms. Come enjoy a peaceful experience with a modern twist.

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, 129 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, 104 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
4.8 out of 5 average rating, 133 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.

Guest favourite
The lakeside cabin features a charming red exterior with large windows and a welcoming porch. Elevated wooden steps lead to a seating area surrounded by natural decor. A gravel pathway runs alongside, connecting to the spacious front yard, inviting relaxation and enjoyment of the outdoors.
Cabin in Hill Spring
4.89 out of 5 average rating, 123 reviews

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.

Popular amenities for Glenwood holiday rentals

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