Holiday rentals in Glenboro

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Top-rated holiday rentals in Glenboro

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

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Top guest favourite
An inviting cabin exterior is featured, showcasing a wooden facade with large windows. A balcony is visible above the entrance, complemented by a patio area with a round table and chairs. Surrounding trees provide a natural setting, enhancing the peaceful ambiance.
Cabin in Pelican Lake
4.98 out of 5 average rating, 196 reviews

Retreat 95

Welcome to Retreat 95! You are sure to fall in love with this beautiful oasis. Enjoy breathtaking sunsets and a magnificent view of Pelican Lake! Relax in the hot tub, or freshen up in the seasonal outdoor shower surrounded by nature! The tiki bar and outdoor patio make for a great space to spend time with friends. Two minutes away, you will find Pleasant Valley Golf Course, one of the most picturesque, challenging courses in Manitoba. Retreat 95 will leave you feeling recharged and rejuvenated!

LocationFamilyView

Top guest favourite
A welcoming living area is highlighted by a grey sectional sofa with yellow accent pillows and a light wood coffee table. Framed artwork adorns the walls. Two seating options are present: a sleek black chair and a foldable metal chair. Soft lighting filters through the window coverings.
Home in Treherne
4.99 out of 5 average rating, 187 reviews

Cozy Getaway in Treherne

Welcome to 'North of 49 Den'...a newly renovated 650 sq ft. home with its own yard, parking, and patio. Situated in the quiet, peaceful town of Treherne. Come relax! Enjoy local nature trails, cycle in the Tiger Hills, visit the Second Chance Car museum, golf locally, swim at the Aquatic Centre, cross country ski at Bittersweet Ski Trails, snowmobile groomed trails, kayak down Assiniboine River or at Pinkerton Lakes and more. 1 bedroom with king bed plus fold out couch. All the necessities.

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Top guest favourite
A winter view of Mosswood Cabin is presented, showcasing a wooden structure adorned with a sloped roof and a large front deck. Snow blankets the ground and roof, while trees with bare branches frame the cozy entrance and screened porch area.
Cabin in Roseisle
4.99 out of 5 average rating, 178 reviews

Mosswood Cabin - on the Manitoba Escarpment

Mosswood Cabin is a cozy (hygge, gezellig) 700 sq ft year-round cabin located on the Manitoba Escarpment. 8000 years ago, it was lakefront property on Glacial Lake Agassiz, now it’s 40 acres of gorgeous parkland forest, with a seasonal creek winding its way through a deep ravine, access to many kilometres of multi-use trails, and part of a regular raptor, songbird, and monarch migratory route. The cabin is equipped with a full kitchen, a bathroom, a wood stove, and an outbuilding electric sauna.

LocationFamilyTV

Guest favourite
A modern hut is nestled among lush greenery, featuring a wooden deck with railing. The structure has a sloped roof and blue doors, surrounded by trees and vegetation typical of Turtle Mountain Provincial Park. The setting offers a private escape into nature.
Hut in Boissevain
4.93 out of 5 average rating, 148 reviews

Jay Hut

Located in Turtle Mountain Provincial Park, our off-grid huts are a great base for adventurers of all ages and abilities year-round. Our huts pack a lot into their small 160 square foot footprint. They feature a modern design, with a wood burning stove, cooking area, eating and sleeping space and storage racks for your gear. Outside the huts there is a deck space, outdoor cooking area, and gear storage for your skis or bikes. Each hut also has it's own outhouse, picnic table and fire pit.

ValueFamilyParks

Top guest favourite
Barn in MacGregor
4.98 out of 5 average rating, 257 reviews

The Red Barn Loft in the Heartland of the Prairies

Recently updated, open concept barn loft in the heart of the Manitoba prairies. This unique 1700 square foot space has plenty of room for a relaxed getaway. The location is great for families, hunters, snowmobile enthusiasts, couples, and those looking for a place to retreat. A great central location if you would like to tour small towns in Manitoba. As seen in this music video https://youtu.be/foJ0HRZmtB4 Featured https://news.airbnb.com/canadas-most-wish-listed-unique-stays-and-treehouses/

ValueLocationBathroom

Top guest favourite
A cozy lakefront cottage is showcased with an inviting deck featuring a lounge chair. Large windows reflect stunning views of the lake, while lush grass surrounds the property, creating a serene outdoor space for relaxation.
Cottage in Pleasant Valley
5.0 out of 5 average rating, 60 reviews

Cozy Lakefront Getaway

Welcome to our cozy and recently remodeled Pleasant Valley 4- season lakefront cottage conveniently situated across the road from a picturesque 18-hole golf course. The perfect blend of modern and rustic charm, our cozy airbnb will transport you to a dreamy world of relaxation and serenity. As you step into the cottage, you'll be greeted with breathtaking views of the lakefront. The interior has been thoughtfully designed to create an inviting atmosphere, perfect for unwinding after a long day.

LocationFamilyParks

Top guest favourite
A welcoming sign for Rock Lake Road Retreat stands among lush greenery. Wooden barrels, one planted with a flower, frame the entrance. A charming cabin, partially visible in the background, showcases a rustic design, surrounded by trees and natural landscaping.
Cabin in 50 Rock Lake Rd
4.97 out of 5 average rating, 66 reviews

Private cabin with hot tub and gazebo at Rock Lake

The Rock Lake Road Retreat will provide a peaceful, relaxing getaway for all. Come and spend a relaxing weekend or work from here. The hot tub, sunroom, fire pit, kayaks, smart TV and high speed internet will keep everybody entertained. Nestled under the beautiful oak trees this cabin is a nature lovers paradise. Fish on the lake, ski at Holiday Mountain or snowmobile on the groomed trails. Every season has something for everyone. I have a no pet policy unless discussed beforehand. Thank you

LocationValueSleep quality

Guest favourite
A serene sunset casts warm orange and yellow hues across the sky, reflected in the calm waters of the Souris River. Lush greenery surrounds the scene, with silhouettes of trees framing the iconic Swinging Bridge in the distance.
Guest house in Souris
4.95 out of 5 average rating, 126 reviews

Bridgeview Loft in Souris

Enjoy one of the most beautiful views that Souris can offer. Our cozy one bedroom loft with a Queen bed and a sofa bed can accommodate up to 3 adults or 2 adults and 2 kids. Sit in the balcony facing the iconic Swinging Bridge where you can enjoy the view all year long. You can cross the bridge and enjoy the Souris hospitality and shopping at Crescent Avenue, go exploring the Victoria Park to see our exotic Peacocks or enjoy the swimming pool and picnic areas. We look forward to your visit.

LocationFamilyKitchen

Guest favourite
An outdoor fire pit area is surrounded by several wooden chairs placed on a gravel surface. A large tree is illuminated with soft lights, creating a warm ambiance. The scene captures a peaceful evening setting, enhanced by smoke rising from the fire.
Cabin in Prairie Lakes
4.92 out of 5 average rating, 39 reviews

All season Cottage

Escape the busy city and relax in this peaceful, private cottage surrounded by nature. Whether you're looking for a quiet retreat or an outdoor adventure, this is the perfect place to unwind and make unforgettable memories. Located 6–10 minutes from beaches and 6 minutes from town for groceries and restaurants. Bring your ATV, side-by-side, snowmobile, and explore nearby trails. Spend your days relaxing and enjoying nature. ✔ Self check-in with lockbox. Not Provided: Firewood and Bedding!

FamilyLocationOutdoor spaces

Superhost
Home in Belmont
5.0 out of 5 average rating, 3 reviews

Belmont Stable

Enjoy a memorable visit when you stay at our house that was once a horse stable in Belmont. The house has its own unique shape. Converted to a house with two bedrooms. The house is small but we have the conveniences you need for your stay if your passing through or staying a while. Belmont is located 10 minutes from Pelican Lake, 30 minutes to Killarney 1/2hr from Spruce Woods Provincial Park, and 2 hours from Winnipeg. We are a pet friendly home so you are welcome to bring your pets!

QuietIndoor spacesHospitality

Guest favourite
Cabin in Cartwright
4.96 out of 5 average rating, 82 reviews

Wild Edge

Escape the noise and rush of the modern world at this beautiful off-grid cabin. If falling asleep to the peaceful crackle of a fire and waking to the bugle of an elk seems like your ultimate unwind, you found the perfect place. This cabin perched on the edge of a valley with an amazing view makes glamping easy and relaxing. Now with a hiking trail down to the creek! Complete with a small kitchen area and a solar powered battery for lights and charging your devices.

FamilyValueCleanliness

Top guest favourite
An outdoor area is illuminated at night by soft lights, featuring a fire pit surrounded by seating. A balcony is visible above, while a spacious patio hosts guests seated at a large table. The grassy surroundings add to the inviting atmosphere.
Home in Pleasant Valley
4.95 out of 5 average rating, 19 reviews

Lake life and Golf Oasis

Bring the whole family to this amazing place with lots of room for fun. Out the front door you’re steps away from hole number 3 on the beautiful Pleasant Valley Golf course! Out the back door is the canal leading into Pelican Lake where you can launch your boat for great fishing, water skiing and boating! At the end of your day enjoy the spacious deck and fire pit with friends and family.

FamilyLocationQuiet

Popular amenities for Glenboro holiday rentals