Holiday rentals in Hillside Beach

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Top-rated holiday rentals in Hillside Beach

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Top guest favourite
The hot tub sits on a wooden deck, surrounded by lush greenery. The tub features a light-colored exterior with a soft gray cover. Clear water reflects the surrounding trees, creating a serene environment for relaxation.
Home in Bélair
5 out of 5 average rating, 60 reviews

Lakefront Retreat with Hot Tub

Escape to this serene lakefront home featuring an open-concept design, large deck, and breathtaking lake views. Enjoy the hot tub, outdoor fireplace, and spacious living areas. Perfect for a peaceful getaway, this luxurious retreat offers comfort and tranquility for families, couples, or friends. The cabin has west facing views of Lake Winnipeg from the living room, sunroom, master bedroom and back deck. Enjoy a fresh morning coffee from the multiple options we provide: drip, pour over & Keurig.

Guest favourite
Cabin in Traverse Bay
4.85 out of 5 average rating, 225 reviews

Relaxing 3 Bedroom Cabin with Hot Tub

Nestled in the small lake community of Albert Beach. Only a 5 min walk to sink your toes in the beautiful sand. Great swimming beach for kids. The water is shallow. If you like to bike, there are trails to Victoria Beach. Take a ride to the pier and the bakery. Or hike Elk Island. Sit around the camp fire, soak in the hot tub, play some games, and kick back and relax. In the winter, enjoy the Snowmobile trails, cross-country skiing and ice fishing. Let your outdoor adventure begin…

Guest favourite
A cozy tiny house is set against a backdrop of lush greenery and trees. A small wooden deck extends from the front, featuring a pair of lounge chairs. The building's exterior combines light wood with a red door, blending harmoniously with the natural setting.
Tiny home in Matlock
4.93 out of 5 average rating, 144 reviews

Tiny House in Natural Paradise

Come and enjoy Tiny House in Matlock, Manitoba, on Lake Winnipeg’s Southwest shore! Fully equipped, loft bedroom, comfortable for 2-3 guests. Located on pristine 45-acre nature preserve, with paths through tall grass prairie, meadow, forest, wetland, ponds, meditative labyrinth and land art. Two-minute walk to main beach, restaurant, general store, and sports courts. Local activities include swimming, fishing, hiking, birding, ice fishing, snowshoeing, skiing, skating, snowmobiling, and more!

Guest favourite
A charming cottage is showcased with a wooden deck extending from the main entrance. Surrounding the deck are lush trees and greenery. In the foreground, two comfortable chairs and a fire pit are set among natural stones, inviting outdoor relaxation.
Cottage in Hillside Beach
4.92 out of 5 average rating, 72 reviews

That House on Hillside

Bring your whole family to enjoy this 1400 sq ft cottage with lots of space to enjoy! You will be surrounded by trees giving you more than enough privacy for a peaceful getaway. With the soaring cathedral ceilings, open concept, new kitchen, and multiple bedrooms, you may not want to leave. The spacious deck, fire pit, beautiful treetop views, and cornhole area makes it the perfect place for outdoor entertaining. The bonus room sleeps 2 on a futon and has a powder room. WiFi Available!

Superhost
A serene beach scene is depicted, featuring three lounge chairs positioned on sandy shores. Smooth rocks line the water's edge, and gentle waves reflect the soft sunlight. Lush greenery surrounds the area, creating a peaceful retreat beside the water.
Tiny home in Victoria Beach
4.9 out of 5 average rating, 116 reviews

Tiny Piece of Paradise

Experience a tiny home with so many unexpected little luxuries . This newly built 4 season tiny is located just steps from the beach. A nicely treed in yard for privacy. It has an outdoor dining area and firepit. On your way to the beach, you will find a screened in hammock along the path nestled in the trees. Bikes are available free of charge if you'd like to tour the area and see all it has to offer. WINTER We are on the snowman trail, and the lake access point for ice fishing

Guest favourite
The interior of the glamping dome features a queen-sized bed with a textured white comforter. A cozy seating area includes a wicker coffee table and two armchairs. Natural light filters through large windows, enhancing the space's connection with the surrounding forest.
Dome in Stead
4.92 out of 5 average rating, 116 reviews

Dome Cabin In The Woods

This off-grid 4 season glamping dome cabin is located on a beautiful 20 acre property at a 10 min drive from the shores of Lake Winnipeg and 5 mins away from Gull Lake. Enjoy walking on our forest trails, have a soak in our wood-fired hot tub, take our inflatable boat out for a paddle, or go explore the countless hiking trails nearby. Located just off a groomed snowmobile trail, this is a perfect home base for snowmobilers, ice fishermen and cross-country skiers in the winter time.

Top guest favourite
Cabin in Grand Marais
4.99 out of 5 average rating, 100 reviews

Dog-Friendly Modern Cabin Near Beach

Have fun with the whole family at our modern cottage near the beach. Walking distance to the beach, our dog friendly space boasts comforts for everyone. This modern cottage was designed for a large family or for two families to share. 3 bedroom, 2 bath including a bunk room for the kids and a mudroom with built in kennels and a dog bath. The backyard has a large ground level deck with two BBQs, seating and dining spaces as well as a fire pit area with plenty of seating.

Top guest favourite
Cabin in Grand Marais
4.93 out of 5 average rating, 101 reviews

Great Escape (All Seasons)

Close to everything, yet tucked away on a beautiful street in grand Marais. 10 minutes to the famous Grand Beach, 2 minutes to Lanky’s ice cream shop, Lola's, and mini-golf. Watch unmatchable sunsets or simply enjoy nature. 5 minutes to one of the best ice fishing spots on Lake Winnipeg. At the cabin, you can enjoy a full kitchen and bathroom. The fully fenced, private backyard has a large covered deck, patio table, chairs, BBQ, and a fire pit to enjoy year round.

Guest favourite
The exterior of a modern A-frame cottage is showcased, surrounded by trees. The structure features large triangular windows and a welcoming front door. A sloped wooden ramp is positioned at the entrance, providing accessibility. The landscape is natural, with a layer of fallen leaves on the ground.
Cottage in Arnes
4.94 out of 5 average rating, 128 reviews

A-Frame in the Pines - Red Pine Cottages

Welcome to our cozy a-frame cottage located just North of Gimli. This brand new cottage is perfect for a romantic getaway or a family adventure and being only a short walk to the lake, or a 10 minute drive to Gimli, there's no shortage of places to explore. Or if you're more interested in staying in, this cottage features a wood stove, hot tub, cozy nooks, beautiful views, and all the modern amenities. Red Pine Cottages Licence No. GSTR-2024-014

Top guest favourite
The exterior view of Pelican Lodge showcases a log-style architecture surrounded by trees. A spacious deck features wooden railings and steps leading to the entrance, with colorful outdoor chairs positioned nearby. The warm wood tones harmonize with the natural setting, inviting relaxation.
Cottage in Bélair
4.93 out of 5 average rating, 262 reviews

Forest Spa Retreat in Belair

Feel like you are in a Hallmark movie in this fully remodeled gem nestled in the Belair forest. At the Pelican Lodge & Spa, you'll instantly relax in an immaculate log-style home with a year-round hot tub overlooking the forest, custom furnishings, stainless steel appliances, Starlink WIFI Internet, 55" Smart TV, Bluetooth speaker & BBQ. Great hiking and XC trails in Victoria & Grand Beach. Amazing lakefront sunsets only 5 min walk away.

Guest favourite
A gravel area features four red Adirondack chairs arranged around a fire pit, inviting relaxation. The cabin is partially visible, surrounded by lush trees. A deck extends from the cabin, with a shaded seating area and a potted green umbrella enhancing the outdoor space.
Home in Bélair
4.92 out of 5 average rating, 39 reviews

Fox Pointe Hideout Cottage

Fox Pointe Hideout is a renovated cabin located in Belair, MB - we are right between Lester Beach and Hillside Beach, only 7min driving! Our cabin is tucked in a 1ac lot with countless mature trees and it will offer you privacy and comfort. Amazing lakefront sunsets only a few min walk away! Fox Pointe is the ideal getaway location for a couple / two couples or small families - up to 4.

Guest favourite
The modern black exterior of the tiny hideaway is framed by large windows and a covered front deck. A pair of chairs sits on the porch, overlooking a manicured lawn surrounded by trees, creating a serene outdoor space.
Tiny home in Arborg
4.99 out of 5 average rating, 201 reviews

Tiny Spa Hideaway • Outdoor Jacuzzi + Wood Sauna

Luxurious Couples Getaway With Outdoor Jacuzzi + Wood-Burning Sauna. Welcome to our modern & cozy custom built tiny hideaway. Deigned for couples seeking relaxation and tranquility. Our single-room home features an open concept kitchen, dining, living room, bedroom space + a beautiful tiled walk in shower. You won’t forget your time in this romantic, memorable place.

Popular amenities for Hillside Beach holiday rentals

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  2. Canada
  3. Manitoba
  4. Hillside Beach