Vacation rentals in Hillside Beach

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Top-rated vacation rentals in Hillside Beach

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

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Guest favorite

A modern cabin exterior showcases large glass windows that provide ample natural light. A spacious deck features seating beneath an umbrella, with a railing ensuring safety. The surrounding landscape includes a well-maintained gravel path and trees, enhancing the outdoor space's appeal.

Cabin in Grand Marais

4.93 out of 5 average rating, 80 reviews

★★★★★ Walk to the beach - HOT TUB optional

Manitoba's best Vacation rental , Hot tub , multi level 3 tier deck space, one with enclosed bug screen , Fire pit, Starlink HIGHSPEED Wifi - In wall Bluetooth Stereo System - Shaw Direct PVRs - 3 Large Smart TVS 2 full bathrooms with a Shower / Tub - one on each FLOOR! Large 2000 sf , award winning design. footsteps to grand beach Park , No need to drive. Optional Hot tub fee if required. youtube " cabin rental grand beach" for a video walkthrough and direct booking discounts.

Superhost

A wooden deck features two red Adirondack chairs, inviting relaxation. A large red umbrella provides shade over a dining table with several chairs. A vibrant flower pot with blooming flowers adds a touch of color to the scene, surrounded by green trees.

Cabin in Riverton

4.88 out of 5 average rating, 32 reviews

The Inspiration Outpost

Forget your worries in this spacious and serene space. This rustic lakefront location is perfect for hosting two families or a large group. With 5 bedrooms, a kitchen, laundry, two wood stoves, and a television, we think it's the perfect holiday location. Spend your days ice fishing and your evening snuggled up on the couch. Built as a connected duplex, the first side has 3 bedrooms, full bath, living room and kitchen. The second side has full bath, two bedrooms, laundry and living room.

Guest favorite

The entrance of the cottage features a welcoming front porch with a spacious deck. An egg chair sits beside potted plants, and a few seating options are arranged on the deck. The exterior showcases a combination of natural wood and warm-toned siding under a sloped roof.

Cabin in Whytewold (Matlock)

5 out of 5 average rating, 25 reviews

4-Season Peak a Lakeview ~ Ice Fishing Staycation

Spacious 3-bedroom lakeview 4-season family-friendly cottage, less than 5 min walk to a private beach and pier. Sleeps 6 comfortably, fully equipped kitchen, washer/dryer, electric baseboard heat, natural gas fireplace, wall air conditioner, BBQ, two firepits, Wi-Fi, two deck areas, egg chair and 3 season sunroom. Location, location, location... 1 min drive to Whytewold Emporium 3 min drive to Matlock 6 min drive to Winnipeg Beach 23 min drive to Gimli 35 mins drive from North Winnipeg

Guest favorite

A spacious wooden deck is featured, furnished with a glass table and four red chairs. Lush greenery borders the area, providing a serene outdoor space for relaxation and gathering. A fire pit is visible in the background, enhancing the outdoor experience.

Cabin in Grand Marais

5 out of 5 average rating, 14 reviews

Rosebud: Sunset paradise

Located across the road from Lake Winnipeg in Grand Marais. A stay at the lake gets no better than being able to look and enjoy sunsets every night. Just across the road is also access to a quiet public beach/ spit. A great location for ice fishing, a 1 bedroom quaint cabin with huge decks to enjoy sitting outside to listen to the birds , enjoy the sun and sunsets. You get to make the most of a large yard and fire pit. Close to stores and all amenities of Grand Marais and Grand Beach.

Guest favorite

A tranquil waterfront view is captured, featuring a sandy shoreline leading to a calm lake. Lush green grass surrounds the area, complemented by a tree casting gentle shadows. The scene suggests a peaceful setting for relaxation and enjoyment of nature.

Cabin in Petersfield

4.94 out of 5 average rating, 70 reviews

Escape to Netley Creek in Petersfield, Manitoba

Four season waterfront home situated on a one acre property with 300’ of water frontage. 1400’sq home is nicely furnished and well equipped. Three large deck areas and 60 feet of dock with boat launch access. Gas barbecue, large fire pit area. 2 fully serviced RV sites are also available. Enjoy swimming, boating, kayaking, paddle boarding, fishing etc. World-class golf course, restaurants, grocery/gas just minutes away. Hosts live nearby and are ready to make your stay unforgettable!

Top guest favorite

An outdoor lounging area features comfortable furniture arranged on a stone patio, with a modern outdoor fireplace positioned nearby. The backdrop is a serene forest setting, complemented by a guest cabin nestled among the trees, while a vibrant pink sunset fills the sky.

Home in Bélair

4.89 out of 5 average rating, 38 reviews

Stylish Lester Beach Cabin with Hot Tub

This property offers a serene beachy retreat, complete with a hot tub, outdoor fireplace and guesthouse for added privacy and relaxation. The main cabin features a cozy and rustic interior, with wood paneling and comfortable modern furnishings. The open-concept living area includes a fully equipped kitchen, dining space, and a cozy sitting area with an electric fireplace. Enjoy the charming sunroom with a beachy vibe & bright windows. Relax, soak up the sun & unwind! RM Licensed rental

Guest favorite

An A-frame cabin is illuminated by warm string lights at dusk, creating a cozy atmosphere. Outdoor seating surrounds a fire pit on a gravel area, with trees providing shade. The cabin's balcony is visible above, adding to the inviting outdoor space.

Cabin in Matlock

5 out of 5 average rating, 40 reviews

Eh Frame

YEAROUND HOTTUB!! Driveway has been widened for all your ice fishing rigs. Freshly remodeled year round getaway with 5 bedrooms & 2 baths. Close to beach. Large yard on quiet street. Sleeps 8 comfortably. Linens and towels provided. Pack your food and move in! Lots of parking onsite for all your ice fishing equipment! Wood burning fireplace for the cold winter nights. Just a 40 minute drive to the perimeter. July & August are 4 night minimum. Long weekends 3 night minimum.

Top guest favorite

A cozy living area features a gray sectional sofa paired with a wooden coffee table. Natural light fills the space through two large windows adorned with white curtains. A light blue armchair and decorative artwork add to the welcoming ambiance, creating a comfortable environment.

Cottage in Winnipeg Beach

5 out of 5 average rating, 17 reviews

Minnewanka

Relax in a cozy, beach-inspired cottage, only a couple blocks from downtown, the boardwalk and beach. The cottage comfortably sleeps 4 adults, with a queen-size bedroom and queen-size trundle bed in the living room. During the summer, the guest cottage also sleeps two guests. Enjoy relaxing in a screened gazebo, bbq dining on the large sunny deck, or enjoying an evening around the firepit. The cottage is wifi-enabled with Chromecast TV, a full kitchen and linens.

Guest favorite

A open dining area features a large wooden table surrounded by eight sturdy chairs. The warm cedar walls and vaulted ceiling create a cozy environment. A hanging light fixture illuminates the space, while windows provide natural light and views of the outdoors.

Cabin in Victoria Beach

4.92 out of 5 average rating, 38 reviews

Greenglade Getaway 4 Season X-Ski/Beach/Boat/Sled

Unique forested acreage located just 500 m from Lake Winnipeg’s sugary white sand beaches. Be greeted by cedar walls and pine vaulted ceiling. Enjoy spacious accommodations with rustic details, modern luxuries AND a bonus Games Room! In WINTER, sled right out of the yard onto groomed trails. In SUMMER, relax in the 500 sq ft screened veranda. Guest LOVE the location, spaciousness, well equipped & thoughtful touches. Location & activity details by season below.

Guest favorite

The interior features a rustic charm with wooden paneling and polished floors. A dining table made from logs is positioned near a window, while a cozy wood stove with a stone backdrop enhances the inviting atmosphere. Stainless appliances are visible in the kitchen area.

Cottage in Bélair

4.92 out of 5 average rating, 238 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 favorite

The exterior of the vacation rental presents a modern design with large windows, allowing natural light to illuminate the space. A landscaped garden featuring round stones and lush greenery enhances the entrance, while outdoor seating is provided in front of the home.

Cabin in Sandy Hook

4.9 out of 5 average rating, 30 reviews

The Bear Cabin

Unwind in a Charming Vacation Rental in Sandy Hook, Manitoba Welcome to our delightful vacation rental nestled in the quiet cottage community of Sandy Hook. Whether you're seeking a relaxing retreat or a home base for a golf/beach weekend our cozy property provides the perfect place for an unforgettable vacation. Come and experience the tranquility and charm of this hidden gem.

Guest favorite

A gathering around a warm fire pit is illuminated by string lights. Comfortable chairs encircle the fire, creating an inviting space for socializing. The backdrop features a cabin, subtly lit in the evening, surrounded by trees in a serene outdoor setting.

Cabin in Winnipeg Beach

4.9 out of 5 average rating, 29 reviews

Cozy cabin in WPG beach!

This cozy four season cabin features 3 bedrooms, with one of the rooms featuring bunk beds for the kids! The property is located on under half of an acre, which means there is tons of space for yard games! The beach is only a 15 minute walk, and Salty's diner is less than 5 minutes. Come kick back, unwind, and live the lake life for a while. You deserve it.

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What guests are saying

Great Escape (All Seasons)

4.92 out of 5 average rating, 75 reviews2 weeks ago

I stayed at Marcia’s cabin the first week of April, as I wanted a peaceful and relaxing spring break getaway. The cabin is perfect for a quiet retreat - cozy with everything needed. The weather when I was there was mild winter weather, and although there was still lots of snow, I enjoyed sitting in the sunshine on Marcia’s beautiful back deck. This cabin is pet-friendly and my little beagle loved the fenced backyard. The cabin is two blocks from the lake, and we walked nightly to view the sunset over the vast snowy landscape. The cabin had everything I needed, including soft luxurious bedding, coffee bar, wood stove, and the relaxation that comes with a cozy wood cabin. I hope to return either in the summer months when the lakes and parks are active, or again in late winter when seeking rest and relaxation.

Cabin in Grand Marais

What guests are saying

Welcome to the Woods

4.98 out of 5 average rating, 61 reviews3 weeks ago

Really lovely cabin in the woods for a quick winter getaway. Kim was always communicative and the Airbnb was exactly as described, if not better. The bedrooms were comfy and the whirlpool tub was really fun and relaxing! I also really appreciated that the listing was pet-friendly - we brought our cat, and he loved basking in the sun and watching squirrels from the window sills. Overall, great value and lovely place to stay. Thank you!

Cabin in Bélair

What guests are saying

Boho Luxury Lakefront Cottage

5 out of 5 average rating, 19 reviews1 month ago

Our stay at this beautiful home was absolutely wonderful. The house itself is stunning, cozy, and perfectly equipped with everything we needed. We were even lucky enough to enjoy the breathtaking Northern Lights right from the property, surrounded by the most picturesque landscape. The communication with the hosts was excellent — they were incredibly kind, attentive, and always available to help. Their thoughtfulness and understanding made our experience even more special. We couldn’t have asked for a better place to stay, and we are truly grateful for their hospitality. This home is a little piece of paradise, and we will cherish the memories made here. Highly recommended

Cabin in Gimli

What guests are saying

Right on The Lake. A Paradise!

4.93 out of 5 average rating, 55 reviews4 months ago

The Lighthouse is a perfect place to get away from the business of the world and rest. We had our anniversary getaway and it was memorable. The cottage is so unique and was built with details. Kailie was very helpful and responded to all our questions and needs. We definitely recommended and would love to go back one day!

Cabin in Alexander

What guests are saying

3BR Lakefront HotTub Fire Pit/Pl 4 season house

4.86 out of 5 average rating, 42 reviews6 months ago

Truly an amazing Home- as soon as you come down the dirt road the wows start. amazing views of lake Winnipeg with stunning sunsets witch can be viewed from the hot tub or the private intimate balcony off the master bedroom- take a stroll down the beach or even fish off the rocks ( we were able to catch !!) the house is very well kept and very clean !!! amazing open living room - nice big kitchen will all you need and more for cooking - grill on the big deck in the back- as well as a hot tub games for the adults as well as kids. dog beds toys and more. everything has been thought of here for the guest. very well done we will be back no questions asked ( I'm sure multiple times ) thank you for the great vacation we were able to relax and this location was the icing on the cake !

Home in Bélair

What guests are saying

My Happy Place Lakeview King Bed* 4min to Beach

4.97 out of 5 average rating, 38 reviews7 months ago

This is my family‘s third visit to Bailey’s. We were one of her first guests. From day one it is always been an amazing trip and space. Bailey has been top-notch. We’ve liked it so much that this year we booked an entire week. We could not be happier with the cottage or Bailey. We highly recommend and will definitely be coming back.

Cabin in Grand Marais

What guests are saying

Retro Retreat

4.95 out of 5 average rating, 22 reviews7 months ago

We had an amazing weekend at Stephanie's charming cabin! The bonfire was wonderfully warm, creating the perfect atmosphere for relaxing evenings under the stars. The room was cozy and inviting, making us feel right at home. The cabin is well-equipped and in a peaceful location, perfect for a quiet retreat. We truly enjoyed every moment and would highly recommend this place for anyone looking for a relaxing escape. Thank you, Stephanie, for hosting such a lovely stay!

Cabin in Beaconia

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