
Cottage vacation rentals in Hillside Beach
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Top-rated cottage rentals in Hillside Beach
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Hillside Beach cottage rentals
Cottage rentals with a hot tub

Peaceful Cottage with Hot Tub
We truly enjoyed our stay at Amanda & Guellor’s cabin! The cabin was exactly as described and pictured, clean and comfortable. Great location near walking paths, beach lookout points and a cute restaurant with great crepes. The yard is well maintained, quiet, with a screened in gazebo. We really appreciated the privacy fences on the deck for relaxing soaks in the hotub. The hotub was well maintained and clean. The hosts were always available, helpful and friendly. Easy and clear cabin instructions were provided both online and printed onsite. We highly recommend this cabin to anyone wanting a quiet and relaxing getaway! The couch is fabulous!!!! It’s a reclining couch and made rainy afternoons super cozy with a book!

Spruce Haven Lakefront Getaway
We really enjoyed our time at this Airbnb. My husband and I were spending a few days there with another couple. There was a full bathroom on the upper level and a half bath on the main level which was nice. We wanted a place by the waterfront where we could kick back and relax in a quiet location. It was all that. We were there on a cold weekend so we thoroughly enjoyed the cozy warmth of the wood stove and the outside hot tub. The kitchen had all the essentials we needed to do some food prep and cooking. All the appliances worked well and it was quite clean throughout the home. I enjoy reading and the sunroom was a good spot Lukas' description of the property was accurate and looked like the photos. We would likely stay there again when we visit Gimli in the future.

Bright & Vibrant Beach House
A beautiful spot in lovely Gimli! Family friendly and impeccably decorated. Dana was a wonderful, accommodating, and responsive host.

East Street Escape
Stephanie’s place was exactly as described. Clean and well appointed. Kitchen very well stocked for a rental including some basic spices and condiments. Back yard felt like a retreat with covered gazebo, fire pit and hot tub. Main bedroom mattress quite firm, but pillows very comfortable. Starlink wifi worked like a charm! Short walk to water and 10 min walk takes you to more beach area that was not crowded at all during our visits. Great place for our pup to frolic off leash. Short 10 min drive to Grand Beach and its amenities. Stephanie and Quint were friendly and warm and highly responsive.

Family Friendly 3-Bedroom Cottage
Wonderful stay with our family of five. Peaceful and private cabin, everything we needed was there! Kids enjoyed walking to the local park. Spruce Sands park/beach was just a short drive away, great swimming beach there with cheap icecream and snacks. Perfect family getaway, thanks again!!!

Clean Cozy Charming 3bdrm 1.5bth Lrg deck & hottub
Great weekend stay! Super clean, spacious cabin with lots of amenities. Good location. Had a great time!

South Beach Chalet
My children and I have visited this place two times and both times it was exactly what we were looking for. Lots of room, clean, peaceful, quiet pool and deck area. Diane was quick to respond to any questions we had.

A Frame near Gimli
We loved staying in Alyssa &Seans home. It was clean and welcoming. So very peaceful and private. Overall we were more than satisfied with the communication, the beautiful cabin and the cleanliness. We would definitely consider going here again! Thank you Alyssa and Sean!!!!!
Pet-friendly cottage rentals

Good Vibes at The Lake, 1 Block From Beach!
Very clean, well maintained comfortable place in a quiet neighborhood close to the lake.

Minnewanka
Sharon was a wonderful host. Was very responsive to my messages prior to check in and during my stay. The cottage was super cute and cozy, everything I had hoped for both inside and out! Was perfect for my dog and I, we both enjoyed it so much. We will definitely be back.

Super cute and cozy 1 bedroom cottage
We thoroughly enjoyed our weekend stay at Candace's cabin. The highlights being the large outdoor deck, cozy inviting interior and comfortable bed, just a few minutes walk from the boardwalk. Thanks for everything

3 Bedroom Lake House with Wood Fireplace
Doug was a fantastic host and very responsive and accommodating to our needs during the stay. We had to extend our stay due to work and he made this a stress free process for us. The location is beautiful and had everything we needed to make our one week stay comfortable. I would highly recommend this location and host. Thank you Doug for being so accommodating !

Lake Escape * 40 steps to beautiful beach!
The cabin was perfect- right in front of the beach, which made every moment feel special. It had such a cozy, homey vibe that made it easy to relax and enjoy. Our family made so many great memories here, from beach walks to cozy evenings inside. Tom was a wonderful host- always kind and checked in to make sure everything was going smoothly. We truly loved our stay and would definitely come back!

Historic Winnipeg Beach Cottage
Quaint, peaceful stay. Cabin was clean and supplied with everything we needed.

Canadiana Lake House
Me and two of my friends stayed over the weekend in Diana's place in June. It is very well equipped, with all necessary cooking supplies and utensils, so great place to have a BBQ and a dinner party. Lake is walking distance. If you are looking for something more social, there is a Winnipeg Beach marina area with a boat club and an amazing bar. Neighborhood is great as well. That is definitely the place I would love to spend more time at during the summer

luxury and Convenience -GSTR-2024-001
Eva quickly responded to messages and even took time to let me know of some good local restaurants. Beautiful home!
Private cottage rentals

B.A.L.M’s Beach House in Grand Beach
We loved our stay! Thank you!

4 Bedroom - Waterfront in Grand Marais
Our family had a great time staying in this gorgeous location. The kids had lots to do, and the adults loved the many hiking trails and beaches in the area. Thank you for sharing your beautiful cottage. It was clean, spacious and had a well stocked kitchen. We felt right at home and would love to come back.

Sunshine Shack Bungalow
Had a great time!! Cottage was beautiful, clean and had everything you would need . Located close to the lake and all conveniences. Would definitely rent again!! ⭐️⭐️⭐️⭐️⭐️

Spacious Hillstone Lake House
Our stay was perfect for a weekend getaway. The host left us everything we needed for a sunny or rainy day. The place was incredibly comfortable with numerous areas to sit and get ready for the local beach - which was incredible as well, and close enough to walk to! We will definitely go back again for another summer weekend getaway.

Spacious 3 bedroom beach house
I have stayed several times at Carly’s and always find it be a wonderful experience:)

Cozy 2-Bedroom Cottage A Block From The Beach
What a wonderful and peaceful 3 days. The house is cute and quaint and clean. A sleepy town in walking distance of the beach. I felt safe and relaxed and wish I had more time to spend there. I would definitely come back if in the area again.

Cozy cottage, minutes from the beach
My kids and I had a great stay at Eve's place. We were evacuated by the northern wildfires so made a mini-vacation out of it. Eve's place was great, she was always kind and responsive and everything in the cabin was exactly as described. I hope to vacation here again under different circumstances!

Lovely Seasonal Gimli Cottage by the Beach
We’ve stayed in a few homes throughout the season and this home was by far the best with regards to the area and comfort!
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