Discover Your Perfect Hillside Beach Vacation Homes

Best Vacation Homes in Hillside Beach

9.8
Exceptional
(84 Reviews)
650 ft² 8 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $155/Night For 7 Nights US $1,085
10.0
Exceptional
(10 Reviews)
2500 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $308/Night For 7 Nights US $2,153
10.0
Exceptional
(10 Reviews)
1430 ft² 9 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $202/Night For 7 Nights US $1,416
10.0
Exceptional
(2 Reviews)
800 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Pet Friendly
  • Kitchen
  • Parking
US $163/Night For 7 Nights US $1,138
9.8
Exceptional
(84 Reviews)
1200 ft² 17 Guests 3 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $176/Night For 7 Nights US $1,235
9.8
Exceptional
(45 Reviews)
970 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $174/Night For 7 Nights US $1,220
9.8
Exceptional
(13 Reviews)
1045 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $147/Night For 7 Nights US $1,029
9.8
Exceptional
(9 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Ocean View Cabin
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $192/Night For 7 Nights US $1,347

Hillside Beach Luxury Rentals

New
11 Guests 4 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
US $309/Night For 7 Nights US $2,164
7.8
Very Good
(16 Reviews)
1200 ft² 6 Guests 4 Bedrooms 1 Bathroom
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $290/Night For 7 Nights US $2,028
8.6
Fabulous
(4 Reviews)
8 Guests 4 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $269/Night For 7 Nights US $1,884
New
1500 ft² 8 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
US $211/Night For 7 Nights US $1,478
New
5 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
US $200/Night For 7 Nights US $1,397
New
6 Guests 3 Bedrooms 1 Bathroom
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $173/Night For 7 Nights US $1,209
9.6
Exceptional
(5 Reviews)
8 Guests 3 Bedrooms 1 Bathroom
Ocean View Cottage
  • Ocean View
  • Balcony/Terrace
  • View
US $155/Night For 7 Nights US $1,084
New
12 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Pet Friendly
  • Kitchen
  • Air Conditioner
US $422/Night For 7 Nights US $2,954

Hillside Beach Pet Friendly Vacation Rentals

9.8
Exceptional
(22 Reviews)
1100 ft² 10 Guests 4 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $202/Night For 7 Nights US $1,416
9.0
Exceptional
(6 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Pet Friendly Cottage
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $136/Night For 7 Nights US $952
10.0
Exceptional
(184 Reviews)
2600 ft² 14 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $357/Night For 7 Nights US $2,501
10.0
Exceptional
(1 Review)
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Air Conditioner
US $146/Night For 7 Nights US $1,021
9.4
Exceptional
(22 Reviews)
1178 ft² 9 Guests 4 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $159/Night For 7 Nights US $1,115
9.4
Exceptional
(6 Reviews)
8 Guests 4 Bedrooms 1 Bathroom
Ocean View Cabin
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $186/Night For 7 Nights US $1,305
8.0
Excellent
(1 Review)
1300 ft² 9 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Spa
US $167/Night For 7 Nights US $1,172
4.3
Average
(12 Reviews)
1100 ft² 10 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Balcony/Terrace
  • Pet Friendly
US $159/Night For 7 Nights US $1,110

Hillside Beach Large Vacation Homes

New
10 Guests 4 Bedrooms 3 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $324/Night For 7 Nights US $2,265

Why Choose Rent By Owner for your Hillside Beach Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Hillside Beach

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers distinct advantages depending on the season and your preferences for outdoor activities or relaxing escapes.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and enjoying the scenic beauty of the area.

Average Temperature Daytime: 20°C to 25°C - Nighttime: 12°C to 15°C
autumn
Early Fall (September to October)

The early fall offers pleasant temperatures and vibrant fall foliage, making it a popular time to explore the region’s natural landscapes while avoiding the peak summer crowds.

Average Temperature Daytime: 15°C to 20°C - Nighttime: 7°C to 10°C

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As the region transitions into winter, the cooler weather and quieter atmosphere make it an ideal time for peaceful getaways before the holiday rush.

Average Temperature Daytime: -3°C to 2°C - Nighttime: -8°C to -2°C
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Winter (January to March)

In the winter months, expect cold temperatures that create a serene, snow-covered landscape perfect for cozy stays and winter sports enthusiasts seeking tranquility.

Average Temperature Daytime: -10°C to -5°C - Nighttime: -15°C to -10°C

Weekly Weather Forecast for Hillside Beach

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks to relax and take in the scenic views of the area.
  • Take advantage of private or shared barbecue grills for outdoor cooking during your stay.
  • Make use of well-maintained fire pits or fireplaces for cozy evenings under the stars.
  • Explore landscaped gardens or surrounding green spaces that enhance the outdoor experience in this region.
  • Benefit from nearby lakeside access or waterfront yards ideal for swimming, boating, or fishing.
  • Utilize outdoor recreational equipment like kayaks, paddleboards, or bikes often available at local rentals.
  • Capitalize on shaded areas or gazebos perfect for outdoor dining and social gatherings in the area’s peaceful setting.
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Family Activities

  • Beach Play and Sandcastle Building: Enjoy endless hours of fun on the sandy shores, perfect for building sandcastles and relaxing by the water with your family.
  • Hiking at Gull Lake Trails: Explore scenic trails nearby that offer gentle hikes suitable for all ages, providing a great outdoor adventure in this region.
  • Fishing at Gull Lake: Spend quality time fishing at Gull Lake, where you can teach the kids about local fish species and enjoy a peaceful day together.
  • Picnic in Local Parks: Have a delightful family picnic in one of the well-maintained parks close to here, offering beautiful views and recreational amenities for all ages.
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Adult Activities

  • Beachcombing and Strolling: Enjoy peaceful walks along the pristine shores of Hillside Beach, perfect for discovering shells and experiencing the tranquil beauty of the area.
  • Kayaking and Canoeing: Explore the calm waters of nearby lakes and waterways with a leisurely paddle, offering an intimate way to experience this scenic region.
  • Fishing Opportunities: Take advantage of local fishing spots to relax and try your luck in the abundant waters surrounding this destination.
  • Wildlife Watching: Observe native birds and other wildlife in their natural habitat, making the most of the area's rich ecological environment.

Hillside Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Choose the Right Accommodation: Opt for a well-reviewed vacation rental that offers amenities suited to your needs, ensuring a comfortable stay in this scenic region.
  • Plan Water Activities Early: Take advantage of local lakes and beaches by scheduling boating, swimming, or fishing activities during your trip to this area.
  • Explore Local Nature: Discover the natural beauty surrounding Hillside Beach by setting aside time for outdoor adventures like hiking or birdwatching in nearby areas.
  • Connect with Hosts: Communicate with your hosts ahead of time to receive personalized tips and ensure your accommodations meet all your expectations for this destination.

Transportation Options

  • Personal Vehicle: Having your own car offers the most flexibility for exploring the region and accessing remote areas around Hillside Beach.
  • Regional Bus Services: Local bus routes provide affordable transportation options to nearby towns and key points of interest within the area.
  • Chartered Tours and Shuttles: Guided shuttle services operate in the region, offering convenient transportation for sightseeing excursions and day trips.
  • Taxi and Rideshare Services: Reliable taxis and ride-hailing options are available, making it easy to get around here without the need for personal transportation.

Local Customs Options

  • Traditional Fishing Practices: Engaging in sustainable fishing is a well-respected custom here, highlighting the community's connection to the region's abundant water resources.
  • Cultural Celebrations: Participating in local festivals and gatherings offers you a glimpse of the area's rich heritage and warm hospitality.
  • Respect for Nature: Maintaining the natural beauty of this destination involves a strong emphasis on environmental preservation during your stay.
  • Community Hospitality: Visitors are often welcomed with openness and friendliness, embodying the region’s tradition of welcoming guests into their homes and lives.

Frequently Asked Questions About Hillside Beach?

2. Which vacation homes in Hillside Beach are best for families?

If you are looking for a family-friendly vacation home in Hillside Beach, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hillside Beach:

3. How many Rentbyowner vacation rentals are available in Hillside Beach?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 33 in the Hillside Beach area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Hillside Beach. 

4. What is the cancellation policy for vacation rentals in Hillside Beach, Manitoba?

Cancellation policies vary depending on the specific property you choose. To understand the terms and any potential fees, please review the listing details or contact the property owner directly before completing your booking.

5. Are there any additional fees associated with booking a rental here?

Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the property listing. Be sure to read the full description or reach out to the host for clarification before finalizing your reservation.

6. How do I secure my reservation at a vacation rental in this region?

Reservations are generally secured through the platform's secure booking process. You may need to provide a payment method and agree to the host’s terms. For specific instructions or assistance, contacting the property owner can ensure a smooth booking experience.

7. Is it possible to modify or cancel my booking once confirmed?

Modification or cancellation options depend on the individual property's policies. Details will be available in the booking confirmation or upon inquiry with the host. Always review these policies prior to confirming your stay.

8. What should I know about checking in and checking out in this destination?

Check-in and check-out procedures are set by the property owner and are usually detailed in the listing. Contacting the host beforehand can help you coordinate your arrival and departure times smoothly for your stay in the area.

Hillside Beach Top Rated Vacation Rentals

9.8
Exceptional
(30 Reviews)
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Pool
  • Ocean View
US $213/Night For 7 Nights US $1,488