Winona Vacation Rentals & Ski-in/Ski-out Homes
Cabin
9.2Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $215/Night
7 Nights - US $1,505
Apartment
8.9Fabulous
(38 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
Parking
Air Conditioner
Internet
Child Friendly
US $108/Night
7 Nights - US $758
Hotel
8.4Excellent
(1002 Reviews)
1 Bath
Pool
Breakfast
Kitchen- Parking
US $108/Night
7 Nights - US $754
House
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $88/Night
7 Nights - US $613
Apartment
- Hamilton
- ·
- Stoney Creek
- 0.91 mi to center
8.1Excellent
(53 Reviews)
3 Bedrooms
2 Baths
8 Guests
904.17 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $328/Night
7 Nights - US $2,294
Apartment
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $87/Night
7 Nights - US $611
Villa
- Hamilton
- ·
- Stoney Creek
- 1.21 mi to center
10.0Exceptional
(3 Reviews)
6 Bedrooms
3 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $1,120/Night
7 Nights - US $7,838
House
- Hamilton
- ·
- Stoney Creek
- 0.87 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $224/Night
7 Nights - US $1,568
House
9.0Exceptional
(12 Reviews)
5 Bedrooms
6 Baths
16 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $882/Night
7 Nights - US $6,174
Luxury Places to Stay in Winona
Over 68+ Luxury Places to Stay in or Near Winona
Hotel
7.3Very Good
(349 Reviews)
4 Baths
325.61 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,221/Night
7 Nights - US $8,547
House
- Hamilton
- ·
- Stoney Creek
- 1.26 mi to center
5.3Average
(3 Reviews)
6 Bedrooms
4 Baths
12 Guests
5995.5 ft²
- Hot Tub
- Fireplace/Heating
- Parking
- Air Conditioner
US $1,205/Night
7 Nights - US $8,433
New
House
- Hamilton
- ·
- Stoney Creek
- 1.44 mi to center
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $768/Night
7 Nights - US $5,375
New
Villa
- Hamilton
- ·
- Stoney Creek
- 1.40 mi to center
3 Bedrooms
3 Baths
8 Guests
2368.06 ft²
- Balcony/Terrace
View- Pet Friendly
- Parking
US $567/Night
7 Nights - US $3,968
New
House
- Hamilton
- ·
- Stoney Creek
- 2.72 mi to center
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $437/Night
7 Nights - US $3,057
House
- Hamilton
- ·
- Stoney Creek
- 2.95 mi to center
5 Bedrooms
3 Baths
10 Guests
4500 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $323/Night
7 Nights - US $2,261
Apartment
- Hamilton
- ·
- Stoney Creek
- 1.07 mi to center
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $247/Night
7 Nights - US $1,730
House
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $238/Night
7 Nights - US $1,666
House
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $218/Night
7 Nights - US $1,524
Top-Rated Vacation Rentals with a Pool in Winona
Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Winona
Hotel
8.0Excellent
(305 Reviews)
1 Bath
269.1 ft²
- Private Pool
Oceanfront- Fireplace/Heating
- Pool
US $99/Night
7 Nights - US $696
Hotel
7.8Very Good
(1005 Reviews)
1 Bath
Spa- Pool
- Kitchen
- Parking
US $114/Night
7 Nights - US $799
Villa
- Hamilton
- ·
- Stoney Creek
- 1.65 mi to center
4.6Average
(13 Reviews)
3 Bedrooms
3 Baths
8 Guests
3000 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $631/Night
7 Nights - US $4,416
Villa
- Hamilton
- ·
- Stoney Creek
- 1.67 mi to center
4.0Average
(6 Reviews)
5 Bedrooms
3 Baths
16 Guests
3300 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $624/Night
7 Nights - US $4,365
Cottage
4 Bedrooms
3 Baths
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $287/Night
7 Nights - US $2,010
Pet-Friendly Vacation Rentals in Winona
Over 20+ Pet-Friendly Vacation Rentals in or Near Winona
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
1634 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $137/Night
7 Nights - US $959
House
- Hamilton
- ·
- Stoney Creek
- 0.95 mi to center
5.2Average
(7 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $220/Night
7 Nights - US $1,540
House
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $249/Night
7 Nights - US $1,743
Villa
- Hamilton
- ·
- Stoney Creek
- 0.95 mi to center
3 Bedrooms
3 Baths
10 Guests
1722 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $89/Night
7 Nights - US $621
House
5.0Average
(1 Review)
3 Bedrooms
3 Baths
5 Guests
1700 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $191/Night
7 Nights - US $1,337
House
- Hamilton
- ·
- Stoney Creek
- 0.95 mi to center
2.5Average
(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2153 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $254/Night
7 Nights - US $1,779
Cottage
6 Bedrooms
4 Baths
16 Guests
Ocean View- Balcony/Terrace
- View
- Pet Friendly
US $593/Night
7 Nights - US $4,149
House
- Hamilton
- ·
- Stoney Creek
- 1.38 mi to center
3 Bedrooms
3 Baths
8 Guests
900 ft²
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $348/Night
7 Nights - US $2,437
Villa
1 Bedroom
1 Bath
8 Guests
- Pet Friendly
- Child Friendly
US $323/Night
7 Nights - US $2,262
Large Vacation Homes & Villas in Winona
Over 10+ Large Vacation Homes & Villas in or Near Winona
House
- Hamilton
- ·
- Stoney Creek
- 2.09 mi to center
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $198/Night
7 Nights - US $1,388
Villa
- Hamilton
- ·
- Stoney Creek
- 0.95 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $118/Night
7 Nights - US $826
Villa
- Hamilton
- ·
- Stoney Creek
- 1.26 mi to center
4.4Average
(7 Reviews)
4 Bedrooms
3 Baths
8 Guests
5500 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $675/Night
7 Nights - US $4,725
Villa
3 Bedrooms
3 Baths
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $731/Night
7 Nights - US $5,116
Villa
4 Bedrooms
3 Baths
8 Guests
3600 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $569/Night
7 Nights - US $3,985
Villa
- Hamilton
- ·
- Stoney Creek
- 0.95 mi to center
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $320/Night
7 Nights - US $2,242
Villa
- Hamilton
- ·
- Stoney Creek
- 1.43 mi to center
1 Bedroom
1 Bath
8 Guests
- Pet Friendly
- Child Friendly
US $301/Night
7 Nights - US $2,108
House
- Hamilton
- ·
- Stoney Creek
- 0.92 mi to center
3 Bedrooms
3 Baths
10 Guests
2153 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $281/Night
7 Nights - US $1,969
House
4 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $258/Night
7 Nights - US $1,806
Winona Resorts and Airbnb Homes Under $200
Over 23+ Winona Resorts and Airbnb Homes Under $200
House
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Air Conditioner
- Internet
US $197/Night
7 Nights - US $1,378
Apartment
1 Bedroom
1 Bath
4 Guests
1614.59 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $103/Night
7 Nights - US $723
House
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $196/Night
7 Nights - US $1,370
House
- Hamilton
- ·
- Stoney Creek
- 1.94 mi to center
4 Bedrooms
2 Baths
8 Guests
2340 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $184/Night
7 Nights - US $1,287
Condo
- Hamilton
- ·
- Stoney Creek
- 1.02 mi to center
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $144/Night
7 Nights - US $1,008
Apartment
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $143/Night
7 Nights - US $1,001
Condo
- Hamilton
- ·
- Stoney Creek
- 1.02 mi to center
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $136/Night
7 Nights - US $954
House
1 Bedroom
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $105/Night
7 Nights - US $734
Apartment
1 Bedroom
2 Baths
2 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $88/Night
7 Nights - US $613
Instantly Bookable Vacation Homes in Winona
Over 13+ Instantly Bookable Vacation Homes in or Near Winona
Hotel
1 Bath
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $144/Night
7 Nights - US $1,011
House
- Hamilton
- ·
- Stoney Creek
- 2.76 mi to center
4 Bedrooms
2 Baths
9 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $222/Night
7 Nights - US $1,556
Cottage
- Hamilton
- ·
- Stoney Creek
- 1.12 mi to center
4.2Average
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Child Friendly
- Laundry
US $316/Night
7 Nights - US $2,211
Condo
4.0Average
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $264/Night
7 Nights - US $1,849
House
4.0Average
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $132/Night
7 Nights - US $925
Cottage
- Hamilton
- ·
- Stoney Creek
- 1.26 mi to center
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
Lake View- Balcony/Terrace
- View
US $436/Night
7 Nights - US $3,053
House
- Hamilton
- ·
- Stoney Creek
- 1.02 mi to center
4 Bedrooms
4 Baths
6 Guests
3200 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Balcony/Terrace
US $318/Night
7 Nights - US $2,228
House
- Hamilton
- ·
- Stoney Creek
- 0.95 mi to center
3 Bedrooms
3 Baths
7 Guests
1615 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $288/Night
7 Nights - US $2,015
Bed & Breakfast
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Internet
- Child Friendly
- Laundry
US $257/Night
7 Nights - US $1,798
Book a Last Minute Place to Stay in Winona
About Winona Vacation Rentals
Explore over 77 vacation rentals in Winona with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Winona for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Winona. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Winona tailored to your preferences. On average, these rentals offer 828.65 ft² of space, and are priced at an average of US $304 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Winona at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Winona
| Type | Count |
|---|---|
| Vacation Homes | 40 |
| Villas | 12 |
| Holiday Apartments | 9 |
| Cottages | 4 |
| Cabin Rentals | 2 |
| B&B | 1 |
Use these Quick Filters to Find a Vacation Rental in Winona
★ Pro Tip: Discover Your Ideal Vacation Rental in Winona with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Winona, ON
View the weather forecast for Winona before booking your Winona Vacation Rentals to confirm your best time to go.
December - February
High 23°F Low 2°F
March - May
High 65°F Low 12°F
June - August
High 76°F Low 49°F
September - November
High 65°F Low 8°F
Frequently Asked Questions About Winona?
What are the top vacation rentals in Winona?
When organizing your trip to Winona, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Winona. Peruse our collection of highly-rated properties and secure your reservation today.
- Lakeside – Luxury Waterfront Retreat with Skyline Views
- Luxury Curated Stay – Steps from Lake Ontario
- Luxury Tiny Home at the Farm - Botanical Oasis
- Million Dollar Private Lakefront House - Lake Patio - B&B - 250/248
- Spacious Guest Suite
- Quality Inn & Suites
- Lake-Walk House 3 Bed 2 Bath Apt
- Quality Inn & Suites
- The Casablanca Hotel
- The Casablanca Hotel
Which vacation homes or resorts in Winona are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Winona. Enjoy great views, locations and save money with SunSki Resorts.™
- Hamilton Lakeside Haven ~ 4BR of Peace & Comfort
- Professional Three Bedroom Condo Suite
- Tourists Dream Waterfront Location! Half way between Niagara Falls and Toronto,!
How many SunSkiResorts vacation rentals or resorts are available in Winona?
Discover the ideal vacation rental in Winona with SunSki Resorts™. We provide an extensive selection of over 77 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Winona.
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Finding the best prices in Winona
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