Old Mansions - Vacation Rentals in Winona

Creekside Cabin Getaway From US $147
         

9.4 (114 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Renovated Winona Barn with 2 Decks on 80-Acre Lot! From US $165
         

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New
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Big River Escape Parkside Bungalow From US $243
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Brick Farmhouse with a Touch of Elegance. -Winona From US $453
         

Family friendly in the peaceful heart of town From US $199
         

10.0 (110 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Exchange 21 | Historic Bldg, 1 Bed, Dwntwn From US $186
         

10.0 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Winona

Over 45+ Luxury Places to Stay in or Near Winona
Renovated Mid-Century Modern House From US $484
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Cottage by Lake Winona From US $250
         

9.8 (51 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
The Exchange 26 | Historic Bldg, 2 Bed, Dwntwn From US $245
         

9.8 (11 Reviews)
Apartment
  • TV
  • Security/Safety
  • Child Friendly
Charming Home 3 Blocks to Winona State University From US $243
         

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10.0 (1 Review)
House
  • Parking
  • Accessibility
  • Security/Safety
Fairfield Inn & Suites Winona From US $182
         

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8.4 (85 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Quiet Cottage in the Valley with Outdoor Sauna From US $179
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Winona

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Winona
Fairfield Inn & Suites by Marriott Winona From US $120
         

9.4 (360 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express & Suites Winona by IHG From US $116
         

9.2 (896 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
AmericInn by Wyndham Winona From US $117
         

9.0 (889 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Plaza Hotel & Suites Winona From US $134
         

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8.8 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express Winona by IHG From US $167
         

8.8 (176 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Express Suites Riverport Inn & Suites From US $123
         

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8.6 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
AmericInn by Wyndham Winona From US $161
         

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8.4 (137 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Winona

Over 5+ Pet-Friendly Vacation Rentals in or Near Winona
Treehouse Cabin in the Bluff Woodlands North From US $112
         

9.6 (9 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Days Inn by Wyndham Winona From US $58
         

6.9 (240 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Lake Boulevard House From US $94
         

8.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Super 8 by Wyndham Winona MN From US $100
         

6.8 (248 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Winona on PetFriendly.io

Large Vacation Homes & Villas in Winona

Over 1+ Large Vacation Homes & Villas in or Near Winona
Alexander Mansion Bed & Breakfast From US $140
         

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9.7 (186 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View

Wheelchair Accessible Vacation Homes in Winona

Over 3+ Wheelchair Accessible Vacation Homes in or Near Winona
The Exchange 24 | Historic Bldg, Studio, Dwntwn From US $148
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
The Exchange 23 | Historic Bldg, 1 BR, Dwntwn From US $208
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Private Room in Dorm-Style Building From US $43
         

New
House
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens

Winona Varoom and Airbnb Places to Stay Under $200

Over 17+ Winona Varoom and Airbnb Places to Stay Under $200
The Exchange 12 | Historic Bldg, 1 BR ADA, Dwntwn From US $162
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Carriage House Bed & Breakfast From US $131
         

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9.4 (75 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Alexander Mansion Bed and Breakfast From US $146
         

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9.8 (486 Reviews)
Bed & Breakfast
  • Parking
  • Balcony/Terrace
  • Security/Safety
The Exchange 11 | Historic Bldg, 1 BR, Dwntwn From US $168
         

9.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Exchange 14 | Historic Bldg, Studio, Dwntwn From US $140
         

9.8 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
The Exchange 16 | Historic Bldg, Studio, Dwntwn From US $139
         

9.6 (15 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
"Circa 1900 Home in Downtown Winona " From US $117
         

9.2 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Winona

Over 6+ Instantly Bookable Vacation Homes in or Near Winona
The Exchange 25 | Historic Bldg, Studio, Dwntwn From US $159
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Scrappin' On The Ranch From US $150
         

10.0 (1 Review)
RV Rental
  • Security/Safety
  • Child Friendly
Entire house rental From US $404
         

9.6 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Exchange 22 | Historic Bldg, 1 BR ADA, Dwntwn From US $260
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
The Exchange 15 | Historic Bldg, Studio, Dwntwn From US $170
         

9.6 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About Winona Vacation Rentals

With more than 54 Winona vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Old Mansions and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winona.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions Winona, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winona. Places to stay near Winona are 413.42 ft² on average, with prices averaging $175 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in Winona with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winona

Type Count
Vacation Homes 15
Holiday Apartments 13
Hotels with Suites 12
B&B 4
Cabin Rentals 4
Cottages 2
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Winona

Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winona.

Weather in Winona

View the weather forecast for Winona before booking your Winona Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Winona, MN