
Apartment vacation rentals in Winona
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Quick stats about apartment rentals in Winona

Total vacation rentals
Explore 30 vacation rentals in Winona

Nightly prices starting at
Winona vacation rentals start at G$12,531 GYD per night before taxes and fees

Verified guest reviews
Over 5,050 verified reviews to help you choose

Wi-Fi availability
20 of Winona vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winona rentals

4.9 Average rating
Winona stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Winona
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Woodland Retreat, Full private walkout lower level
Peaceful retreat down gravel driveway 15 min from Mayo Clinic. Enjoy your own apartment with private backyard walkout entrance to the lower level of our home. You will have a bedroom, living area, kitchenette with mini fridge, microwave and toaster oven (no conventional stove/oven), bathroom w/ tub & shower, pingpong table, laundry, and patio with fire ring. You may hear piano music weekday afternoons, since I give lessons (usually 3-6 pm; a bit earlier in summer) NEW HEATED FLOORS w/thermostat

Buddha’s Nest
Smatterings of Asian decor mixed with a longing for the knowledge of the sacred wheels of life invite you into a comfortable flat protected by Buddha who will watch over you while you sleep. Buddha’s Nest has been completely updated, including Nepalese art and a comfortable sitting area for you to learn or practice meditation. Enjoy your own porch that overlooks the back yard. Centrally located. Easy access to the beach, bluffs, campus, groceries, I90, downtown and our neighborhood bar, Genzies.

Treetops Suite, 1 Bedroom @ 7th Street Retreat
Treetops for 2 is located in the heart of Winona a 7-minute walk from train station. The apartment has a secure, self check-in entrance located at the back of the house, has 1 BR (double bed), bathroom (shower), kitchenette and living area. It has a remote controlled heating/cooling system, cable and internet-enabled TV/DVD, and Wi-Fi. Guests share the driveway, back entrance, laundry room, and back patio. The steps up to the apartment are steep. The space is 3 blocks from a charging station.

~ Third Street Suites ~ #1
This beautiful 2nd story suite (accessed by stairs only) is conveniently located in the heart of downtown Winona MN on Third Street! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee shops, restaurants, cocktail lounges, bars, brewery, Winona State University, Mississippi River, Lake Winona, hiking Shakespeare Festival, Minnesota Marine Art Museum, & much more! Please allow us to make your next stay in beautiful Winona a memorable one!

Small Town Vibes with Amazing River & Bluff Views
Enjoy gorgeous view of the Mississippi River, bluffs, and trains, entertain yourself with the live music (occasionally late) from neighboring establishments, stargaze on the deck, or revel in the passing trains. This apartment is the perfect place to get away and relax. Bring up your boat as you'll have parking available in the driveway too! NOTE: this is an upstairs apartment, but we promise you won't be disappointed and want to come back again and again. NON SMOKING. No pets.

Northshore Studio on Lake Onalaska
Lakefront studio where retro and rustic charm meets modern convenience. Studio offers everything you need for a relaxing and enjoyable stay including a queen-sized bed, a living area with a Roku TV, a full kitchen and a bathroom with a step in shower. The lakefront screen porch provides the perfect spot to enjoy your morning coffee or unwind with a good book. Two sit on top kayaks are included. Bikes are available and hiking and biking trails are just across the street.

Restful sanctuary close to Mayo Clinic
This cozy space has private, self-entrance with off-street parking at no cost...a mere 2.5 miles or 10 minute drive to the Mayo Clinic downtown. Located in a quiet neighborhood in northwest Rochester. Easy access to highways, grocery store, coffee shop, Target, restaurants and biking/walking trail. Completely furnished with linens, hair-dryer, Netflix and Hulu, Smart TV and Wi-fi, and coffee maker. The laundry is shared with the host. Truly a home away from home!

1 Bedroom with Extra Amenities, Quiet Neighborhood
Our light-filled one-bedroom apartment is the perfect home away from home in Winona. * Spacious bedroom with queen size bed * Hardwood floors throughout * Full kitchen with oven, refrigerator, microwave + coffee/tea station * Within walking distance of Winona State University and Cotter High School * Located on the ground floor with parking * Easy self-check-in process We want you to love your time in Winona and are here to make your stay as pleasant as possible.

Bright two bedroom rental in the heart of downtown
Enjoy a comfortable experience at this centrally-located rental, just steps away from downtown Viroqua. Grab a coffee at Wonderstate Cafe before heading over to the farmers market right next door. Explore the thriving art scene and local shops, before finishing off the evening with a dinner at the Driftless Cafe. This will also make a great homebase for hiking, biking, fishing, and paddling out in the great Driftless area. We love our little town, and hope you do too!

Waterfront Studio
Waterfront studio The studio is on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. You will not find a closer view of Lake Onalaska. There are two public boat landings less than a mile away. The property is family-owned and operated and has been offered for vacation rentals since the 1960s. Stay and experience all that "God's Country" has to offer. *No cleaning fees*

Downtown La Crosse Loft: Modern Comfort & Style
Experience comfort and convenience in this stylish 3-bedroom La Crosse apartment, perfect for families and groups. The spacious home includes 2 full bathrooms, a fully equipped kitchen, and in-unit laundry. Enjoy 2 dedicated parking spaces and a prime location near local attractions, dining, and entertainment. Ideal for short getaways or longer stays, this welcoming apartment offers all the modern essentials for a relaxing and memorable visit to Wisconsin.

Two story apartment, spacious!
The whole group will be comfortable in this spacious and unique space. This is a furnished apartment in a renovated church. One bedroom with a queen bed and large walk in closet on the lower level. A stairway takes you to an upper loft with three twin beds. Pack n play available and high chair too. Pets are welcome. Located a very short walk to Sylvan Park which has a wonderful playground. Plenty of counter space for a gathering.
Popular amenities for Winona apartment rentals
Weekly apartment rentals

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Charmer on 19th and Cameron

Viroqua Studio With a Backyard View

Entire cozy Rollingstone apt. 10 min to Winona!

Historic Withee Home / 3rd Level / Sleeps 2

SALE: Remodeled retreat near Mayo Clinic

Unbeatable Location! Large Deck & Firetable!

Big River Inn - River view apartment in Alma
Private apartment rentals

Mabel Manor on Main Street

Red Ram Deckhouse

Homey & Historic 2 Bedroom Haven- Main St, Viroqua

The Cozy Classic

The Snapdragon

Highland Place St. Charles

Welcome to the Cheese Cave!

Lux 1 BR I 1 Block to Mayo Skyway I Parking I Pets
Apartment rentals with a hot tub

Valley Apartment

Luxury 1BR Apartment - Steps to Mayo Clinic | G-2

Riverview Respite- Sauna and Hot Tub

Luxury 1BR Apartment · Steps to Mayo Clinic | A-2

Luxury 1BR Apartment · Steps to Mayo Clinic | A-1

Driftless Suite -outside Hot Tub

Luxury 1BR Apartment · Steps to Mayo Clinic | E

Skyway connected Extended Stay in Rochester
When is the best time to visit Winona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,587 GYD | G$19,005 GYD | G$19,631 GYD | G$18,378 GYD | G$22,973 GYD | G$23,390 GYD | G$25,061 GYD | G$25,270 GYD | G$22,764 GYD | G$25,061 GYD | G$20,675 GYD | G$17,752 GYD |
| Avg. temp | -7°C | -5°C | 2°C | 10°C | 16°C | 22°C | 24°C | 23°C | 18°C | 11°C | 3°C | -4°C |
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