Default HTG hotel image

Search Winona Cottage Rentals from CA $176

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Winona cottages

A wooden deck with a gravel path leading to a house.

1. Cana Cottage

Cana Cottage
Tyler
10.0 out of 10, Exceptional, (54 reviews)
"Lovely stay, everything was perfect! Very clean, nice property. "
United States
Connor H.
The price is CA $80
CA $176 total
includes taxes & fees
Dec 3 - Dec 4
Cana Cottage
A bedroom with a bed, a bedside table with a vase of flowers, a mirror, and a door with a window.

2. The Cottage at Dogwood Ridge.

The Cottage at Dogwood Ridge.
Whitehouse
10.0 out of 10, Exceptional, (125 reviews)
"Loved this cottage. Very peaceful and quiet. The hot tub was definitely an extra perk."
United States
Ramona R.
The price is CA $161
CA $263 total
includes taxes & fees
Nov 8 - Nov 9
The Cottage at Dogwood Ridge.
A pathway leading through a garden with a brick archway, surrounded by neatly trimmed hedges.

3. Charming and Historic Holly Cottage Carriage House in Downtown Tyler

Charming and Historic Holly Cottage Carriage House in Downtown Tyler
Tyler
9.8 out of 10, Exceptional, (55 reviews)
"This cottage was wonderful. The host"
United States
Timothy
The price is CA $157
CA $205 total
includes taxes & fees
Nov 9 - Nov 10
Charming and Historic Holly Cottage Carriage House in Downtown Tyler
A small house with a sloped roof, surrounded by a well-maintained lawn and trees.

4. The Willow Cottage

The Willow Cottage
TYLER
9.4 out of 10, Exceptional, (3 reviews)
"Cottage was lovely for a staycation. "
United States
Holly L.
The price is CA $295
CA $465 total
includes taxes & fees
Nov 9 - Nov 10
The Willow Cottage
A small, single-story house with a dark roof, surrounded by trees and a well-maintained lawn.

5. The Floret Cottage

The Floret Cottage
TYLER
10.0 out of 10, Exceptional, (3 reviews)
"Great location! We enjoyed the wonderful amenities and personal care services offered! "
United States
Kimberly G.
The price is CA $295
CA $465 total
includes taxes & fees
Nov 7 - Nov 8
The Floret Cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winona Hotel Reviews

Nexstay Grand Hotel & Conference Center

Nexstay Grand Hotel & Conference Center

8/10 Good
"Basically room was clean. The A.C. Unit was kind of loud. There was almost no traffic noise."
Hilda 1-night trip
Posted 5 hours ago
Nexstay Grand Hotel & Conference Center

Find out more about Winona

Winona Cottages information

Number of reviews
112
Accommodation
53 Cottages
Lowest Price
CA $176
Highest Price
CA $465

Frequently asked questions

Why book your cottage in Winona with Expedia?
Booking a cottage in Winona is as simple as deciding on your travel dates and selecting an ideal place for a getaway in nature. From ritzy retreats to budget-friendly properties and cottages that offer perks like a hot tub, Expedia has something for all tastes. As for epic deals? We've have them as well!
How can I find cheap cottages in Winona?
Expedia can help you easily locate cheap cottages in Winona. To book a terrific stay in just a few clicks, use our handy filter tool to tailor your search results by amenities, star rating and budget.
What is there to do in Winona near my cottage?
The most useful travel accessory is a well-planned to-do list. Mrs. Lee's Daffodil Garden is a wonderful place to kick off your exploration of Winona.

Explore a world of travel with Expedia