Search Cottages in Winona

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 37 Cottages in Winona with updated reviews, rates, and availability.

The Cottage at Dogwood Ridge.

10.0 out of 10, Exceptional, (91)
"This little cabin was amazing! The worst thing about it was we had to leave and resume our regular livelihood and go home! 10/10 would recommend."
The price is SAR 375
SAR 671 total
includes taxes & fees
24 Feb - 25 Feb
The Cottage at Dogwood Ridge.

Entire Cozy Cottage Historical Tyler Azalea District

10.0 out of 10, Exceptional, (22)
"The house was very clean, and felt very roomy for the size of the house. It was in a great location, and the neighborhood was quiet and walkable for dogs. We really enjoyed our stay and will most likely choose this house again when visiting Tyler. "
Entire Cozy Cottage Historical Tyler Azalea District

Kilgore Lakefront Home w/ Private Dock & Pier!

3.0 star property
Kilgore Lakefront Home w/ Private Dock & Pier!

Charming and Historic Holly Cottage Carriage House in Downtown Tyler

2.0 star property
10.0 out of 10, Exceptional, (3)
"Amazing visit - cannot wait to get back. The accommodations could not have been better and the garden tour was nothing less than stellar!!"
The price is SAR 371
SAR 588 total
includes taxes & fees
18 Mar - 19 Mar
Charming and Historic Holly Cottage Carriage House in Downtown Tyler

Cana Cottage | Farm Stay

10.0 out of 10, Exceptional, (27)
"This adorable little cottage in the woods was a peaceful retreat for our long stay of 11 nights. No noise. Only the sound of pine needles swishing with the wind.The manager responds very quickly to any issues. Walmart is a short drive away for any supplies. "
The price is SAR 203
SAR 488 total
includes taxes & fees
27 Feb - 28 Feb
Cana Cottage | Farm Stay

Tranquil Lakefront Cottage, Fishing, Firepit, Boat

9.2 out of 10, Wonderful, (10)
"We rented the house for the weekend as we had an event to attend. We brought the family and two small dogs. The house was clean and had everything we needed for our stay. The lake was very nice and although we didn’t have time to fish, it looks like a nice place to relax and catch a few. The fenced in yard was perfect for the dogs. We didn’t have to worry about them running off. There are neighbors nearby but we never saw or heard them. Restaurants aren’t far away in Gilmer either if you don’t...
Tranquil Lakefront Cottage, Fishing, Firepit, Boat

Julia's Cottage, peace @ Music Springs

9.8 out of 10, Exceptional, (56)
"we use this small home for Friday late afternoon stay over night , Then our first meal Saturday morning then left for the day return for night . Pack up Sunday morning and left for our actives in Big Sandy for rest of morning and afternoon . Then headed by home . If not book next year will rent it again . It was very peaceful there had ever thing we needed there for our stay "
Julia's Cottage, peace @ Music Springs

Vintage Lakefront Cottage, Private Dock, Infinity Beach Pit, 2 Kayaks!

9.8 out of 10, Exceptional, (104)
"We love the property had a blast in the lake thankyou"
Vintage Lakefront Cottage, Private Dock, Infinity Beach Pit, 2 Kayaks!

Lindale Vacation Rental w/ Deck & Grill!

3.0 star property
Lindale Vacation Rental w/ Deck & Grill!

Quiet Lake Gladewater Getaway w/ Dock & Kayaks!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our stay was great. Unit had everything we needed. It was quiet and situated on the shores of Lake Gladewater with picturesque views of the lake. "
Quiet Lake Gladewater Getaway w/ Dock & Kayaks!

Kilgore Gem: Pet-friendly Cabin w/ Duck Pond!

3.0 star property
Kilgore Gem: Pet-friendly Cabin w/ Duck Pond!

1 Mi to Downtown Tyler: Historic Home w/ Porch!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Preciosa casa en un barrio tranquilo y agradable."
1 Mi to Downtown Tyler: Historic Home w/ Porch!

Lovely Hawkins Home w/ Patio & Hangar Garage!

3.0 star property
Lovely Hawkins Home w/ Patio & Hangar Garage!

Walk to Dtwn: 'tyler Tudor' w/ Backyard

3.0 star property
9.0 out of 10, Wonderful, (2)
"This house was adorable and extremely accommodating. I loved everything about it. I didn't get a good feel for the neighborhood, so be sure to do some research. That being said... I was traveling alone and did ALL of my coming and going at night. The house also had a security system with a panic button for guests to use if they needed it. The BEST thing about this property was the owner. She was responsive even very late at night. She came over to the property in the dark to check on something...
Walk to Dtwn: 'tyler Tudor' w/ Backyard

Hawkins Vacation Rental w/ On-site Lake Access!

2.0 star property
Hawkins Vacation Rental w/ On-site Lake Access!

Walk to Bergfeld Park: 1928 Azalea District Home

3.0 star property
Walk to Bergfeld Park: 1928 Azalea District Home

Holly Lake Retreat w/ 3 Community Pools & Yard

3.0 star property
10.0 out of 10, Exceptional, (2)
"Wonderfully kitted for young families! Everything we needed and more. Lovely hostess as well. "
Holly Lake Retreat w/ 3 Community Pools & Yard

Welcome to Gum Springs Cottage #1

The price is SAR 394
SAR 756 total
includes taxes & fees
24 Feb - 25 Feb
Welcome to Gum Springs Cottage #1

Ranch Cabin Modern Tiny home on beautiful Ranch!

Ranch Cabin Modern Tiny home on beautiful Ranch!

The Willow Cottage

The price is SAR 791
SAR 1,290 total
includes taxes & fees
26 Feb - 27 Feb
The Willow 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.
Don't see what you're looking for?
See all available properties in Winona
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winona

Cora's Cabins

3.0 star property
9.4 out of 10, Exceptional, (136)
"Beautiful place. "
The price is SAR 330
SAR 463 total
includes taxes & fees
9 Mar - 10 Mar
Cora's Cabins

Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>

10.0 out of 10, Exceptional, (211)
"We came to relax, read, walk, & spend quiet time together. The inclusive front & side deck is great! No steps headed to back of property. It was very easy to walk around the cabin & the back property was cleared way back into the neighboring trees. The available books & puzzles were a great selection. Our two dogs loved roaming & walking the paved streets. Very quiet area. Neighbors extremely friendly. We also enjoyed music with Alexa."
Vintage Cottage on Lake!<br>Fish Camp Cabin<br>FREE kayak, canoe & bike use!<br>

THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location

9.8 out of 10, Exceptional, (21)
"We had a very nice stay. So easy to communicate with the owners. The third bedroom is actually a loft area with a trundle bed with access to one of the two bathrooms downstairs. Not a problem for us though! Enjoyed it thoroughly!"
THE FAIRWAY: Modern 3BR with beautiful golf course views and convenient location
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.

Frequently asked questions

Why book your cottage in Winona with Expedia?
Booking a cottage in Winona is as easy as deciding on your travel dates and choosing your ideal place for outdoor fun and relaxation. From chic retreats to budget-friendly properties and cottages that offer conveniences like a kitchen, Expedia has something for all tastes and styles. As for the best deals around? We have them too!
How can I find cheap cottages in Winona?
With Expedia’s convenient filter tool, locating cheap cottages in Winona has never been simpler. To find properties that are friendly on the wallet, tailor your search results by star rating, budget and amenities.