Winona Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Winona vacation rentals

Fridge, microwave, oven, stovetop
Relaxing Country Stay with Events Welcome!

Vacation Home in Winona

Relaxing Country Stay with Events Welcome!
9.8 out of 10, Exceptional, (19 reviews)
"Great place to relax enjoyed feeding the dogs and ducks Accommodations were great awesome getaway "
United States
Ray T.
The price is ￥12,789
￥25,082 total
includes taxes & fees
Jan 11 - Jan 12
Relaxing Country Stay with Events Welcome!
Interior
Chic Suite in Central Longview King Bed

Apartment in Longview

Chic Suite in Central Longview King Bed
10.0 out of 10, Exceptional, (21 reviews)
"Loved the loft- clean and secure. "
United States
Jessica H.
The price is ￥7,845
￥40,166 total
includes taxes & fees
Jan 11 - Jan 12
Chic Suite in Central Longview King Bed
Property grounds
Cozy cabin in charming Hawkins with AC

Cabin in Hawkins

Cozy cabin in charming Hawkins with AC
9.0 out of 10, Wonderful, (9 reviews)
"Thelma did a great job of taking care of us. The hot tub was amazing. A good place to get away from the everything. Pet friendly. "
United States
Benny G.
The price is ￥10,199
￥19,095 total
includes taxes & fees
Jan 20 - Jan 21
Cozy cabin in charming Hawkins with AC
1 bedroom, desk, iron/ironing board, free WiFi
The Cottage at Dogwood Ridge.

Cottage in Whitehouse

The Cottage at Dogwood Ridge.
10.0 out of 10, Exceptional, (110 reviews)
"Absolutely loved this place! So peaceful and serene. "
United States
Amy
The price is ￥14,121
￥26,422 total
includes taxes & fees
Jan 11 - Jan 12
The Cottage at Dogwood Ridge.
Exterior detail
Cana Cottage | Farm Stay

Cottage in Tyler

Cana Cottage | Farm Stay
10.0 out of 10, Exceptional, (44 reviews)
"Good design, well maintained "
United States
William
The price is ￥6,276
￥18,106 total
includes taxes & fees
Jan 14 - Jan 15
Cana Cottage | Farm Stay
The Tree House Cabin | Individually decorated, individually furnished, laptop workspace
Cora's Cabins

Cabin in Tyler

Cora's Cabins
3.0 star property
9.4 out of 10, Exceptional, (157 reviews)
"Enjoyed the stay "
United States
Benito
The price is ￥14,313
￥24,037 total
includes taxes & fees
Jan 20 - Jan 21
Cora's Cabins
Interior
Home away from Home- Near Tyler Airport

Cabin in Tyler

Home away from Home- Near Tyler Airport
10.0 out of 10, Exceptional, (3 reviews)
"Very cute place with everything we needed for a peaceful and relaxing stay. The stars and moon were beautiful that night out in the country. "
United States
Jennifer G.
The price is ￥12,003
￥20,019 total
includes taxes & fees
Jan 20 - Jan 21
Home away from Home- Near Tyler Airport
Interior
The Happy Pine Cone :)

Cabin in Tyler

The Happy Pine Cone :)
9.8 out of 10, Exceptional, (37 reviews)
"Very cute little cabin"
United States
David s.
The price is ￥14,906
￥23,645 total
includes taxes & fees
Feb 1 - Feb 2
The Happy Pine Cone :)
Microwave, oven
The Skelly Hideout

Vacation Home in Kilgore

The Skelly Hideout
10.0 out of 10, Exceptional, (2 reviews)
"Will definitely be staying again . Quiet area ;)"
United States
Dreamy Y.
The price is ￥17,259
￥34,377 total
includes taxes & fees
Jan 20 - Jan 21
The Skelly Hideout
Exterior
The Tree House Cabin

Cabin in Tyler

The Tree House Cabin
9.6 out of 10, Exceptional, (25 reviews)
"Very nice and quiet place to stay. Was as described in listing. Would stay again."
United States
Jim M.
The price is ￥17,259
￥26,140 total
includes taxes & fees
Feb 1 - Feb 2
The Tree House Cabin
Pool
Cozy Wood Cottage in Tyler

Cabin in Tyler

Cozy Wood Cottage in Tyler
2.0 star property
8.8 out of 10, Excellent, (3 reviews)
"The host was very accommodating and understanding. "
United States
Mindy M.
The price is ￥14,121
￥18,106 total
includes taxes & fees
Jan 11 - Jan 12
Cozy Wood Cottage in Tyler
Microwave, coffee/tea maker, cookware/dishes/utensils
The Lazy Squirrel Cabin

Cabin in Tyler

The Lazy Squirrel Cabin
9.6 out of 10, Exceptional, (36 reviews)
"I was looking for a few days of weekday retreat and found it. There were a few other guests on the property but it still was quiet and peaceful. If you're looking for an escape from Dallas Fort Worth that's not an all day drive then this is it!"
United States
Marc A.
The price is ￥16,475
￥25,308 total
includes taxes & fees
Jan 11 - Jan 12
The Lazy Squirrel Cabin
Smart TV
Cozy Tiny Home in Heart of Big Sandy

Apartment in Big Sandy

Cozy Tiny Home in Heart of Big Sandy
9.4 out of 10, Exceptional, (23 reviews)
"Very nuce perfect size for just the husband and I. Could have used just a little more privacy in the front sitting area oitside. But overall, great experience. "
United States
Jennifer W.
The price is ￥18,216
￥22,448 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Tiny Home in Heart of Big Sandy
Interior
Guesthouse on peaceful 11+ acre homestead! Pet friendly!

Vacation Home in Tyler

Guesthouse on peaceful 11+ acre homestead! Pet friendly!
10.0 out of 10, Exceptional, (35 reviews)
"The place is beautiful and peaceful. Very private and was a bonus to have my dog with me! "
United States
Ginger M.
The price is ￥10,042
￥20,435 total
includes taxes & fees
Jan 13 - Jan 14
Guesthouse on peaceful 11+ acre homestead! Pet friendly!
Interior
Charming 3-bedroom house on quiet street in delightful Kilgore

Vacation Home in Kilgore

Charming 3-bedroom house on quiet street in delightful Kilgore
9.4 out of 10, Exceptional, (3 reviews)
"Clean home, excellent host"
United States
Ashley S.
The price is ￥16,945
￥34,044 total
includes taxes & fees
Jan 11 - Jan 12
Charming 3-bedroom house on quiet street in delightful Kilgore
Smart TV
The Carriage House, The Carriage House at Jeter Farmhouse

Vacation Home in Gladewater

The Carriage House, The Carriage House at Jeter Farmhouse
9.6 out of 10, Exceptional, (10 reviews)
"Very nice rental "
United States
michael S.
The price is ￥17,086
￥21,249 total
includes taxes & fees
Jan 15 - Jan 16
The Carriage House, The Carriage House at Jeter Farmhouse
Interior
The Floret Cottage

Cottage in TYLER

The Floret Cottage
10.0 out of 10, Exceptional, (2 reviews)
"Great location! We enjoyed the wonderful amenities and personal care services offered! "
United States
Kimberly G.
The price is ￥28,107
￥46,311 total
includes taxes & fees
Jan 11 - Jan 12
The Floret Cottage
Dining
Charming Home in the Piney Woods of East Texas

Vacation Home in Kilgore

Charming Home in the Piney Woods of East Texas
9.4 out of 10, Exceptional, (17 reviews)
"This property is a blessing for guest. "
United States
michael t.
The price is ￥23,864
￥38,680 total
includes taxes & fees
Jan 11 - Jan 12
Charming Home in the Piney Woods of East Texas
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.
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Top Winona Hotel Reviews

Sleep Inn & Suites Tyler South

Sleep Inn & Suites Tyler South

10/10 Excellent
"Room was nice & clean, front desk staff was very friendly and nice "
Kalishia 1-night trip
Posted 4 days ago
Sleep Inn & Suites Tyler South

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

  • View our selection of featured holiday rentals in Winona
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  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

Frequently asked questions

Are there vacation rentals in Winona?

Yes, there are vacation rentals in Winona close to Mrs. Lee's Daffodil Garden, or you can select a more secluded option if you want a relaxing stay.

What are some of the best vacation home rentals in Winona?

Stay Tyler @ Parade of Homes : This vacation home rental near Winona offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Winona?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Winona stay.

What’s there to see and do in Winona?

Explore the area and family-friendly sights such as Caldwell Zoo, or get out into nature at a spot like Mrs. Lee's Daffodil Garden. Tyler State Park and Jarvis Christian College are a couple of places you'll find in the larger area.

What’s a vacation rental in Winona like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Winona. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.