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Winona Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winona vacation rentals

A cabin with a gabled roof, numbered 19, surrounded by trees.

1. Arizona Mountain Inn and Cabins

Arizona Mountain Inn and Cabins
3.0 star property
Flagstaff
8.6 out of 10, Excellent, (273 reviews)
"Really cute little cabin in a forest like quiet setting just minutes from downtown Flagstaff."
United States
Gabi
$176 nightly
The price is $196
Oct 18 - Oct 19
Total with taxes and fees
Arizona Mountain Inn and Cabins
A modern living room with a fireplace, grey sofas, a dining area with a table and chairs, and a large window with a view of trees.

2. Pinon

Pinon
2.0 star property
Flagstaff
10.0 out of 10, Exceptional, (1 review)
$292 nightly
The price is $325
Oct 18 - Oct 19
Total with taxes and fees
Pinon
A dining area with a round table, chairs, a window with a view, a staircase, and a clock on the wall.

3. Walk to Golf & Trails! 'aspen House' in Flagstaff

Walk to Golf & Trails! 'aspen House' in Flagstaff
4.0 star property
Flagstaff
$285 nightly
The price is $317
Nov 12 - Nov 13
Total with taxes and fees
Walk to Golf & Trails! 'aspen House' in Flagstaff
A living room with a fireplace, a television, and a dining area with chairs and a table.

4. Bear Paw

Bear Paw
3.5 star property
Flagstaff
7.8 out of 10, Good, (6 reviews)
"The place is beautiful and we loved our stay. We just did not anticipate the number of levels and stairways in and out of the unit. As seniors, we have knee and hip problems, so it was a challenge for us. Overall we had a pleasant stay. Thank you very much!"
United States
Nimaj
$268 nightly
The price is $298
Oct 18 - Oct 19
Total with taxes and fees
Bear Paw
A spacious bedroom with a large bed, a fireplace, a television, and a view of the outdoors.

5. King

King
3.0 star property
Flagstaff
8.0 out of 10, Very good, (1 review)
$332 nightly
The price is $370
Oct 18 - Oct 19
Total with taxes and fees
King
A cabin with a front porch, a chimney, and a wreath on the door.

6. Blue Canyon

Blue Canyon
2.0 star property
Flagstaff
9.6 out of 10, Exceptional, (10 reviews)
"It was great staying there! My In-laws loved it ☺️ Very clean, beautifully decorated and with a great relaxing vibe!"
United States
Narelli
$350 nightly
The price is $374
Nov 4 - Nov 5
Total with taxes and fees
Blue Canyon
A wooden deck with two wicker chairs and a glass table, overlooking a street and a hilly landscape.

7. Green Retreat

Green Retreat
2.0 star property
Flagstaff
8.0 out of 10, Very good, (1 review)
"Yes shops nearby."
United States
Jayne
$398 nightly
The price is $443
Oct 19 - Oct 20
Total with taxes and fees
Green Retreat
A room with a wooden dining table, a potted plant, a white chair, a window, and a door.

8. Valerian Flagstaff

Valerian Flagstaff
2.0 star property
Flagstaff
$753 nightly
The price is $784
Oct 25 - Oct 26
Total with taxes and fees
Valerian Flagstaff
A living room with a leather sofa, a coffee table with a welcome sign, a fireplace, and a view of greenery outside.

9. Country Club

Country Club
2.0 star property
Flagstaff
$1,580 nightly
The price is $1,760
Oct 19 - Oct 20
Total with taxes and fees
Country Club
A modern kitchen with stainless steel appliances, wooden cabinets, and a granite countertop.

10. Spacious Canyon Peak Pine View Home Game Room Hot Tub

Spacious Canyon Peak Pine View Home Game Room Hot Tub
2.5 star property
Flagstaff
$1,015 nightly
The price is $1,085
Oct 19 - Oct 20
Total with taxes and fees
Spacious Canyon Peak Pine View Home Game Room Hot Tub
A modern kitchen with dark wooden cabinets, a white countertop, and a dining area with a wooden table and chairs.

11. Mission Timber Smith

Mission Timber Smith
2.0 star property
Flagstaff
$350 nightly
The price is $390
Oct 19 - Oct 20
Total with taxes and fees
Mission Timber Smith
A modern kitchen with white cabinetry, a granite countertop, a stainless steel stove, and a dining area visible through an open doorway.

12. Greenlaw Getaway

Greenlaw Getaway
2.0 star property
Lower Greenlaw Estates
$2,168 nightly
The price is $2,414
Oct 19 - Oct 20
Total with taxes and fees
Greenlaw Getaway
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining area with a table and chairs.

13. 2 Mi to Dtwn Flagstaff: Home w/ Balcony!

2 Mi to Dtwn Flagstaff: Home w/ Balcony!
3.0 star property
Flagstaff
$276 nightly
The price is $307
Oct 19 - Oct 20
Total with taxes and fees
2 Mi to Dtwn Flagstaff: Home w/ Balcony!
A living room with a brown leather couch, a pool table, and a TV mounted on the wall.

14. Harmony Guest Home

Harmony Guest Home
2.0 star property
Fort Valley
10.0 out of 10, Exceptional, (3 reviews)
"perfect space for teenagers, out of town a little and quiet"
United States
Katie
$199 nightly
The price is $213
Oct 18 - Oct 19
Total with taxes and fees
Harmony Guest Home
A modern living room with a fireplace, comfortable seating, and a large window with a view of trees.

15. Cottonrose Flagstaff

Cottonrose Flagstaff
3.0 star property
Flagstaff
10.0 out of 10, Exceptional, (1 review)
"Impecable"
Costa Rica
Maria de lourdes
$782 nightly
The price is $809
Oct 21 - Oct 22
Total with taxes and fees
Cottonrose Flagstaff
A spacious living room with a leather sofa, wooden coffee table, and a large ceiling fan.

16. Coy

Coy
2.0 star property
University Heights
10.0 out of 10, Exceptional, (1 review)
"The playroom was really fun, big kitchen and plenty of beds. convenient location."
United States
Joanna
$791 nightly
The price is $881
Oct 19 - Oct 20
Total with taxes and fees
Coy
A wooden cabin with a deck, outdoor seating, and a flag.

17. Spacious A-frame Pines Cabin 12 Beds Loft Game Room

Spacious A-frame Pines Cabin 12 Beds Loft Game Room
2.0 star property
Flagstaff
$867 nightly
The price is $927
Oct 19 - Oct 20
Total with taxes and fees
Spacious A-frame Pines Cabin 12 Beds Loft Game Room
A modern living room with a fireplace, a large window, and a cozy seating area.

18. Cottonrose Flagstaff

Cottonrose Flagstaff
3.0 star property
Flagstaff
$964 nightly
The price is $1,074
Oct 26 - Oct 27
Total with taxes and fees
Cottonrose Flagstaff
A multi-story residential building with a balcony, a staircase, and a well-maintained garden.

19. Shop, Dine, Hike, Explore Dtwn! Flagstaff Getaway

Shop, Dine, Hike, Explore Dtwn! Flagstaff Getaway
3.0 star property
Flagstaff
$339 nightly
The price is $378
Oct 18 - Oct 19
Total with taxes and fees
Shop, Dine, Hike, Explore Dtwn! Flagstaff Getaway
A modern kitchen with dark cabinets, stainless steel appliances, and a central island with stools.

20. Family-friendly Flagstaff Home < 5 Mi to Downtown!

Family-friendly Flagstaff Home < 5 Mi to Downtown!
3.0 star property
Flagstaff
$658 nightly
The price is $733
Oct 18 - Oct 19
Total with taxes and fees
Family-friendly Flagstaff Home < 5 Mi to Downtown!
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

Ramada by Wyndham Flagstaff East

Ramada by Wyndham Flagstaff East

8/10 Good
"The staff made my stay very pleasant."
valerie 1-night trip
Posted 2 hours ago
Ramada by Wyndham Flagstaff East

Find out more about Winona

Everything you need to know about Winona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Winona?

Yes, we offer vacation rentals close to popular sights in Winona, or you can go with a more remote option if you'd like a relaxing place to stay. Winona is known for its entertainment choices and theaters.

What are some of the best vacation rentals that Winona has to offer?

Charming Hideaway in Downtown Flagstaff : This vacation home rental near Winona is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a private yard and a selection of books.

How many vacation rentals are there in Winona?

Choose from 4 Expedia vacation rentals in Winona for a memorable vacation.

What’s there to see and do in Winona?

Walnut Canyon National Monument and Cinder Mountain are a couple of lovely local spots to get outside and enjoy nature. Flagstaff Mall and The Marketplace and Sunset Crater Volcano National Monument are a couple of places you'll find in the larger area.

What’s a vacation rental in Winona like?

Vacation rentals are privately owned properties where you can stay for a long or short time in Winona. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.