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Winona Vacation Rentals

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Winona vacation rentals

A circular outdoor fire pit area with a seating bench, surrounded by a stone wall.

1. Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!

Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!
Flagstaff
10.0 out of 10, Exceptional, (45 reviews)
"Great stay"
United States
Andrew D.
$343 nightly
The price is $363
Oct 27 - Oct 28
Total with taxes and fees
Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!
A room with a sloped ceiling, large windows, wicker furniture, and a view of the outdoors.

2. Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary

Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary
Flagstaff
9.8 out of 10, Exceptional, (42 reviews)
"Beautiful house! We enjoyed the stay!"
United States
Debra R.
$375 nightly
The price is $396
Oct 27 - Oct 28
Total with taxes and fees
Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary
A wooden cabin with a circular interior, a wooden deck, and a starry night sky.

3. Tiny Mountain View Sauna Cabin on 1.5 acres in the Coconino National Forest

Tiny Mountain View Sauna Cabin on 1.5 acres in the Coconino National Forest
Flagstaff
9.4 out of 10, Exceptional, (91 reviews)
"Cabin is very cute and the sauna was so welcome after long travels. "
United States
Emily S.
$236 nightly
The price is $250
Oct 27 - Oct 28
Total with taxes and fees
Tiny Mountain View Sauna Cabin on 1.5 acres in the Coconino National Forest
A modern kitchen with wooden cabinets, granite countertops, a central island with stools, and pendant lighting.

4. Heart Trail Lookout Unit 2 BRAND NEW 2024 HOT TUB and “The Griz” Cold Plunge!

Heart Trail Lookout Unit 2 BRAND NEW 2024 HOT TUB and “The Griz” Cold Plunge!
Flagstaff
9.8 out of 10, Exceptional, (20 reviews)
"We loved staying here. It was very clean and located perfectly for all of our day trips."
United States
Paul
$228 nightly
The price is $241
Nov 15 - Nov 16
Total with taxes and fees
Heart Trail Lookout Unit 2 BRAND NEW 2024 HOT TUB and “The Griz” Cold Plunge!
A framed picture of a sunset over rocky terrain on a wooden shelf.

5. The Ranch House

The Ranch House
Flagstaff
10.0 out of 10, Exceptional, (19 reviews)
"Theank you, this was a great place to stay for our last night of our road trip. Loved the wide open spaces and the cows."
United States
Beverly Ann H.
$243 nightly
The price is $257
Nov 4 - Nov 5
Total with taxes and fees
The Ranch House
A bedroom with a bed, a chair, a dresser, and a mirror.

6. Cozy Casita in awesome Flagstaff with WiFi access

Cozy Casita in awesome Flagstaff with WiFi access
Fox Glenn
9.4 out of 10, Exceptional, (49 reviews)
"Great location, immaculate casita."
United States
Candice W.
$146 nightly
The price is $159
Oct 27 - Oct 28
Total with taxes and fees
Cozy Casita in awesome Flagstaff with WiFi access
A rustic bar area with a brick counter, wooden ceiling, and hanging lights.

7. Charming Private Casita

Charming Private Casita
Flagstaff
10.0 out of 10, Exceptional, (23 reviews)
"It was easy to find and easy access to the place. Very clean and a comfortable bed. The owner’s communication was wonderful."
United States
Dorwyne
$170 nightly
The price is $186
Oct 27 - Oct 28
Total with taxes and fees
Charming Private Casita
A cabin with a wooden exterior, a glass door, and a stone staircase leading up to the entrance.

8. A-Frame Mountain View Cabin with loft on 1.5 acres in Coconino National Forest

A-Frame Mountain View Cabin with loft on 1.5 acres in Coconino National Forest
Flagstaff
9.6 out of 10, Exceptional, (90 reviews)
"Everything was fantastic!"
United States
Anonymous traveler
$321 nightly
The price is $340
Oct 27 - Oct 28
Total with taxes and fees
A-Frame Mountain View Cabin with loft on 1.5 acres in Coconino National Forest
A stone house with a green roof, surrounded by a garden with purple flowers and a lawn.

9. Historic Downtown Carriage House

Historic Downtown Carriage House
Flagstaff
10.0 out of 10, Exceptional, (247 reviews)
"Great historic charm. Located right in the old town of Flagstaff with east walking distance to all the downtown Flagstaff offers."
United States
DAVID L.
$174 nightly
The price is $191
Nov 2 - Nov 3
Total with taxes and fees
Historic Downtown Carriage House
A cabin with a gabled roof, numbered 19, surrounded by trees.

10. 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 27 - Oct 28
Total with taxes and fees
Arizona Mountain Inn and Cabins
A cozy living area with a wooden coffee table, a guitar, a lamp, and a sign that says "MUSIC".

11. The Music Studio, Historic FLG, Sleeps 3, Private & A/C!

The Music Studio, Historic FLG, Sleeps 3, Private & A/C!
Downtown Flagstaff
9.6 out of 10, Exceptional, (64 reviews)
"Great location."
United States
B B.
$155 nightly
The price is $170
Nov 1 - Nov 2
Total with taxes and fees
The Music Studio, Historic FLG, Sleeps 3, Private & A/C!
A spacious living area with a fireplace, wooden furniture, and a large island with a stove.

12. Historic Ranch House, A/C, on forest acres, in town

Historic Ranch House, A/C, on forest acres, in town
Lower Greenlaw Estates
9.8 out of 10, Exceptional, (109 reviews)
"Cabin was cozy, and we enjoyed our stay!"
United States
Simon T.
$305 nightly
The price is $335
Nov 3 - Nov 4
Total with taxes and fees
Historic Ranch House, A/C, on forest acres, in town
A covered outdoor patio with a table and chairs, a small American flag, and a grill.

13. Flagstaff Golf Course Condo - 9th Green of Continental Country Club

Flagstaff Golf Course Condo - 9th Green of Continental Country Club
Flagstaff
9.8 out of 10, Exceptional, (46 reviews)
"Enjoy watching players golf as you sit back and enjoy the sunset."
United States
Joshua P.
$275 nightly
The price is $302
Oct 27 - Oct 28
Total with taxes and fees
Flagstaff Golf Course Condo - 9th Green of Continental Country Club
An outdoor patio area with a tree, string lights, a bench, a chair, and a small shed.

14. Roberta’s Place, Sanctuary in the Pines

Roberta’s Place, Sanctuary in the Pines
Upper Greenlaw Estates
10.0 out of 10, Exceptional, (124 reviews)
"Beautiful place to stay! We enjoyed how cozy it felt, and amazing access to the park!10/10, we will be back!"
United States
Zach C.
$200 nightly
The price is $219
Oct 31 - Nov 1
Total with taxes and fees
Roberta’s Place, Sanctuary in the Pines
A living room with a fireplace, seating, a television, and a bookshelf.

15. Bear Paw Condo Retreat

Bear Paw Condo Retreat
Flagstaff
9.0 out of 10, Wonderful, (136 reviews)
"Nice large living/dining space!"
United States
Girard M.
$284 nightly
The price is $311
Oct 29 - Oct 30
Total with taxes and fees
Bear Paw Condo Retreat
A two-story building with a covered patio area, a staircase, and outdoor seating.

16. Downtown 1 Bedroom w/Hot Tub, A/C & Sleeps 4

Downtown 1 Bedroom w/Hot Tub, A/C & Sleeps 4
Flagstaff
9.4 out of 10, Exceptional, (74 reviews)
"Will definitely stay here again"
United States
Nikko
$170 nightly
The price is $187
Oct 27 - Oct 28
Total with taxes and fees
Downtown 1 Bedroom w/Hot Tub, A/C & Sleeps 4
An outdoor seating area with four dark blue chairs and a round wooden table.

17. Percival`s Perch at The Judge Jones Historic Homes

Percival`s Perch at The Judge Jones Historic Homes
Flagstaff
9.6 out of 10, Exceptional, (78 reviews)
"We enjoyed our stay. The location was great ! Walkable to the art show, farmers market and many venues downtown. The apartment was very clean and comfortable. We needed the air conditioning which worked but the window unit was a bit noisy."
United States
Eileen B.
$165 nightly
The price is $181
Oct 27 - Oct 28
Total with taxes and fees
Percival`s Perch at The Judge Jones Historic Homes
A wooden deck with two wicker chairs and a small table, overlooking a snowy landscape and a building with a green roof.

18. Hot Tub*A/C*Mount Elden View*

Hot Tub*A/C*Mount Elden View*
Flagstaff
9.6 out of 10, Exceptional, (68 reviews)
"Great location and easy check in."
United States
Christy D.
$414 nightly
The price is $454
Oct 28 - Oct 29
Total with taxes and fees
Hot Tub*A/C*Mount Elden View*
A living room with a fireplace, a television, and a dining area with chairs and a table.

19. 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
$279 nightly
The price is $311
Oct 29 - Oct 30
Total with taxes and fees
Bear Paw
A modern kitchen with a wooden island, bar stools, and a sofa in the adjacent living area.

20. The Sister Suite in Historic Downtown Flagstaff #4

The Sister Suite in Historic Downtown Flagstaff #4
Flagstaff
9.6 out of 10, Exceptional, (97 reviews)
"Tkx much-we enjoyed our stay"
United States
Kathy W.
$152 nightly
The price is $167
Oct 27 - Oct 28
Total with taxes and fees
The Sister Suite in Historic Downtown Flagstaff #4
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

La Quinta Inn & Suites by Wyndham Flagstaff

La Quinta Inn & Suites by Wyndham Flagstaff

10/10 Excellent
"Great location, staff, and amenities."
tracie 1-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Flagstaff

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 $187 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.