Book Holiday Homes in Winslow

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Featured Holiday Homes in Winslow

Winslow Stay

Winslow Stay

Winslow AZ
The price is AU$242 per night from 21 Dec to 22 Dec
AU$242
21 Dec - 22 Dec
includes taxes & fees
With a stay at this vacation home in Winslow, you'll be within a 10-minute walk of Winslow Public Library and Winslow Park.
Opens in a new windowWinslow Stay
Easy Stay House

Easy Stay House

Winslow AZ
The price is AU$348 per night from 23 Dec to 24 Dec
AU$348
23 Dec - 24 Dec
includes taxes & fees
With a stay at this vacation home in Winslow, you'll be within a 10-minute walk of Standin' on the Corner Park and Old Trails Museum.
Opens in a new windowEasy Stay House
So much Fun! Spacious Home with Amenities Galore! Pool Table, Hot-Tub, Poker

So much Fun! Spacious Home with Amenities Galore! Pool Table, Hot-Tub, Poker

Flagstaff AZ
With a stay at this vacation home in Flagstaff, you'll be 16.2 mi (26.1 km) from Northern Arizona University and 28.9 mi (46.4 km) from Arizona Snowbowl.
Opens in a new windowSo much Fun! Spacious Home with Amenities Galore! Pool Table, Hot-Tub, Poker
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Elegant Modern Winslow Home

Elegant Modern Winslow Home

Winslow AZ
With a stay at this vacation home, you'll be centrally located in Winslow, just a 4-minute walk from Winslow Park and 6 minutes by foot from Old Trails ...
Opens in a new windowElegant Modern Winslow Home
The Bird's Nest on Route 66  Great location right off the I-40

The Bird's Nest on Route 66 Great location right off the I-40

Holbrook AZ
Located in Holbrook, this vacation home is in a rural location, within a 5-minute drive of Painted Desert and Wigwam Motel.
Opens in a new windowThe Bird's Nest on Route 66 Great location right off the I-40
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 AZ
The price is AU$550 per night from 5 Jan to 6 Jan
AU$550
5 Jan - 6 Jan 2026
includes taxes & fees
Located in Flagstaff, this vacation home is in a rural location, within a 15-minute drive of Sacred Peaks Health Center and Fatherwolf Designs and Gallery.
Opens in a new windowRural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!
3 bedrooms with beautiful mountain views and a brand new hot tub

3 bedrooms with beautiful mountain views and a brand new hot tub

FLAGSTAFF AZ
Located in Flagstaff, this vacation home is in the mountains, within a 15-minute drive of Walnut Canyon National Monument and Sacred Peaks Health Center.
Opens in a new window3 bedrooms with beautiful mountain views and a brand new hot tub
The Ranch House

The Ranch House

Flagstaff AZ
The price is AU$386 per night from 14 Jan to 15 Jan
AU$386
14 Jan - 15 Jan 2026
includes taxes & fees
Located in Flagstaff, this vacation home is in a rural location, within a 15-minute drive of Walnut Canyon National Monument and Bushmaster Park.
Opens in a new windowThe Ranch House
Nice Cozy 2 Bedroom 1bath house Close to DT Winslow

Nice Cozy 2 Bedroom 1bath house Close to DT Winslow

Winslow AZ
A stay at this vacation home places you in the heart of Winslow, within a 10-minute walk of Lorenzo Hubbell Trading Post and Winslow Public Library.
Opens in a new windowNice Cozy 2 Bedroom 1bath house Close to DT Winslow
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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.

Winslow Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winslow vacation homes are the perfect way for you to wing it.

Holiday houses in Winslow let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winslow in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winslow adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winslow with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winslow vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Winslow Holiday Homes essential information

Accommodation
24 Holiday Homes
Lowest Price
AU$92
Highest Price
AU$550
Popular accommodation
Winslow Stay, Easy Stay House, So much Fun! Spacious Home with Amenities Galore! Pool Table, Hot-Tub, Poker , Elegant Modern Winslow Home, The Bird's Nest on Route 66 Great location right off the I-40 , Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!, 3 bedrooms with beautiful mountain views and a brand new hot tub, The Ranch House, Nice Cozy 2 Bedroom 1bath house Close to DT Winslow

Top trending hotels in Winslow

Quality Inn Winslow I-40

Quality Inn Winslow I-40

2.5 out of 5
2035 West 3rd Street Winslow AZ
Fully refundableReserve now, pay when you stay
The price is AU$92 per night from 22 Dec to 23 Dec
AU$92
22 Dec - 23 Dec
includes taxes & fees
Located in Winslow, Quality Inn Winslow I-40 is within a 5-minute drive of North Park Plaza Shopping Center and Lorenzo Hubbell Trading Post.
Opens in a new windowQuality Inn Winslow I-40
The Winslow – Winslow, AZ

The Winslow – Winslow, AZ

3 out of 5
2206 N Park Dr Winslow AZ
Fully refundableReserve now, pay when you stay
With a stay at The Winslow – Winslow, AZ in Winslow, you'll be a 1-minute walk from Painted Desert and 7 minutes by foot from North Park Plaza Shopping ...
Opens in a new windowThe Winslow – Winslow, AZ
La Posada Hotel

La Posada Hotel

3 out of 5
303 E. Second Street (Route 66) Winslow AZ
Fully refundableReserve now, pay when you stay
The price is AU$335 per night from 21 Dec to 22 Dec
AU$335
21 Dec - 22 Dec
includes taxes & fees
With a stay at La Posada Hotel in Winslow, you'll be within a 5-minute walk of Old Trails Museum and Standin' on the Corner Park.
Opens in a new windowLa Posada Hotel
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Clarion Pointe Winslow I-40

Clarion Pointe Winslow I-40

2.5 out of 5
1701 N Park Dr Winslow AZ
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 28 Dec to 29 Dec
AU$123
28 Dec - 29 Dec
includes taxes & fees
When you stay at Clarion Pointe Winslow I-40 in Winslow, you'll be near the airport, just steps from North Park Plaza Shopping Center and 14 minutes by foot ...
Opens in a new windowClarion Pointe Winslow I-40
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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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^Subject to availability and chosen travel dates.