A vast, rugged canyon with steep, rocky walls and sparse vegetation.

Winslow Holiday Rentals

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Our top choices for Winslow holiday rentals

1. Winslow Stay

Winslow Stay
Winslow
10.0 out of 10, Exceptional, (57 reviews)
"Great little house with comfortable bed and showers were great!"
United States
Mindy B.
The price is NZ$251
includes taxes & fees
16 Aug - 17 Aug
Winslow Stay

2. Downtown 3-bedroom home in heart of Winslow

Downtown 3-bedroom home in heart of Winslow
Winslow
10.0 out of 10, Exceptional, (23 reviews)
"The very courteous host offered a cute, cozy, and comfortable home for our quick stay that was pet friendly, well furnished, and walking distance to breakfast, thank you!"
United States
Craig
The price is NZ$334
includes taxes & fees
30 Aug - 31 Aug
Downtown 3-bedroom home in heart of Winslow

3. Easy Stay House

Easy Stay House
Winslow
9.8 out of 10, Exceptional, (59 reviews)
"We had a great stay. It was very clean, pretty and Sarah very responsive. We would definitely stay here again!"
United States
Ali P.
The price is NZ$231
includes taxes & fees
16 Aug - 17 Aug
Easy Stay House

4. Route 66 Painted Desert Adventure Base Camp

Route 66 Painted Desert Adventure Base Camp
Joseph City
9.4 out of 10, Exceptional, (38 reviews)
"A more than comfortable place to stay with all accommodations that is needed for even a lengthy stay. Host was top notch and acceptable response times."
United States
Eddie G.
The price is NZ$405
includes taxes & fees
17 Aug - 18 Aug
Route 66 Painted Desert Adventure Base Camp

5. Holbrook KOA

Holbrook KOA
2.0 star property
Holbrook
9.0 out of 10, Wonderful, (49 reviews)
"The cabin space met our needs perfectly and we loved that there was cooked food on site for dinner and breakfast. "
United States
Loren
The price is NZ$294
includes taxes & fees
16 Aug - 17 Aug
Holbrook KOA

6. Adventure's Retreat for Trails & Forest Fun!

Adventure's Retreat for Trails & Forest Fun!
Overgaard
10.0 out of 10, Exceptional, (3 reviews)
"The property was very clean, cute, and comfortable!"
United States
Justine N.
The price is NZ$322
includes taxes & fees
16 Aug - 17 Aug
Adventure's Retreat for Trails & Forest Fun!

7. Rustic A-Frame • Fenced 1/2 Acre Lot • Woodstove!

Rustic A-Frame • Fenced 1/2 Acre Lot • Woodstove!
Heber-Overgaard
10.0 out of 10, Exceptional, (1 review)
The price is NZ$330
includes taxes & fees
17 Aug - 18 Aug
Rustic A-Frame • Fenced 1/2 Acre Lot • Woodstove!

8. Alien Acres UFO campground, car, truck, RV, tent off-grid camping

Alien Acres UFO campground, car, truck, RV, tent off-grid camping
Sunvalley
The price is NZ$73
includes taxes & fees
26 Aug - 27 Aug
Alien Acres UFO campground, car, truck, RV, tent off-grid camping

9. Peaceful Blue Ridge Cabin w/ Wraparound Deck!

Peaceful Blue Ridge Cabin w/ Wraparound Deck!
Blue Ridge
10.0 out of 10, Exceptional, (3 reviews)
"We had a great stay at this well appointed cabin. Very peaceful and serene. Kids loved all the games and corn hole! Great communication before and after our stay. Highly recommend booking a stay here."
United States
Wes
The price is NZ$719
includes taxes & fees
15 Sept - 16 Sept
Peaceful Blue Ridge Cabin w/ Wraparound Deck!

10. Cougar Canyon Unit C

Cougar Canyon Unit C
Heber-Overgaard
9.8 out of 10, Exceptional, (8 reviews)
"We had a fantastic stay. The property is beautiful and like new and the host was amazing!"
United States
Nicholas
The price is NZ$449
includes taxes & fees
17 Aug - 18 Aug
Cougar Canyon Unit C

11. Broken Arrow Abode

Broken Arrow Abode
Overgaard
9.4 out of 10, Exceptional, (19 reviews)
"House was very clean, furnished with all the necessities. Very cozy and relaxing "
United States
Jennifer M.
The price is NZ$749
includes taxes & fees
20 Aug - 21 Aug
Broken Arrow Abode

12. Cozy Pet Friendly 2BR Cabin in the Pines, Happy Jack AZ

Cozy Pet Friendly 2BR Cabin in the Pines, Happy Jack AZ
Happy Jack
10.0 out of 10, Exceptional, (35 reviews)
"Had a nice stay at this cabin."
United States
Alejandra P.
The price is NZ$611
includes taxes & fees
14 Sept - 15 Sept
Cozy Pet Friendly 2BR Cabin in the Pines, Happy Jack AZ

13. Buck Wild | Rustic cabin w/loft + bunkhouse

Buck Wild | Rustic cabin w/loft + bunkhouse
Heber
8.8 out of 10, Excellent, (8 reviews)
"Perfect get away for Thanksgiving "
United States
Shannon L.
The price is NZ$881
includes taxes & fees
16 Aug - 17 Aug
Buck Wild | Rustic cabin w/loft + bunkhouse

14. High Country Escape | Forest Border • Fenced Yard

High Country Escape | Forest Border • Fenced Yard
Heber
9.8 out of 10, Exceptional, (28 reviews)
"Quiet, peaceful location. Hosts are great with communication too! Everything was as expected :-) Definitely a place we’d stay at again."
United States
Anonymous traveller
The price is NZ$749
includes taxes & fees
24 Aug - 25 Aug
High Country Escape | Forest Border • Fenced Yard

15. The Lone Pine

The Lone Pine
Heber-Overgaard
9.4 out of 10, Exceptional, (12 reviews)
"We really enjoyed our stay at Lone Pine cabin. Comfortable, quiet, and had everything we needed. "
United States
Kathy
The price is NZ$440
includes taxes & fees
8 Sept - 9 Sept
The Lone Pine

16. Peaceful Blue Ridge Cabin w/ Wraparound Deck!

Peaceful Blue Ridge Cabin w/ Wraparound Deck!
3.0 star property
Happy Jack
The price is NZ$662
includes taxes & fees
31 Aug - 1 Sept
Peaceful Blue Ridge Cabin w/ Wraparound Deck!

17. The Ranch House

The Ranch House
Flagstaff
10.0 out of 10, Exceptional, (17 reviews)
"Yes, all supplies there and conveniently off the kitchen."
United States
Kay
The Ranch House

18. 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, (39 reviews)
"Great stay"
United States
Andrew D.
The price is NZ$548
includes taxes & fees
17 Aug - 18 Aug
Rural, high desert, private. Hot Tub, fire pit, fully fenced, views for days!

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

Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary
Flagstaff
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful property, clean, plenty of space, comfortable, beautiful Mountain View and awesome host!A wonderful farmhouse experience!"
United States
Lazarus P.
The price is NZ$649
includes taxes & fees
16 Aug - 17 Aug
Stay ON Route 66 Bridge - 40s Farmhouse - 100-Year Anniversary

20. Wild Aspen Ridge | Space to Gather, Room to Unwind

Wild Aspen Ridge | Space to Gather, Room to Unwind
Heber-Overgaard
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed this rental. Great location in town but felt secluded. Spacious all around. Would definitely come back here."
United States
Jeremy M.
The price is NZ$760
includes taxes & fees
16 Aug - 17 Aug
Wild Aspen Ridge | Space to Gather, Room to Unwind
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 Winslow Hotel Reviews

Find out more about Winslow

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winslow holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winslow. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winslow. Seeing all the best attractions is bound to make you fall in love with Winslow. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winslow short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Winslow?

Yes, there are holiday rentals in Winslow close to La Posada Gardens - Strawbale Maze, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and art scene in Winslow. You can also check out the museums while you're visiting.

What are some of the best holiday rentals that Winslow has to offer?

Downtown 3-bedroom home in heart of Winslow: This highly rated holiday home rental in Winslow has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. Some other homes for rent in Winslow include Winslow Stay and Easy Stay House.

How many holiday rentals are there in Winslow?

Expedia has 6 holiday rentals for your stay in Winslow.

What can I see and do in Winslow?

Standin' on the Corner Park and Meteor Crater are a couple of scenic spots to enjoy the outdoors, whereas Old Trails Museum is one of the cultural attractions. Painted Desert and Apache-Sitgreaves National Forest are other places to visit while you're in town.

What are holiday rentals like in Winslow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winslow. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips or small group gatherings.