Holiday rentals in Winslow
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Quick stats about holiday rentals in Winslow
Total holiday rentals
Explore 30 holiday rentals in Winslow
Nightly prices starting at
Winslow holiday rentals start at €44 per night before taxes and fees
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Over 1,660 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 10 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 of Winslow holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winslow rentals
4.9 Average rating
Winslow stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Winslow
Guests agree: these stays are highly rated for location, cleanliness and more.
Route 66 Painted Desert Adventure Base Camp
Your Base Camp For Adventure is located on World Famous Route 66 in the historic town of Joseph City. 😴Quiet😴 🤗Safe🤗 ☺️Comfortable☺️ 👍Convenient👍 -Easy Freeway Access -Lots Of Free Parking -Full Kitchen -Breakfast, Snacks & Pet Snacks -Full Laundry & Supplies -Child, Toddler & Infant Equipped -Pet Friendly -Dining Within Walking Distance. -City Park Across The Street -Gas & Convenience Store Nearby. Centrally located amid many Northern Arizona treasures of Culture, History, Geology, and Nature.
The Birds Nest on Route 66
Holbrook is a charming town in the heart of Route 66. My family has lived here our whole lives and love our town. We have a two story home with with a birds eye view of Holbrook and The historic Wigwam Hotel that was the inspiration for the Cozy Cone Motel in Disney’s Cars movie. The downstairs is for our guests and is comfortable, cozy and clean. We are 20 minutes to a four hour drive to The Painted Desert, Petrified Forest, Grand Canyon, Four Corners National Monument, Sedona and much more
“Ranch House” Great Patio/Ample parking
Enjoy this cozy, well decorated 1000 sq ft ranch house Built in 1948 this home (The Jones Ranch) was surrounded by grazing land and now is located in the heart of Holbrook. Walking distance to shopping, historical walking tour, Rt 66, dog park, great eateries, movie theater, historical museum and nice play park. You can make this your base for visiting the Petrified Forest, Grand Canyon, Navajo Reservation, Meteor Crater, Canyon de Chey, Hubbel Trading Post, Sedona Red Rock Country and more.
A-frame Mountain View Cabin in the National Forest
@AFrameFlagstaff is a tiny house A-Frame on 1.5 acres in the National Forest. Featured in American Eagle Outfitters worldwide campaign. Dog friendly. AC. Epic glamping and stargazing. 10 min to historic downtown/Route 66. 15 min to Walnut Canyon, Sunset Crater, Wupatki National Parks, NAU, AZ Snowbowl. 30 min to Meteor Crater and Sedona. 90 min to GRAND CANYON, Horseshoe Bend, Antelope Canyon, and Petrified Forest. 2.5hrs to Monument Valley. Our listing "Tiny Mountain View Sauna Cabin" nearby
Panoramic 1-Bedroom Apt w/ Terrace, BBQ & Firepit
Cradle of the Sun is a charming retreat tucked away in a secluded woodland setting, just minutes from West Sedona and the breathtaking Red Rock State Park. This warm and colorful ground-floor apartment features an open-plan living space with plush seating, a fully equipped kitchenette and dining area, and breathtaking views. The primary bedroom, boasting an electric fireplace, opens onto a spacious terrace for relaxing and taking in unobstructed views of Sedona’s stunning red rock formations.
• Holbrook Hub •
Great jumping off point for adventure in and around NE Arizona or just a good night’s rest. 20 miles from Petrified Forest. 1 mile from two I-40 exits. Newly remodeled home featuring southwestern flair with a Route 66 themed room. Stocked kitchen, coffee/tea area, spacious living/dining room, and family room. Three bedrooms with queen beds and another with 2 twin beds. Established, quiet neighborhood. 2 car covered carport & street parking. Convenient to restaurants and grocery store.
Amazing Mountain Views! Hiking-Stargazing-Firepit
Luxury guest suite with amazing views of the San Francisco Mountains with direct access to the Coconino National Forest hiking and biking trails and some of the best stargazing in north America! Located 8 minutes from the east side of Flagstaff and 15 minutes to the city, yet conveniently centered between the Grand Canyon, Antelope Canyon, Sedona, Horeshoe Bend, Sunset Crater, Wupatki and Walnut Canyon National Monuments, Meteor Crater, the Petrified National Forest and historic Route 66.
Route 66 Retreat w/Tesla Charger
We are 25 mins from the PF National Park ✅ Whether you're visiting or passing through, our updated home will ensure your stay is comfortable. - King suite w/ split floor plan - Tankless water heater - Lvl 2 Tesla Charger (43~mph) - Parking for 3 cars on the driveway & gravel w/ trailer parking - Brand new high end Washer & Dryer - Coffee bar w/ coffee pods, flavorings, teas, & snacks. - Fast wifi - Fully equipped kitchen - Black out curtains in all rooms Enjoy your stay in Northern AZ
Route 66 Bungalow
Beautiful historic home in downtown Holbrook on the historic Route 66. This modern yet comfortable bungalow is for you! Built in 1915, this home features 2 bedroom/1 bath, living room, formal dining room and a fully stocked kitchen. The kitchen features a coffee bar with a deluxe espresso and latte maker. Our home is pet friendly with a fenced in yard for your pets to run around. Can’t find the dates you need? Check out our other property in Holbrook! airbnb.com/h/highdesertcottage
Vintage 50s cabin has a deck, yard, and privacy.
Stay in a rural, cozy cabin just 30 minutes south of Route 66. The Petrified Forest as well as local lakes, streams, and the White Mountains are just a short drive away. Situated amongst pine trees, this private, single-level guesthouse for 2 (plus 1 infant) offers comfort, privacy, and a taste of nature. Your 30-pound or less, well-behaved dog is welcome and will enjoy a fenced yard. A microwave, frig, Keurig, toaster oven, and outdoor griddle are provided for your convenience.
Winslow Stay
Newly renovated kitchen comes fully equipped with quartz counter tops and new stainless steel appliances. Coffee machine is kcup. Family room has smart tv for relaxation and enjoyment. Our home is pup friendly with a fully fenced yard and nice patio space. Near by Attractions -2 min drive to standing on the corner, down town, and La Posada -3 miles to Clear Creek -10 min drive Painted Desert -10 min drive Homolovi Ruins -60 min petrified Forest -45 min Flagstaff -60
The Family Size Chicken Coop
This spacious home is in a rural community perfect for the whole family. It features plenty of off-street parking with the ability to accommodate trucks and trailers. The kitchen is fully stocked for your use, though we recommend coming with your groceries as the nearest store is 10 minutes away. The Chicken Coop is conveniently located off I-40/Route 66 allowing for travel to the Petrified Forest/Painted Desert, Meteor Crater, the Grand Canyon, Flagstaff, and more!
Popular amenities for Winslow holiday rentals
Other great holiday rentals in Winslow
Eagle Eye - Private spring fed creek access!
Woodland Farmhouse with Hot Tub
Beautiful Cozy Elk Cabin in the Woods
suite #1
Campfire Adventure Ranch @ Petrified Forest AZ
Myrinn - Telescope House | Cathedral Rock Views
Elegant Modern Winslow Home
Cheerful Two Bedroom House with Fire Place.
When is the best time to visit Winslow?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €94 | €83 | €95 | €95 | €101 | €99 | €96 | €88 | €89 | €100 | €91 | €87 |
| Avg. temp | 2°C | 5°C | 9°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 7°C | 2°C |
Frequently Asked Questions
What are the best places to stay in Winslow?
Stays near the historic downtown put you close to Route 66 landmarks, murals, and local dining. Neighborhoods just outside the center offer quiet settings, some with outdoor spaces that reflect the region’s desert character.
What are the best things to do in Winslow with kids?
Kids often enjoy exploring interactive exhibits at the regional visitor center, visiting local parks with train themes, and following interpretive signs at Standin’ on the Corner Park. Simple hikes near the riverbanks add family-friendly outdoor fun.
What are some of the best things to do in Winslow?
Explore Standin’ on the Corner Park, discover local art galleries, and take in the restored architecture at historic sites like La Posada Hotel. The city’s Route 66 history is woven into shops, exhibits, and public spaces throughout downtown.
How is the weather in Winslow?
Winslow experiences warm, dry summers with typical highs reaching near 95°F (35°C) in July and cooler winters with lows around 22°F (-6°C) in January. Occasional rain comes with summer monsoon season and winters usually stay mild.
When is the best time to visit Winslow?
Spring and autumn are often recommended for their milder temperatures, with days typically ranging from 60–80°F (16–27°C). These seasons can bring clearer skies and outdoor festivals.
What are the best places to visit in Winslow?
Standin’ on the Corner Park, the historic La Posada Hotel, and local railway exhibits are often recommended stops. The nearby meteorite crater draws those interested in geology and natural history.
What are some hiking trails in Winslow?
Winslow has access to trails along the Little Colorado River and paths that wind through the high desert landscape. Area state parks and lands occasionally offer further opportunities for walking and wildlife watching.
What are some family activities we can do in Winslow?
Families can explore the local meteorite crater, visit hands-on exhibits at the regional visitor center, or stroll along railway-themed parks downtown. Local murals and outdoor spaces are frequently suggested for informal play and picnics.
What are some of the best day trip ideas from Winslow?
Travelers often explore the nearby meteorite crater, discover scenic canyons, or visit Puebloan archaeological sites around the area. Regional state parks are frequently suggested for hiking, birding, or learning about local geology.
Are there any pet friendly accommodations available in Winslow?
Winslow has a variety of stays where pets are welcome, particularly in central neighborhoods and near main thoroughfares. Some properties provide fenced yards or easy access to outdoor walking paths.
What are some local tips for visiting Winslow?
Mornings and evenings are often coolest, so consider outdoor activities early or late in the day. Many local shops celebrate Winslow’s Route 66 heritage, and chatting with longtime residents can reveal unique stories about the city’s past.
What is Winslow known for?
Winslow is known for its classic Route 66 heritage, vibrant railway history, and the iconic Standin’ on the Corner Park—made famous by a song lyric. The city frequently draws travelers with its blend of music references and Southwest culture.
What are the best hidden gems to explore in Winslow?
Winslow has unique murals, historic architecture, and locally owned shops tucked into its downtown area. Around town, you may discover less-traveled trails and quiet viewpoints along the Little Colorado River.
What are the best foods to try in Winslow?
Local diners and cafes serve regional favorites like green chile specialties, Navajo tacos, and fry bread. Route 66 traditions influence menus with hearty American classics and freshly baked pies.
What should I bring for a trip to Winslow?
Bring layers for shifting desert temperatures, sun protection like hats and sunscreen, and comfortable walking shoes. A reusable water bottle and light jacket are helpful for outdoor activities and cool evenings.
What is the nightlife in Winslow like?
Winslow’s nightlife includes relaxed local bars, music performances at venues with historic ambiance, and occasional community events. The downtown area has a small selection of casual spots to gather and enjoy regional flavors.
What are the most popular events or festivals in Winslow?
Winslow has events that celebrate Route 66 history, railroad heritage, and Native American traditions. Classic car shows are frequently suggested in the fall, and music festivals or community gatherings highlight local culture throughout the year.
Are there family friendly vacation rentals in Winslow?
Winslow has a range of family-friendly vacation rentals, especially near downtown and in residential neighborhoods with easy access to parks. Many properties provide multiple bedrooms, kitchens, and living spaces for relaxation.