Holiday houses in Winslow

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Top-rated holiday rentals in Winslow

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Superhost
A breathtaking landscape captures the vibrant reds and oranges of the desert terrain, illuminated by a dramatic sunset. Rolling hills and rugged formations are visible, adorned with scattered greenery that contrasts with the earthy tones, creating a serene scene of natural beauty.
Condo in Holbrook
4.92 out of 5 average rating, 250 reviews

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.

Top Guest favourite
A spacious living area is highlighted by a red pool table, positioned in the foreground. Two ceiling fans are visible, along with comfortable seating arrangements behind the table. Directly ahead, a large television is mounted on the wall, while glass doors open to a private patio.
Guest suite in Holbrook
4.95 out of 5 average rating, 845 reviews

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

Top Guest favourite
The two-story black structure is set among tall pine trees, with large windows allowing natural light to illuminate the exterior. A paved driveway leads to the entrance, while outdoor stairs connect the upper and lower levels. Soft lighting highlights the building’s contemporary design.
Guesthouse in Flagstaff
4.88 out of 5 average rating, 142 reviews

Mountain Town Retreat

Enjoy this peaceful retreat with views of a mature forest and the San Francisco Peaks! Deer and elk graze across the ravine outside your bedroom window, and hummingbirds drink nectar from the abundant wildflowers. This is a really special spot! Still, our home sits inside Flagstaff, with all its amenities: cafes, roasteries, beer gardens, and breweries. Snow Bowl, Sedona, and the GC are not too far from us, along with many other day trip hikes and destinations. We love this place! Come join us!

Top Guest favourite
A spacious bedroom features a large bed adorned with soft linens. A small table is placed near the entrance, while a wall-mounted TV is visible opposite the bed. Two windows provide natural light and are partially covered, enhancing the room's bright atmosphere.
Guesthouse in Flagstaff
4.98 out of 5 average rating, 314 reviews

Gorgeous Casita in the Pines with King Bed

Luxuriously appointed Casita in the Flagstaff pines - peaceful and welcoming accommodations await you as you explore all that Northern Arizona has to offer. Designed with comfort in mind, the Casita includes a King bed, AC/Heating mini-split and ceiling fan to ensure you're always feeling just right. There's a beautiful bathroom with a shower and commonly-needed travel supplies, a fully-stocked coffee/tea station, microwave, and private patio access to enjoy your Flagstaff morning and evenings.

Guest favourite
A fire pit is centered among several rustic log stools, inviting social gatherings under the open sky. The log cabin stands in the background, with warm lights illuminating its entrance, surrounded by natural landscape and pine trees.
Cabin in Flagstaff
4.96 out of 5 average rating, 252 reviews

Papa's House - Secluded Getaway

Newly built log cabin with a soaking tub (please note: the bathtub is a little higher than usual and may be challenging for seniors or those with mobility issues), loft, and all the amenities. Enjoy your private panoramic view of the forest and San Francisco Peaks from your front covered porch. Vaulted ceilings, king size bed in the bedroom, futon couch/bed in the living room, and full-size futon bed in the loft. Your pet is always welcome here. Only 5-minutes away from I-40 for easy access.

Top Guest favourite
The image captures a charming Casita set amidst open land, featuring a porch with rocking chairs. Vibrant colors of sunset reflect off the sky, while a large tree stands nearby. A spacious yard is visible, with a storage shed on the right and mountains in the background.
Guesthouse in Flagstaff
4.99 out of 5 average rating, 130 reviews

Peaks View Casita

Kick back, relax and escape the heat in this modern Casita with breathtaking mountain views on a 2.5 acre fully fenced ranch. Enjoy easy access to this peaceful property centrally located to all Northern Arizona has to offer including Arizona Snowbowl, Downtown Flagstaff, NAU, Bearizona, The North Pole Experience, Grand Canyon, Sedona, National Monuments, hunting, hiking, off-roading and much more! Need more space? Book together with the Lovett Lodge and have the entire property to yourself!

Top Guest favourite
A framed Route 66-themed artwork is displayed, featuring a vintage car, a bright red truck, a dinosaur, and southwestern motifs. The design incorporates iconic imagery such as a sunset, maps, and teepees, all set against a backdrop that symbolizes travel and adventure.
Home in Holbrook
4.89 out of 5 average rating, 206 reviews

• 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 a twin beds. Established, quiet neighborhood. 2 car covered carport & street parking. Convenient to restaurants and grocery store.

Top Guest favourite
A dining table is set on the patio, featuring a vase of fresh flowers, a bottle of red wine, and two wine glasses. The backdrop displays the snow-capped San Francisco Mountains under a clear blue sky, surrounded by open land and a few distant homes.
Apartment in Flagstaff
4.99 out of 5 average rating, 274 reviews

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.

Guest favourite
A cozy living area is highlighted by a large wall-mounted television and a comfortable hanging chair. Light wooden flooring is complemented by soft neutral tones in the decor. A ceiling fan adds a modern touch, while plants and subtle storage enhance the inviting space.
Home in Holbrook
4.98 out of 5 average rating, 125 reviews

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

Guest favourite
A cozy living area features a modern gray sectional sofa with decorative pillows, accompanied by a sleek coffee table. Soft natural light filters through large windows framed by cream curtains, illuminating the patterned area rug beneath. A flower arrangement adds a splash of color.
Bungalow in Holbrook
4.92 out of 5 average rating, 903 reviews

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

Top Guest favourite
Guesthouse in Taylor
4.99 out of 5 average rating, 344 reviews

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.

Top Guest favourite
A round black dining table is surrounded by six teal upholstered chairs. Above, a modern chandelier with five candle-like bulbs provides ambient lighting. A piece of abstract art is displayed on the wall, and sheer curtains frame a nearby window.
Home in Winslow
4.96 out of 5 average rating, 141 reviews

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

Popular amenities for Winslow holiday rentals

When is the best time to visit Winslow?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Winslow?

    Winslow has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Winslow?

    Yes! Work meets play with ease at over 10 vacation rentals in Winslow featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Winslow?

    Four-legged friends are welcome in Winslow. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Winslow have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Winslow. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winslow have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Winslow. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winslow have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Winslow. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winslow have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Winslow. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Winslow?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 $75 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Winslow holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Winslow rentals

  • 4.9 Average rating

    Winslow stays are highly rated by guests—averaging 4.9 out of 5!

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