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Vacation rentals in Winslow

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Top-rated vacation rentals in Winslow

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 859 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 favorite
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, 328 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.

Top guest favorite
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
4.9 out of 5 average rating, 218 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 favorite
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
4.99 out of 5 average rating, 134 reviews

Route 66 Retreat w/Tesla Charger

We are 25 mins from the PF National Park âś… 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 favorite
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
4.93 out of 5 average rating, 919 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 favorite
A cozy studio apartment is highlighted by wooden beams and a spacious layout. A luxury queen-sized bed, adorned with patterned bedding, is complemented by a gray couch that converts into a full bed. A flat-screen TV is mounted on the wall opposite the couch.
Guest suite in Snowflake
4.95 out of 5 average rating, 698 reviews

Meadowlark Cottage apartment, private entrance

Beautiful studio apartment. Private entrance makes coming and going easy. Beautiful front porch to rest and relax. New luxury queen sized bed, couch that makes into a full bed. Smart TV. Full Kitchen. Studio Apt. is on lower level. Washer & dryer in bathroom. Close to Flagstaff and Pinetop for skiing and hiking. Close to Petrified Forest & other national parks. Cooler in the summer than average temperatures for Arizona, and mild winter. Lovely, quiet, quaint neighborhood.

Top guest favorite
Guesthouse in Taylor
4.99 out of 5 average rating, 361 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.

Guest favorite
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, 153 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

Top guest favorite
A light gray sofa is positioned against a white wall, accompanied by two yellow pillows. Above the sofa, a colorful floral painting adds a touch of vibrancy. A plush area rug and a storage cabinet are visible nearby, contributing to the cozy ambiance of the living area.
Home in Snowflake
4.96 out of 5 average rating, 165 reviews

Cheerful 2 bedroom cottage on quiet street

This is a cozy little 2 bedroom cottage on a quiet street located in the heart of Snowflake. It has been recently remodeled and has a new feel. It has a small peaceful back yard with a covered porch and a small fire pit. Because of it's location it is great for walks around town and a close drive to shopping. Please be aware that smoking, vaping, drugs or alcohol or animals are not allowed on the property. If this is a problem, please seek other accommodations.

Superhost
Two wooden chairs with blue cushions are positioned on a concrete patio in front of the tiny home. A screen door provides access, and a light fixture is mounted on the exterior wall. The area is surrounded by natural landscape and a wooden fence.
Tiny home in Taylor
4.84 out of 5 average rating, 121 reviews

Tiny Home in Arizona White Mountains!

PERFECT QUIET SPACE FOR TRAVELERS! Located on a 17-acre property with an expansive view for miles. The guest tiny home is located on a homestead where you may hear the clucking of chickens or the oinking of pigs depending on the season. You will have privacy as you walk through the gate into a secluded fenced in yard. The rental is designed for the minimalist in mind while providing all the necessities to enjoy a vacation or quiet space to work.

Top guest favorite
Home in Sedona
4.96 out of 5 average rating, 674 reviews

Sedona Sanctuary: Hot Tub + Red Rock Views

Watch the sunrise over Sedona’s red rocks from your private jacuzzi or sip tea in quiet reflection from the patio. Serene Zen Haven is a calming retreat just one mile from Uptown, close enough to explore Sedona’s energy yet tucked in a peaceful neighborhood that invites restoration. This newly remodeled home blends natural light, tranquil design, and thoughtful amenities for couples or small families seeking a soothing yet inspiring summer getaway.

Guest favorite
A cozy living space features a dark blue accent wall, a comfortable seating area with a sofa and armchair, and a wood-burning stove. Natural light fills the room through large windows with views of the surrounding landscape.
Home in Flagstaff
4.96 out of 5 average rating, 192 reviews

Brand New! Restoration Retreat

Welcome to Restoration Retreat! This home is the perfect refuge for you to get refreshed, recharged and reconnected. With ample space, thoughtful touches, and a cozy atmosphere makes this home an ideal refuge or base camp for all of your adventures. This is not just a bare bones place to stay, it is a home away from home. It is a place that is inviting and crafted for your comfort and one we know you will make cherished memories in. Welcome home!

Popular amenities for Winslow vacation rentals

When is the best time to visit Winslow?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,583 GYDG$22,374 GYDG$23,419 GYDG$22,792 GYDG$24,047 GYDG$23,628 GYDG$23,001 GYDG$21,119 GYDG$21,328 GYDG$23,001 GYDG$25,092 GYDG$23,628 GYD
Avg. temp2°C5°C9°C13°C18°C23°C26°C25°C21°C14°C7°C2°C

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 vacation rentals in Winslow

  • Total vacation rentals

    Explore 40 vacation rentals in Winslow

  • Nightly prices starting at

    Winslow vacation rentals start at G$10,455 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Winslow vacation rentals include wi-fi 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!

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