Vacation rentals in Winslow

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Top-rated vacation 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
4.91 out of 5 average rating, 256 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 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, 889 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 single-story home with a black exterior and a brown shingled roof is set within a gravel yard. Large windows allow natural light to fill the interior. A light blue front door adds a pop of color. A fenced perimeter features a sign indicating private property.
Home in Winslow
4.94 out of 5 average rating, 233 reviews

Easy Stay House

Enjoy a stylish, yet comfortable experience, that is walking distance to town! This home has a NEW fully equipped kitchen with new quartz counter and new stainless steel appliances. Near by Attractions -Walking distance 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 min Sedona We offer early or late check out for a $25 fee. Please let me know when booking.

Guest favorite
An A-frame cabin is surrounded by tall pine trees and vibrant wildflowers, showcasing large front windows that reflect the sky. A wooden deck with steps leads to the entrance, framed by a natural landscape that offers a tranquil setting.
Cabin in Flagstaff
4.88 out of 5 average rating, 1,133 reviews

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

Top guest favorite
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, 276 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 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, 239 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
Place to stay in Lake Montezuma
4.99 out of 5 average rating, 149 reviews

Eagle Eye - Private spring fed creek access!

[Mandatory liability waiver signing upon arrival.] This 8-acre haven is not suitable for children under 18 due to the natural terrain, river access, and steep cliffs. NO DOGS (ADA only) Eagle Eye is a cedar sauna converted into a suite, perched atop a limestone cliff overlooking the enchanting creek, offering a unique and immersive experience like no other. With its concave window framing sunrise vistas, guests are treated to a cozy front-row seat to nature's spectacle.. Eagle Eye. 🦅👁️

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
4.98 out of 5 average rating, 148 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

Top guest favorite
Guesthouse in Taylor
4.99 out of 5 average rating, 380 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 favorite
A hot tub is showcased in the outdoor space, surrounded by a wooden deck. A wildlife crossing sign is mounted on the wall nearby, adding a rustic touch. The area is shaded by trees, creating a tranquil setting.
Cabin in Heber-Overgaard
4.96 out of 5 average rating, 194 reviews

COZY CABIN~Hot Tub~2.5 Treed Acres~Dogs Welcome!

Welcome to the SORENSEN RETREAT located in the beautiful quaint town of Heber-Overgaard, AZ!! Escape the Valley heat and plan a stay at our uniquely remodeled 2 BR, 1 BA cabin located on 2.5 acres of gorgeous pine trees. Enjoy the many outdoor spaces including a large fire pit, bbq & hot tub. Experience hiking trails, fishing at local lakes, off-roading through the National Forest or just relaxing and decompressing from the hustle and bustle of life.

Superhost
The living area features a large blue sectional sofa and a stylish orange couch, arranged around a decorative area rug. A flat-screen TV is mounted on the wall, and two framed artwork pieces are displayed. Natural light enters through a nearby window.
Place to stay in Holbrook
4.85 out of 5 average rating, 488 reviews

Railway Stop - Stay in a piece of History

Built in 1940, close to the train station. This historic building was first built and used as a Chicken restaurant to feed the hungry passengers traveling through one of the busiest train junctions in the west. Being right on old Route 66 this building changed it's face from restaurant to barber shop, Boot and leather repair shop, hair salon and now a place you can bring your family to stay and experience the railway through America

Guest favorite
A spacious wooden deck is surrounded by trees, providing a serene outdoor space. Several rustic chairs and a round table are arranged on the polished wooden floor, inviting relaxation. A railing made of logs adds to the natural aesthetic of the setting.
Cabin in Payson
4.97 out of 5 average rating, 137 reviews

Cozy Cabin in Payson

Location, Location, Location! Beautiful cabin retreat overlooking the East Verde River. At the base of the Mogollon Rim in Rim Trail. Surrounded by tall pines and the Tonto National Forest. Endless hiking on the nearby Highline or Arizona Trails. Abundant quad/side-by-side and mountain bike trails. Fishing a few feet from the property. Knotty pine interior, pine cabinets, fir wood flooring, large sleeping loft and fully fenced.

Popular amenities for Winslow vacation rentals

When is the best time to visit Winslow?

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Frequently Asked Questions

  • Are there family-friendly house rentals in Winslow?

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

  • How much does it cost to stay in apartment rentals in Winslow?

    Experience the best of Winslow with our apartment rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly house rentals in Winslow?

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

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

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

  • Do house rentals in Winslow have air conditioning?

    Absolutely! We offer over 20 house rentals with air conditioning in Winslow. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winslow have a kitchen?

    Absolutely! We offer over 20 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 20 house rentals with wifi in Winslow. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Winslow have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Winslow. Enjoy a tailored experience with all the comforts you desire.

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 ﺩ.ﺇ184 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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