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, 913 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

Guest favorite
Home in Holbrook
4.85 out of 5 average rating, 499 reviews

“Ranch House” 3+days10% off/ 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.

Top guest favorite
A covered outdoor patio features comfortable seating arrangements, offering scenic views of red rock formations and greenery. The space is enhanced by a patterned rug and colorful throw pillows, providing a welcoming atmosphere for relaxation or dining.
Home in Sedona
4.95 out of 5 average rating, 382 reviews

Cool off in the creek! Beautiful views and privacy

Come unwind at this charming mobile home tucked away amidst the canyon walls, minutes from Slide Rock, West Fork, and uptown Sedona. Recently remodeled, it’s the perfect retreat, featuring local artistic touches that reflect the beauty of the area. Enjoy hiking from your door, and cool off in a private spring. Set in a tranquil, secluded community, it offers a peaceful escape from Sedona's liveliness. Relax on the patio, soaking in the red rock views and the soothing sounds of the creek below.

Top guest favorite
A covered porch is visible, featuring a comfortable seating area with plush cushions. The view extends to the open prairie and distant mountains, illuminated by the warm light of sunset. Tall pine trees frame the scene, providing a sense of tranquility and connection to nature.
Cabin in Williams
4.97 out of 5 average rating, 308 reviews

Wright Hill Cabin: Backing Kaibab Forest w/ Access

The Wright Hill Cabin is located in the small, rural community of Parks, Arizona - 20 minutes West of Flagstaff and 15 minutes East of Williams. Situated just within the tree line, the cabin sits on the edge of beautiful Government Prairie which provides unobstructed views of the San Francisco Peaks while providing the beautiful scenery and wildlife of the vast Ponderosa Pine Forest. The quiet community of Parks provides easy access to Grand Canyon National Park, Snowbowl, Bearizona and more!

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, 1,146 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 serene view of Wet Beaver Creek is presented, featuring gently flowing water surrounded by smooth stones and lush green grasses. Tall trees create a natural border along the bank, with a small cabin visible in the background, enhancing the peaceful setting.
Home in Lake Montezuma
4.95 out of 5 average rating, 118 reviews

Creekside Cabin Under the Sycamores

Welcome to the Creekside Cabin under the Sycamores. Enjoy Wet Beaver Creek in your backyard. Located in the quiet little town of Rimrock, just 30 minutes from Sedona. This bright, newly remodeled 2 bedroom 2 bath house is spotlessly clean and well appointed. The open kitchen, dining and living area is perfect for hanging out inside. But with a screened in deck, additional patio, large grassy yard and Wet Beaver Creek just out the back door, you may find yourselves outside all day. NO PETS!

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, 259 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
4.98 out of 5 average rating, 168 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
A red bridge spans over a serene pond, surrounded by lush greenery and vibrant autumn foliage. Water lilies float on the pond's surface, with a bright yellow kayak resting along the edge, inviting exploration of the tranquil natural setting.
Guesthouse in Flagstaff
4.95 out of 5 average rating, 149 reviews

Cabana at the Pond

7 sided Cabana, screened windows (no glass, no heat) bamboo shades, sleeps 2+1 pet cozily, overlooks beach+pond. Door locks from inside only. Lots of Wildlife. Well trained pets only, no barkers!. Private bath below via outdoor bridge +steps. Outdoor kitchen corner nook privately yours, Dining areas may be shared w/others. 2.5 miles to town. Close to urban trails +Little America. quiet time 10pm-8am. pet fee$25. Open May-Oct. see also ' GUESTHOUSE NEAR THE POND' listing #14698421.

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
4.92 out of 5 average rating, 982 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
Guesthouse in Taylor
4.99 out of 5 average rating, 403 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 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, 185 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 vacation rentals

When is the best time to visit Winslow?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$22,378 GYDG$19,868 GYDG$22,796 GYDG$22,796 GYDG$24,051 GYDG$23,633 GYDG$23,005 GYDG$21,123 GYDG$21,332 GYDG$23,842 GYDG$21,750 GYDG$20,705 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.

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

    Experience the best of Winslow with our house rentals, starting at about $50 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 vacation rentals in Winslow?

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

  • 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.

  • 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.

  • 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 free parking?

    Absolutely! We offer over 10 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 30 vacation rentals in Winslow

  • Nightly prices starting at

    Winslow vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,660 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 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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