Vacation rentals in Winslow

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winslow

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

%{current} / %{total}1 / 1
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, 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

Guest favorite
Two framed artworks are displayed on a white wall, featuring soft, fluid designs. A wooden shelf below holds a decorative basket and several books, contributing to the cozy atmosphere. A brick fireplace is visible, adding warmth to the space.
Cottage in Concho
4.87 out of 5 average rating, 846 reviews

Shiloh Ranch Guest House in the White Mountains

This is part of the remote sacred land of NE AZ. It is surrounded by several different Indian Reservations, has been relatively untouched for many centuries. This is where Giants walked about & before that the dinosaurs It's located close to the stunning Painted Desert, is only 20 miles south of the amazing Petrified Forest, on the way to the Grand Canyon. This area is the gateway to many world class sites.yet is completely secluded & secure. It's easy to locate on a highway with no traffic.

Superhost
An enclosed outdoor deck features a wooden floor and a cozy seating area with a patterned sofa and armchair. A coffee table with decorative glass accents sits in the center. Large windows provide views of the surrounding forest while allowing natural light to fill the space.
Tiny home in Flagstaff
4.8 out of 5 average rating, 259 reviews

One of a kind! Forest cabin+treehouse-2 min 2 town

You'll fall in love with this private retreat & feel the freedom-Hiking, biking & walking through the many beautiful trails that are right outside your door. Cozy up in bed under a blanket of stars seen from the lift window, and wake up to forest tree tops from your own private mountain. Use the comfortable meditation and yoga tree house just out back and find your tranquility. While staying at this property you'll have all of the conveniences you want while fully connecting with nature.

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
4.89 out of 5 average rating, 201 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, 123 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, 342 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, 137 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, 159 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.

Guest favorite
A cozy bedroom is visible, featuring a spacious bed covered with a white quilt. Two terracotta mugs are positioned on a wooden table in the foreground, with a delicate plant nearby. Natural light filters through a nearby window, illuminating the serene space.
Guest suite in Flagstaff
4.95 out of 5 average rating, 439 reviews

Southwest Sunnyside Suite - Nature Access in Town

Hello and Welcome! Thank you for considering our space for your upcoming stay in Flagstaff. Our guest suite has a bedroom and bathroom with its own separate and private exterior entrance, as well as off-street parking. With original 1950's hardwood floors, lots of natural light, and trail access 30 seconds from the door, this space is perfect for any traveler looking to be in nature while remaining a brief 6 minute drive from the historic downtown area.

Guest favorite
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
4.88 out of 5 average rating, 120 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.

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, 455 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

Top guest favorite
A fire pit is surrounded by an assortment of cheese, meats, and crackers on a wooden table. Two glasses of red wine are positioned beside the snacks, with a backdrop of mountains under a twilight sky.
Villa in Flagstaff
4.95 out of 5 average rating, 403 reviews

Mt View Villa Kingbed Firepit

Come away to a quiet retreat that is close to town but miles from ordinary. Experience the quiet of life in the country while staying in a beautifully updated guesthouse. This classic beauty is set up on a private entry with incredible mountain views. The whole space is open and inviting and crafted for comfort. Cozy up inside or sit outside to watch as the sun sets between Mount Elden and the San Francisco Peaks.

Popular amenities for Winslow vacation rentals

When is the best time to visit Winslow?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$108$107$112$109$115$113$110$101$102$110$120$113
Avg. temp36°F41°F48°F55°F64°F74°F79°F77°F70°F57°F45°F35°F

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 30 vacation rentals in Winslow

  • Nightly prices starting at

    Winslow vacation rentals start at $50 per night before taxes and fees

  • Verified guest reviews

    Over 1,630 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!

  1. Airbnb
  2. United States
  3. Arizona
  4. Navajo County
  5. Winslow