Holiday rentals in Winslow

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Top-rated holiday rentals in Winslow

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Guest favourite
A bright living area features a soft beige sofa with subtle stripes, positioned near a cozy wood-burning stove. Adjacent to the seating, a wooden dining table is set for four, with natural decorative elements placed on the light gray walls, creating a welcoming atmosphere.
Guest suite in Flagstaff
4.91 out of 5 average rating, 772 reviews

The Private Toho-Tel Suite in Ponderosa Pines

This charming home has a cabin-inspired decor where wooden floors and fixtures add a natural ambiance. Sit out on the comfortable private deck and turn on the record player while enjoying the large board game collection by the fireplace. Mornings, wake up to freshly ground, locally-sourced Matador Coffee with a whole line of brewing options for a coffee lover's delight. Evenings, unwind in the hot tub set amongst the soaring pines. Cozy-up around the gas fire pit or grill food and relax in the hammock on the well-lit paver patio. We've tried to think of everything and anything our guests may need, whether you are staying the night, or for the month! We've remodeled our private space to cater to your needs, and put a modern spin on it. Our goal is to create an environment where all can feel welcome and at home. We've repurposed quality items that we've found locally, here in Flagstaff. We are proud supporters of our local businesses and use "green" cleaning when our guests depart. Guests can utilize the full kitchen which includes a full sized refrigerator, dishwasher, oven, gas-stove, and cooking utensils, all within the unit. Our record player is yours to use, just don't judge our lack of a collection, we are working on it! The record player plays through our bluetooth-ready JBL speaker. You are welcome to detach the speaker from its charger and the record player input and use it as a bluetooth speaker for your own personal music! We are big fans of music, and we want to make sure you are able to hook up your device to add some light tunes to the room. Again, just mind the noise level as we do have other guests in our home. We also have a large collection of board games available to our guests. We happen to be big board game enthusiasts and love to share the enjoyment of board games with anybody willing to play! But, we just ask our guests to take care of the games for others to play. During your stay at the Toho-tel, you'll have access to a private deck, exclusive to our guests. You'll also have private access to your own bedroom with a queen bed, a fully equipped kitchen, a full and spacious bathroom, as well as a living area equipped with a 40" Samsung TV w/ full cable channels and a comfortable queen sleeper sofa (which has gained praise from many of our guests on its high level of comfort). Our interaction with guests is dependent on what the guests desire. We are available for any recommendations, however, we will most likely stay out of the way for privacy. You are welcome to reach out to us for suggestions on any local spots to check out (including Sedona), or fun activities in the area. You may also find many of the suggestions we may recommend already in our welcome packet. The neighborhood is in a heavily forested part of Flagstaff surrounded by beautiful pines and nature. Go for a picturesque hike through the many trails nearby, sample the local dining in town, and take the interstate to the visit Grand Canyon and Sedona. There is no public transit that reaches to the Kachina Village area, unfortunately. Uber can do trips out to the area if desired. This is our home, as well as home for others staying with us. We ask everyone to be respectful of each other and mind their noise levels.

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, 860 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.
Guest house in Flagstaff
4.89 out of 5 average rating, 164 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.
Guest house in Flagstaff
4.98 out of 5 average rating, 330 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 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
4.9 out of 5 average rating, 219 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 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, 136 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 favourite
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, 700 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 favourite
Guest house in Taylor
4.99 out of 5 average rating, 366 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 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, 155 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 favourite
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, 166 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
4.85 out of 5 average rating, 123 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, 475 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

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 40 holiday rentals in Winslow

  • Nightly prices starting at

    Winslow holiday rentals start at € 42 per night before taxes and fees

  • Verified guest reviews

    Over 1,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Winslow holiday rentals include wifi 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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