
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.

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

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.

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

• 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.

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. 🦅👁️

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

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

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.

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

The Family Size Chicken Coop
This spacious home is in a rural community perfect for the whole family. It features plenty of off-street parking with the ability to accommodate trucks and trailers. The kitchen is fully stocked for your use, though we recommend coming with your groceries as the nearest store is 10 minutes away. The Chicken Coop is conveniently located off I-40/Route 66 allowing for travel to the Petrified Forest/Painted Desert, Meteor Crater, the Grand Canyon, Flagstaff, and more!

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.

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 vacation rentals
Pet-friendly vacation rentals in Winslow

"Love Rocks" on 2+ acres of land, outdoor dining

Zen Tiny Haus • Sleeps 5 • Stargaze + Firepit

Cliff View Hacienda - Beautiful, wild & serene!

Vintage AdventureTiny Cabin for 2

Historic Downtown + Hot Tub + Fireplace

Cozy Cabin w/ Double Deck and Mountain Views

Beautiful Views! Home near Skiing, Flagstaff, GCNP

Pet Friendly Guest House Getaway
Other great vacation rentals in Winslow

Cozy cottage on the creek

Charming Winslow Retreat Just a Stroll to Downtown

Entire Cabin! Big Style, Big Views, Great Location

Rooftop Studio Hideaway Near Trails & West Sedona

Wonderful Rustic 2 BR 1 BA Cabin In Pine AZ.

Elegant Modern Winslow Home

Cheerful Two Bedroom House with Fire Place.

Desert Bloom Cottage
When is the best time to visit Winslow?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ393 | ﺩ.ﺇ349 | ﺩ.ﺇ400 | ﺩ.ﺇ400 | ﺩ.ﺇ422 | ﺩ.ﺇ415 | ﺩ.ﺇ404 | ﺩ.ﺇ371 | ﺩ.ﺇ375 | ﺩ.ﺇ419 | ﺩ.ﺇ382 | ﺩ.ﺇ364 |
| Avg. temp | 2°C | 5°C | 9°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 7°C | 2°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 ﺩ.ﺇ184 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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