Vacation rentals in Winslow

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Top-rated vacation rentals in Winslow

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Guest favorite

Condo in Holbrook

4.94 out of 5 average rating, 217 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.

Guest favorite

Guest suite in Holbrook

4.95 out of 5 average rating, 681 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

Superhost

Home in Winslow

5.0 out of 5 average rating, 5 reviews

Winslow Stay

Newly renovated kitchen comes fully equipped and nicely appointed with quartz counter tops and new stainless steel appliances. Coffee machine kcup. Family room has smart tv for relaxation and enjoyment. Fully fenced yard with some grass. 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 min Sedona More photos coming soon

Guest favorite

Home in Winslow

4.89 out of 5 average rating, 37 reviews

AERO - Historic Cottage Retreat

Make memories in this unique and family-friendly home. This two bedroom one bathroom cottage is located a quick 10 minute walk to historic downtown Winslow AZ and Standing on the corner - yep the corner the Eagles made famous! Peruse antique stores, Native American jewelry, blankets and more. The famous La Posada is a 15 minute walk, see this historic hotel frequented by Albert Einstein, Amelia Earhart, Franklin D. Roosevelt and John Wayne. We also offer weekly and monthly stay discounts!

Guest favorite

Bungalow in Holbrook

4.93 out of 5 average rating, 607 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

Guest favorite

Cottage in Holbrook

4.95 out of 5 average rating, 1266 reviews

The White Buffalo Casita

PET FRIENDLY with prior approval from host! My place is just off I -40 in the little community of Happy Holbrook Arizona with Historic Route 66 running right through downtown. This is a great location if you are visiting area national parks and monuments; Petrified Forest National Park; Canyon De Chelley NM; Walnut Canyon NM; Sunset Crater NM; Waputki NM; Meteor Crater Natural Landmark; Grand Canyon National Park! My place is good for couples, solo adventurers, business travelers!

Guest favorite

Place to stay in Holbrook

4.88 out of 5 average rating, 259 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

Home in Winslow

5.0 out of 5 average rating, 21 reviews

Winslow's Turquoise Casa

"Take it easy" 1/2 a block from the "Standing on the Corner Park! This is a lovely remodeled historic casa with a large yard space. Tucked down the art alleyways, it's a quant little secret. Protected parking and plenty of space to hang out when it’s time to take a load off. BBQ and fire pit or if it's cooler, enjoy our indoor electric fire place! Let the turquoise details wash away the journey here at Winslow's Turquoise Casa.

Guest favorite

Home in Holbrook

4.99 out of 5 average rating, 73 reviews

Farmhouse near Holbrook

The Farmhouse on Porter Canyon road is the place for you. Just minutes from Holbrook. This clean and comfortable fully furnished three bedroom, one bath house comes complete with a beautiful view of green pastures and grazing cattle. The house is adjacent to our family farm and ranch and along with the cattle it may not be uncommon to see a cowboy. It is on a quiet street that is safe to go for a walk on after a long drive.

Superhost

Place to stay in Winslow

4.93 out of 5 average rating, 259 reviews

The Haven: Incomparable space in a vintage church

The Haven is a unique apartment in a cozy, repurposed church in the heart of Winslow. Its soaring wooden arches and adobe walls help deliver that getaway feeling you've been needing. The space sleeps 5 comfortably with 1 on a huge Victorian sofa. The Sanctuary, the Haven, and the Idyll may be rented together sleeping up to 10 in the three conjoined spaces subject to availability of all three separate units.

Guest favorite

Apartment in Holbrook

4.98 out of 5 average rating, 106 reviews

Tumbleweed Hideaway

Welcome to Tumbleweed Hideaway! Conveniently located a few blocks from downtown Holbrook and historic Route 66. Short walking distance from museum, restaurants, shopping, movie theater, fairgrounds, parks, and much more. You are sure to enjoy your stay in this cozy, newly updated apartment featuring 1 bedroom/1 bath, living room(w/ queen sleeper sofa), dining room, and fully stocked kitchen.

Guest favorite

Home in Holbrook

4.96 out of 5 average rating, 131 reviews

NEW! The Roadrunner Get-Away | Route 66

Welcome to The Roadrunner Get-Away! This home is conveniently located just a few minutes from downtown Holbrook and historic Route 66! You will be just a quick drive away from historic museums, amazing restaurants and local treats, awesome shopping, rodeo, parks, and so much more. Look no further than The RoadRunner for your home away from home in Holbrook, AZ!

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Winslow vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Winslow's top sights

Standin' on a Corner Foundation12 locals recommend

La Posada Hotel18 locals recommend

RelicRoad Brewing Company7 locals recommend

The Turquoise Room & Martini Lounge at La Posada17 locals recommend

Bojo's Grill & Sports Club6 locals recommend

Brown Mug Cafe3 locals recommend

Other great vacation rentals in Winslow

Guest favorite

Home in Joseph City

4.74 out of 5 average rating, 27 reviews

Howdy Hank’s on 66

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 35 reviews

• Holbrook Hub •

Guest favorite

Home in Joseph City

4.94 out of 5 average rating, 36 reviews

The Family Size Chicken Coop

Superhost

Apartment in Holbrook

4.74 out of 5 average rating, 204 reviews

Wigwam Apartment 1 Part of Wigwam Motel on rte 66

Guest favorite

Cabin in Holbrook

5.0 out of 5 average rating, 26 reviews

The Campfire Ranch @ Petrified Forest Nat. Park

Superhost

Tiny home in Holbrook

4.82 out of 5 average rating, 61 reviews

Open Fields Forever He>i Cabin

Guest favorite

Cabin in Happy Jack

4.96 out of 5 average rating, 28 reviews

Beautiful Cozy Elk Cabin the Woods

Guest favorite

Camper/RV in Holbrook

4.89 out of 5 average rating, 9 reviews

A Night Under The Stars

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Quick stats about vacation rentals in Winslow

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
870 reviews
Nightly prices starting at
$50 before taxes and fees

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 House Rentals in Winslow?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Winslow

Top-rated vacation rentals in Winslow

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Winslow vacation rentals

Stay near Winslow's top sights

Other great vacation rentals in Winslow

Home in Joseph City

Home in Holbrook

Home in Joseph City

Apartment in Holbrook

Cabin in Holbrook

Tiny home in Holbrook

Cabin in Happy Jack

Camper/RV in Holbrook

Quick stats about vacation rentals in Winslow

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there family-friendly vacation rentals in Winslow?

Are there vacation rentals with a dedicated workspace in Winslow?

Are there pet-friendly vacation rentals in Winslow?

Do house rentals in Winslow have free parking?

Do house rentals in Winslow have a kitchen?

Do house rentals in Winslow have wifi?

Do house rentals in Winslow have air conditioning?

What are the most popular amenities for House Rentals in Winslow?

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