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, 216 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.

Jan 29 – Feb 5

G$17,691 GYD per night

Guest favorite

Guest suite in Holbrook

4.95 out of 5 average rating, 673 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

Jul 19 – 26

G$18,568 GYD per night

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!

Jun 14 – 21

G$26,406 GYD per night

Guest favorite

Bungalow in Holbrook

4.93 out of 5 average rating, 592 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

Jan 10 – 17

G$23,994 GYD per night

Guest favorite

Cottage in Holbrook

4.95 out of 5 average rating, 1248 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!

Aug 23 – 30

G$17,139 GYD per night

Guest favorite

Home in Holbrook

4.91 out of 5 average rating, 22 reviews

• Holbrook Hub •

Great jumping off point for adventure in and around Northeastern Arizona or just a good night’s rest. Newly remodeled home in Holbrook, Arizona featuring southwestern flair with a Route 66 themed room. Spacious kitchen, living room, and family room. The bunk bed room has a tee pee for playing and creating memories. Established quiet neighborhood within 1 mile of two I-40 exits. 2 car covered carport for parking. Convenient to restaurants and grocery store.

Sep 30 – Oct 7

G$26,242 GYD per night

Guest favorite

Home in Joseph City

4.77 out of 5 average rating, 22 reviews

Howdy Hank’s on 66

Welcome to Historic Route 66 “Howdy Hank’s” Trading Post. You will have the unique opportunity to stay the night next to an original trading post, more than 100 years old, from the comfort of our spacious home, that will fit your whole family! Popular attractions within a 30 mile radius include: Rock Art Ranch, Meteor Crater Natural Land Mark, Standin’ On The Corner, and Petrified Forest National Park. Make Howdy Hank’s a stop on your Route 66 road-trip!!

Aug 27 – Sep 3

G$20,515 GYD per night

Guest favorite

Home in Winslow

4.96 out of 5 average rating, 54 reviews

Easy Stay House

Enjoy a stylish, yet comfortable experience, that is walking distance to town! This home has a NEW fully equipped kitchen with new quartz counter and new stainless steel appliances. Near by Attractions -Walking distance 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 Backyard garage is being painted.

Aug 27 – Sep 3

G$36,416 GYD per night

Superhost

Place to stay in Holbrook

4.87 out of 5 average rating, 251 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

Sep 25 – Oct 2

G$23,496 GYD per night

Guest favorite

Home in Winslow

5.0 out of 5 average rating, 19 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.

May 12 – 19

G$45,745 GYD per night

Superhost

Place to stay in Winslow

4.93 out of 5 average rating, 256 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.

Apr 21 – 28

G$26,364 GYD per night

Guest favorite

Home in Holbrook

4.96 out of 5 average rating, 119 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!

Jan 29 – Feb 5

G$21,949 GYD per night

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 Holbrook

4.98 out of 5 average rating, 62 reviews

Farmhouse near Holbrook

Jun 5 – 12

G$21,711 GYD per night

Guest favorite

Apartment in Holbrook

4.99 out of 5 average rating, 91 reviews

Tumbleweed Hideaway

Nov 15 – 22

G$16,438 GYD per night

Guest favorite

Home in Joseph City

4.94 out of 5 average rating, 35 reviews

The Family Size Chicken Coop

Sep 4 – 11

G$39,946 GYD per night

Superhost

Apartment in Holbrook

4.73 out of 5 average rating, 199 reviews

Wigwam Apartment 1 Part of Wigwam Motel on rte 66

Sep 11 – 18

G$21,258 GYD per night

Superhost

Camper/RV in Holbrook

4.88 out of 5 average rating, 8 reviews

A Night Under The Stars

Mar 19 – 26

G$13,950 GYD per night

Superhost

Tiny home in Holbrook

4.82 out of 5 average rating, 57 reviews

Open Fields Forever He>i Cabin

Jun 29 – Jul 6

G$22,598 GYD per night

Superhost

Home in Winslow

New place to stay

Eagles Catch

Sep 30 – Oct 7

G$22,094 GYD per night

Home in Winslow

4.83 out of 5 average rating, 113 reviews

Private Winslow, AZ home 1 mile from I-40 & Rte 66

Apr 21 – 28

G$20,600 GYD per night

Show all

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	G$10,448 GYD 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 wifi, over 10 homes with a kitchen, 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 Holbrook

Apartment in Holbrook

Home in Joseph City

Apartment in Holbrook

Camper/RV in Holbrook

Tiny home in Holbrook

Home in Winslow

Home in Winslow

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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