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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.

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Condo in Holbrook

4.92 out of 5 average rating, 233 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 suite in Show Low

4.97 out of 5 average rating, 115 reviews

Country Lover's Hide Out / Perfect Hunters cabin!

The perfect hunters cabin near unit 1 & 3B. Perfect for a little secluded country getaway! THE DOORS ARE SHORT due to weight supporting beam. (About 4ft tall) This little hideout is located in the white mountains with the national forest very close. Lots of hiking, biking, and trail riding nearby. The space has the best 2 decks on the property. The 1st viewing the beautiful front yard with a green house, ramada and pond, the 2nd deck viewing a working arena & the nearby mountains. 420 friendly.

Guest suite in Holbrook

4.95 out of 5 average rating, 734 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

Home in Flagstaff

4.98 out of 5 average rating, 202 reviews

Stunning View! Nest atop the Ponderosa Pines!

You'll be hard pressed in Kachina Village to find a view more majestic than the one standing on the deck of our home. It'll serve as a fantastic base for your Flagstaff getaway. Enjoy hiking? The Pumphouse Wash Trail is just down the road (4 mins walk). Downtown Flagstaff and all that it has to offer is less than 10 miles away. The NAU campus, less than 8. The Flagstaff Airport is 5 miles away. The Grand Canyon is a 2 hour drive. Sedona is 40 minutes. County Permit # STR-24-0540 TPT # 2135055

Home in Holbrook

4.83 out of 5 average rating, 386 reviews

“Ranch House” (Family Friendly/Ample Parking)

Enjoy this cozy, well decorated 1000 sq ft ranch house Built in 1948 this home (The Jones Ranch) was surrounded by grazing land and now is located in the heart of Holbrook. Walking distance to shopping, historical walking tour, Rt 66, dog park, great eateries, movie theater, historical museum and nice play park. You can make this your base for visiting the Petrified Forest, Grand Canyon, Navajo Reservation, Meteor Crater, Canyon de Chey, Hubbel Trading Post, Sedona Red Rock Country and more.

Cabin in Heber-Overgaard

4.98 out of 5 average rating, 122 reviews

Outlaw | Amazing Spa, Fireplace and Deck!

This outlaw themed cabin will have you wanting to come back for more! Includes a NEW amazing large spa, fully covered deck in front and back, double sided propane fireplace that can be enjoyed from the master bedroom & living room, NEW high quality mattresses, fully equipped kitchen, Roku TV, Frontier internet, and propane grill. You'll have everything you need for a relaxing & romantic getaway with your special someone, small family, or good friends! *Pets welcome with a flat small fee.

Bungalow in Holbrook

4.93 out of 5 average rating, 693 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

Cottage in Holbrook

4.95 out of 5 average rating, 1,351 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 suite in Snowflake

4.94 out of 5 average rating, 621 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.

Guesthouse in Taylor

4.99 out of 5 average rating, 255 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.

Place to stay in Holbrook

4.88 out of 5 average rating, 330 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

Home in Holbrook

4.96 out of 5 average rating, 134 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.

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Popular amenities for Winslow vacation rentals

Free parking on premises

Air conditioning

Stay near Winslow's top sights

La Posada Hotel18 locals recommend

The Turquoise Room & Martini Lounge at La Posada17 locals recommend

Standin' on a Corner Foundation12 locals recommend

RelicRoad Brewing Company7 locals recommend

Bojo's Grill & Sports Club6 locals recommend

Sipp Shoppe5 locals recommend

Other great vacation rentals in Winslow

Cabin in Pine

4.98 out of 5 average rating, 134 reviews

Amazing Red Door 2 bdrm cabin in the woods sleeps6

Cabin in Flagstaff

4.86 out of 5 average rating, 853 reviews

Tiny mountain view sauna cabin in the forest

Home in Winslow

4.88 out of 5 average rating, 43 reviews

AERO - Historic Cottage Retreat

Cabin in Show Low

4.95 out of 5 average rating, 231 reviews

White Mountain Escape

Home in Winslow

4.99 out of 5 average rating, 69 reviews

Route 66 Hideaway

Home in Winslow

4.97 out of 5 average rating, 38 reviews

Downtown Winslow's Turquoise Casa

Cabin in Pinedale

4.9 out of 5 average rating, 248 reviews

Pinedale/ShowLow Cabin

Guesthouse in Lake Montezuma

4.96 out of 5 average rating, 353 reviews

Hilltop Haven Country Retreat Cottage Near Sedona

Quick stats about vacation rentals in Winslow

Total rentals
30 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

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 wifi, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore