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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, 234 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 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

Cottage in Sedona

4.95 out of 5 average rating, 726 reviews

Private Trail Javelina Heaven Guesthouse

Lovely guesthouse in rural, quiet subdivision surrounded by National Forest, dark sky stargazing, privacy, and vortex energy. Located between the green slopes of Horse Mesa and the red rocks of Lee Mountain. Private hiking trail part of Coconino National Forest spanning just under 300 miles steps away from your door. Cozy 350 sq. ft. house has the "tiny house feel" but with all the comfortable amenities. Flat screen TV with Directv and fast wifi. Offering the best of Sedona at an amazing value.

Home in Flagstaff

4.98 out of 5 average rating, 204 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

Cabin in Heber-Overgaard

4.84 out of 5 average rating, 423 reviews

Cozy Remodeled 2 Bd/1 Bath A-Frame w/Gas Fireplace

Revisit the days of fondue, vinyl, and variety shows in this totally remodeled 70s-inspired 2-bedroom A-frame w/AC. Nestled in the Ponderosas at 6,600 feet above sea level in a quiet neighborhood, this little cabin is big on style. And NOTHING like most cabins from the 70s. It's also super comfortable with brand-new Tuft & Needle queen beds, 500 thread count linens, robes and plenty of fluffy white towels. And if you're idea of getting away also means staying in touch/working, the wifi is FAST.

Cabin in Pine

4.92 out of 5 average rating, 200 reviews

Cool Times In The Pines Cabin: Relax and Have Fun!

"Cool Times In The Pines" is a cabin nestled in the confines of the Tonto National Forest offering great outdoor experiences with cozy cabin comfort. It provides a mix of nature, shopping, restaurants and creature comforts being only one mile from downtown Pine and adjacent to the national forest. The wildlife is abundant with Elk, deer and other animals in the yard at various times throughout the day. Our guests can play horseshoes or sit on one of the 4 decks which offer beautiful views.

Cabin in Flagstaff

4.98 out of 5 average rating, 171 reviews

Papa's House - Secluded Getaway

Newly built log cabin with a soaking tub (please note: the bathtub is a little higher than usual and may be challenging for seniors or those with mobility issues), loft, and all the amenities. Enjoy your private panoramic view of the forest and San Francisco Peaks from your front covered porch. Vaulted ceilings, king size bed in the bedroom, futon couch/bed in the living room, and full-size futon bed in the loft. Your pet is always welcome here. Only 5-minutes away from I-40 for easy access.

Cabin in Flagstaff

4.93 out of 5 average rating, 895 reviews

The Mountain View Cottage in Flagstaff

Flagstaff favorite. Beautiful cottage on a 1/2 acre yard, which sits across (fenced separately) from our personal residence. Features a full kitchen, cozy pellet stove and private outside deck. 10 min from historic downtown and Rt. 66. 15 min to Walnut Cyn, Sunset Crater, Wupatki National Parks. 45 min to Oak Creek Cyn/Sedona and 70 min to Grand Canyon. 40 min from Snow Bowl. The mountain view is stunning. Dark night skies perfect for star gazing. A honeymoon favorite. Friendly neighborhood.

Bungalow in Holbrook

4.93 out of 5 average rating, 703 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, 1,359 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!

Guesthouse in Taylor

4.99 out of 5 average rating, 258 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, 337 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

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

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Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

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 Flagstaff

4.86 out of 5 average rating, 856 reviews

Tiny mountain view sauna cabin in the forest

Home in Winslow

4.89 out of 5 average rating, 44 reviews

AERO - Historic Cottage Retreat

Home in Winslow

5 out of 5 average rating, 4 reviews

Traveling Nurses, midterm rental

Home in Holbrook

5 out of 5 average rating, 22 reviews

Route 66 Retreat w/Tesla Charger

Home in Winslow

4.99 out of 5 average rating, 72 reviews

Route 66 Hideaway

Guest suite in Sedona

4.98 out of 5 average rating, 486 reviews

Sedona Hummingbird Nest

Home in Winslow

4.97 out of 5 average rating, 39 reviews

Downtown Winslow's Turquoise Casa

Guest suite in Sedona

4.94 out of 5 average rating, 559 reviews

Quiet Studio by Bell Rock *New High Speed Internet

Quick stats about vacation rentals in Winslow

Total rentals
30 properties
Nightly prices starting at
R906 ZAR 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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore