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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 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

Guesthouse in Flagstaff

4.99 out of 5 average rating, 463 reviews

Yetta's House

Come enjoy this quiet little home only 10 miles east of Flagstaff. Spacious and comfortable, private space with parking. Adjacent to Coconino National Forest, 4 miles to the entrance to Walnut Canyon National Park, and close to Arizona Trail trailheads and access points. Relax in the hot tub at the end of a long day of hiking and enjoy a grilled dinner on the patio. Or sit on the front porch swing in the cool shade, watch the birds, and enjoy the view. CC Permit #STR-24-0601 Az TPT#21527122

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.

Cabin in Heber-Overgaard

4.98 out of 5 average rating, 128 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, 699 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, 1,355 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, 623 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, 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.

Cottage in Show Low

4.89 out of 5 average rating, 169 reviews

Country cottage with a view

Cottage located 10 minutes from both Show Low and Snowflake. A getaway with picturesque views of the Shumway valley. While lounging on the porch, paint a picture of the rolling pasture and the winding Silver Creek while listening to sounds of braying horses, chirping birds, and wind whistling through trees. Pets welcome! Patio seating and fire pit available (when not under fire restrictions). Recommend pets on leash while outside due to neighboring sheep dogs and working farm.

Place to stay in Holbrook

4.88 out of 5 average rating, 335 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, 137 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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

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

Home in Holbrook

4.9 out of 5 average rating, 98 reviews

• Holbrook Hub •

Tiny home in Pinetop-Lakeside

4.9 out of 5 average rating, 106 reviews

Shoreline Cabin w/ Kayaks *Channel Front*

Home in Winslow

5 out of 5 average rating, 4 reviews

Traveling Nurses, midterm rental

Home in Winslow

4.89 out of 5 average rating, 44 reviews

AERO - Historic Cottage Retreat

Home in Holbrook

5 out of 5 average rating, 20 reviews

Route 66 Retreat w/Tesla Charger

Home in Winslow

4.99 out of 5 average rating, 71 reviews

Route 66 Hideaway

Home in Winslow

4.97 out of 5 average rating, 39 reviews

Downtown Winslow's Turquoise Casa

Camper/RV in Holbrook

4.89 out of 5 average rating, 46 reviews

Peaceful Glamping Oasis at Painted Desert Ranch

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

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

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