Holiday houses in Winslow

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

“Ranch House” 3+days10% off/ Patio/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.

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 We offer early or late check out for a $25 fee. Please let me know when booking.

Amazing property tucked into a magnificent canyon!

Come unwind at this charming mobile home tucked away amidst the canyon walls, minutes from Slide Rock, West Fork, and uptown Sedona. Recently remodeled, it’s the perfect retreat, featuring local artistic touches that reflect the beauty of the area. Enjoy hiking from your door, and cool off in a private spring. Set in a tranquil, secluded community, it offers a peaceful escape from Sedona's liveliness. Relax on the patio, soaking in the red rock views and the soothing sounds of the creek below.

A-frame Mountain View Cabin in the National Forest

@AFrameFlagstaff is a tiny house A-Frame on 1.5 acres in the National Forest. Featured in American Eagle Outfitters worldwide campaign. Dog friendly. AC. Epic glamping and stargazing. 10 min to historic downtown/Route 66. 15 min to Walnut Canyon, Sunset Crater, Wupatki National Parks, NAU, AZ Snowbowl. 30 min to Meteor Crater and Sedona. 90 min to GRAND CANYON, Horseshoe Bend, Antelope Canyon, and Petrified Forest. 2.5hrs to Monument Valley. Our listing "Tiny Mountain View Sauna Cabin" nearby

• Holbrook Hub •

Great jumping off point for adventure in and around NE Arizona or just a good night’s rest. 20 miles from Petrified Forest. 1 mile from two I-40 exits. Newly remodeled home featuring southwestern flair with a Route 66 themed room. Stocked kitchen, coffee/tea area, spacious living/dining room, and family room. Three bedrooms with queen beds and another with a twin beds. Established, quiet neighborhood. 2 car covered carport & street parking. Convenient to restaurants and grocery store.

Eagle Eye - Private spring fed creek access!

[Mandatory liability waiver signing upon arrival.] This 8-acre haven is not suitable for children under 18 due to the natural terrain, river access, and steep cliffs. NO DOGS (ADA only) Eagle Eye is a cedar sauna converted into a suite, perched atop a limestone cliff overlooking the enchanting creek, offering a unique and immersive experience like no other. With its concave window framing sunrise vistas, guests are treated to a cozy front-row seat to nature's spectacle.. Eagle Eye. 🦅👁️

Route 66 Retreat w/Tesla Charger

We are 25 mins from the PF National Park ✅ Whether you're visiting or passing through, our updated home will ensure your stay is comfortable. - King suite w/ split floor plan - Tankless water heater - Lvl 2 Tesla Charger (43~mph) - Parking for 3 cars on the driveway & gravel w/ trailer parking - Brand new high end Washer & Dryer - Coffee bar w/ coffee pods, flavorings, teas, & snacks. - Fast wifi - Fully equipped kitchen - Black out curtains in all rooms Enjoy your stay in Northern AZ

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

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.

The Family Size Chicken Coop

This spacious home is in a rural community perfect for the whole family. It features plenty of off-street parking with the ability to accommodate trucks and trailers. The kitchen is fully stocked for your use, though we recommend coming with your groceries as the nearest store is 10 minutes away. The Chicken Coop is conveniently located off I-40/Route 66 allowing for travel to the Petrified Forest/Painted Desert, Meteor Crater, the Grand Canyon, Flagstaff, and more!

COZY CABIN~Hot Tub~2.5 Treed Acres~Dogs Welcome!

Welcome to the SORENSEN RETREAT located in the beautiful quaint town of Heber-Overgaard, AZ!! Escape the Valley heat and plan a stay at our uniquely remodeled 2 BR, 1 BA cabin located on 2.5 acres of gorgeous pine trees. Enjoy the many outdoor spaces including a large fire pit, bbq & hot tub. Experience hiking trails, fishing at local lakes, off-roading through the National Forest or just relaxing and decompressing from the hustle and bustle of life.