Family-friendly holiday rentals 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

Cool off in the creek! Beautiful views and privacy

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.

Wright Hill Cabin: Backing Kaibab Forest w/ Access

The Wright Hill Cabin is located in the small, rural community of Parks, Arizona - 20 minutes West of Flagstaff and 15 minutes East of Williams. Situated just within the tree line, the cabin sits on the edge of beautiful Government Prairie which provides unobstructed views of the San Francisco Peaks while providing the beautiful scenery and wildlife of the vast Ponderosa Pine Forest. The quiet community of Parks provides easy access to Grand Canyon National Park, Snowbowl, Bearizona and more!

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

Sleep under the Stars near Sedona!

Gaze at a million stars, comet showers, or the full moon in this magical Dome, just 25mins from Sedona. Sleep under the stars on a comfy bed right in the Dome, or in nearby "Garden Shed". Relax in the patios surrounding this hidden desert paradise. Access nearby trails & ruins. Less than 2-mile hike to breathtaking views of the confluence of the Verde River & Oak Creek. Five miles to Cottonwood, gas & shops. Close to vineyards, & so much more! No chores at check-out! Just enjoy your vacation!

• 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.

The Hidden Sedona Gem - A Private Cliffside Escape

Wake up to hot air balloons over Sedona’s red rocks. Greet friendly goats, gather fresh eggs, or unwind by the fire pit under a blanket of stars. The Gem is a private 2-acre cliffside retreat with panoramic views over Dry Creek—just 10 minutes from Sedona’s most iconic trails. Pets always stay free with access to a private, fully fenced yard. Starlink Wi-Fi, Roku TV, full kitchen, washer/dryer, and trailer parking. Loved by 600+ guests and consistently rated among Sedona’s top stays.

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

Basecamp 66 - Perfect Location For Your Adventures

Enjoy stunning views & Kaibab National Forest (AZGMU-7) as your backyard at our 2BR house near Bellemont, Arizona. Centrally located between Flagstaff and Williams, near historic Route 66, this quiet, cozy, peaceful and sustainable-building-award-winning cabin is the perfect stay for couples, families, friends and hunters alike. Enjoy modern day comforts with an outdoorsy experience. Wifi has been upgraded and works perfectly! Well stocked to make your stay as comfortable as possible.

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.

Winslow Stay

Newly renovated kitchen comes fully equipped with quartz counter tops and new stainless steel appliances. Coffee machine is kcup. Family room has smart tv for relaxation and enjoyment. Our home is pup friendly with a fully fenced yard and nice patio space. Near by Attractions -2 min drive 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