Holiday rentals in Winona

Beautiful Views, Game Room, Hiking Trails

Create wonderful vacation memories with family and friends while enjoying the peace and tranquility of your home away from home. Enjoy beautiful views of the San Francisco peaks while relaxing on the back patio. Explore endless hiking trails a short walking distance from the property. Relax in the central air conditioning on hotter summer days. Prepare family meals in the fully equipped kitchen. Cook on the gas grill outside or visit one of the many fine restaurants in Flagstaff. STR24-0161

Route 66 Bridge Farmhouse | Views + 6 Acres

A one-of-a-kind stop on the Mother Road during its 100th year celebration! Built in 1939 (right in the golden era of Route 66 travel), the farmhouse sits on original 66 pavement, with direct access to the historic Walnut Canyon bridge. Guests can literally stand where Dust Bowl migrants, WWII travelers, and 1950s road-trippers drove. Amazing mountain views, a peaceful setting, easy access to Flagstaff, hiking, skiing, and top Northern Arizona attractions. —perfect for unforgettable road trips.

Beautiful Off Grid Home near Flagstaff, GCNP

Escape to an Off-Grid Mountain Retreat in Flagstaff, Close to the Grand Canyon! Disconnect from the everyday and reconnect with nature at our peaceful off-grid cabin nestled in the beautiful forests outside Flagstaff. Surrounded by beautiful views and endless star-filled skies, this secluded retreat offers the perfect escape for couples, families, and outdoor adventurers looking for a true mountain experience. Close to Flagstaff and AZ Snowbowl Ski Resort, Nordic Center, miles of hiking!

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

Amazing Mountain Views! Hiking-Stargazing-Firepit

Luxury guest suite with amazing views of the San Francisco Mountains with direct access to the Coconino National Forest hiking and biking trails and some of the best stargazing in north America! Located 8 minutes from the east side of Flagstaff and 15 minutes to the city, yet conveniently centered between the Grand Canyon, Antelope Canyon, Sedona, Horeshoe Bend, Sunset Crater, Wupatki and Walnut Canyon National Monuments, Meteor Crater, the Petrified National Forest and historic Route 66.

Private Guesthouse on Alpaca Ranch in Flagstaff

Escape to Golden Acres, an enchanting 2 bedroom/2 bath guesthouse on an alpaca ranch, where the beauty of the San Francisco Peaks unfolds. Wander into the Coconino National Forest from your doorstep. Set on 5 acres of land, unwind in the contemporary and serene interior; or the spacious backyard with a patio, hot tub, and a Blackstone Griddle, perfect for starlit gatherings. Indulge in a magical retreat, where alpacas, tranquility, adventure, and breathtaking views converge seamlessly.

Spacious new guest house in the pines

Come enjoy this quiet, bright and comfortable new 700 square feet guest house and take in the bright stars and some of Flagstaff's best trails, right out the door. Relax on a gigantic couch with a Hi-Fi stereo and a 65 inch TV. The bedroom has a king size bed and the guest house is AIR CONDITIONED. Ride your bike to downtown in 20 mins or drive in 12 to enjoy Flagstaff's fantastic downtown. A private deck with plenty of sunshine and a grill compete your get away.

Cozy Forest Retreat • AC + Near Trails

Escape to our private 40-acre ranch near Flagstaff! This fully renovated 2-bed, 2-bath retreat comfortably sleeps 4 and features two king beds, central AC, a gas fireplace, and stunning forest views. Perfect for couples or small families seeking a peaceful getaway with direct access to the Arizona Trail and national forest, yet only a short drive from town. Enjoy cool mountain air, rare privacy, star-filled nights, and the quiet beauty of a working ranch setting.

Cheerful Cabin Oasis: Private Yard & Central A/C

Kick back and relax in this calm, stylish space. Our recently fully renovated cabin is nestled on 2 acres and is surrounded by trees including several ponderosa pines. The outdoor space is our oasis where you can enjoy the stone patio, a gas fire pit and hot tub to warm up on those cooler nights. This single level cottage has an open concept layout, three bedrooms and two full bathrooms. A circular driveway allows plenty of parking space for any car size.

Rain Valley Villa

Welcome to the Rain Valley Villa! This brand new, privately accessed studio is on our forested, open 5 acre lot overlooking one of Flagstaff's most scenic valleys. With our backyard trail access to Picture Canyon and the Arizona Trail full of elk, a 10 minute drive to Downtown Flagstaff, and a short distance to the Grand Canyon, Snowbowl, Wupatki/Sunset Crater, and more, this studio is the perfect spot to explore Flagstaff and Northern Arizona.

Woodland Farmhouse with Hot Tub

Escape to our modern 1-BR farmhouse retreat in Flagstaff for 2! Nestled in the pines, this private suite features an exclusive hot tub, gas fire pit, and cozy pellet stove. Enjoy a king bed, dedicated workspace, and a fully equipped kitchen. Perfect for a romantic getaway or solo adventure, offering seclusion with convenient access to downtown Flagstaff, Sedona, and the Grand Canyon. Your private adventure basecamp awaits!

Luxury Modern Mountain Getaway

Newly Constructed modern luxury studio style home located in established Flagstaff neighborhood. Minutes from downtown dinning entertainment. Open, spacious floor plan with mountain views with an abundance of natural light. Spacious, fenced yard with large patio, natural gas fire pit, patio furniture and a Barbecue. Great for outdoor dinning by the fire or just relaxing in the outdoors. Plenty of off street parking