Holiday rentals in Winona

Mountain Town Retreat

Enjoy this peaceful retreat with views of a mature forest and the San Francisco Peaks! Deer and elk graze across the ravine outside your bedroom window, and hummingbirds drink nectar from the abundant wildflowers. This is a really special spot! Still, our home sits inside Flagstaff, with all its amenities: cafes, roasteries, beer gardens, and breweries. Snow Bowl, Sedona, and the GC are not too far from us, along with many other day trip hikes and destinations. We love this place! Come join us!

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

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.

One of a kind! Forest cabin+treehouse-2 min 2 town

You'll fall in love with this private retreat & feel the freedom-Hiking, biking & walking through the many beautiful trails that are right outside your door. Cozy up in bed under a blanket of stars seen from the lift window, and wake up to forest tree tops from your own private mountain. Use the comfortable meditation and yoga tree house just out back and find your tranquility. While staying at this property you'll have all of the conveniences you want while fully connecting with nature.

Peaks View Casita

Kick back, relax and escape the heat in this modern Casita with breathtaking mountain views on a 2.5 acre fully fenced ranch. Enjoy easy access to this peaceful property centrally located to all Northern Arizona has to offer including Arizona Snowbowl, Downtown Flagstaff, NAU, Bearizona, The North Pole Experience, Grand Canyon, Sedona, National Monuments, hunting, hiking, off-roading and much more! Need more space? Book together with the Lovett Lodge and have the entire property to yourself!

Heart Trail Lookout 2(NEW Hot Tub & Cold Plunge)

Located 5 minutes North of the Flagstaff Mall sits Heart Trail Lookout unit 2. This peaceful space provides comfort, tranquility, and easy access to local trails. The home is situated near many amazing trails that are suitable for both hiking and mountain biking! NAU: 9.7 miles (17 minute drive) Snowbowl: 20 miles (35-40 minute drive) Downtown Flag: 7.4 (14 minute drive) Grand Canyon: 74 miles (1hr & 10 min drive) Uptown Sedona: 36 miles (48 minute drive)

Southwest Sunnyside Suite - Nature Access in Town

Hello and Welcome! Thank you for considering our space for your upcoming stay in Flagstaff. Our guest suite has a bedroom and bathroom with its own separate and private exterior entrance, as well as off-street parking. With original 1950's hardwood floors, lots of natural light, and trail access 30 seconds from the door, this space is perfect for any traveler looking to be in nature while remaining a brief 6 minute drive from the historic downtown area.

Vista A-frame | Cozy modern cabin in the pines!

Welcome to Vista A-frame! Perched high in the towering pines of Flagstaff, less than 10 minutes to downtown & 20 to the base of Snowbowl ski mountain. The Vista cabin gets its name from the panorama of soaring pines against a backdrop of endless blue skies. Conveniently located 2 minutes from the main highway yet it feels like a remote setting for a peaceful & treehouse-like experience. Visit us our IG for more photos and videos! @VistaAframe

Flagstaff in Style:Chic Studio,SteamShower &Vistas

Enjoy a cozy stay in this charming pet-friendly studio! Featuring a steam shower, clawfoot tub, and therapeutic Tempur-Pedic mattress, this private space offers scenic views and a dedicated outdoor area. Similar in size to a standard hotel room, the studio has its own private entry and front patio, connected to the main house via a storage room for added privacy. Flat pet fee applies. Book now for your unique getaway!

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

Mt View Villa Kingbed Firepit

Come away to a quiet retreat that is close to town but miles from ordinary. Experience the quiet of life in the country while staying in a beautifully updated guesthouse. This classic beauty is set up on a private entry with incredible mountain views. The whole space is open and inviting and crafted for comfort. Cozy up inside or sit outside to watch as the sun sets between Mount Elden and the San Francisco Peaks.

Cozy Winter Ranch Retreat | Views + Privacy

Escape to a peaceful winter retreat on 40 private acres just outside Flagstaff. This fully renovated historic ranch house offers stunning forest views, cozy interiors, and total privacy—perfect for families, couples, or anyone craving quiet. Warm up after snow play, enjoy the soaking tub, and unwind in a beautifully designed space minutes from town but surrounded by nature.