
Holiday rentals in Winona
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Top-rated holiday rentals in Winona
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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

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.

*NEW* Beautiful Flagstaff, Arizona Vacation Rental
Welcome to the Golden Antler! Relax by the fire and under the stars w/ views of the San Francisco Peaks! Our custom 2 bed/1 bath home is close to hiking/biking trails all w/in minutes from the house. Located 30mins to Sedona, 1hr to the Grand Canyon + 5mins from Sunset Crater/Waputki National Monument. A peaceful + modern space offering tranquility & style. Perfect for couples, small families or groups of 4 + an infant. Enjoy a beautiful + relaxing stay in Flagstaff, Arizona!

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.

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!

New Flagstaff House - Near Mt. Elden & Downtown
Be one of the first to stay at this brand-new house in east Flagstaff. Close to everything you need, including trailheads into the peaceful pines and the amazing Flagstaff trail systems. Close to downtown Flagstaff, NAU, REI, Snowbowl, sled riding, Continental Country Club, Flagstaff Mall, and historic Route 66. Day trips to the Grand Canyon, Sedona, Lake Powell, Glen Canyon Dam, Petrified Forest, & Painted Desert.

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

Pickleball Retreat with Hot Tub
Play all day, relax all night. Your private 3-bed mountain retreat features a dedicated pickleball court, bubbling hot tub and crackling fire-pit—just 15 minutes from downtown entertainment. Sleep easy: three spacious bedrooms, plush linens and room-darkening shades. Fully stocked kitchen & coffee bar Fast Wi-Fi and AC for Year-round Comfort Smart TV Self-check-in with smart lock lets you arrive on your schedule.

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.
Popular amenities for Winona holiday rentals
Other great holiday rentals in Winona

The Birds Nest. 2nd floor cozy studio

Boutique Cabin·Pvt 5acre Disc Golf·Dog Run·Hot Tub

The Fort in Flagstaff (Private Studio)

Peaceful healing pet friendly Rural home

Flatthorse Ranch

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

Zen Tiny Haus • Sleeps 5 • Stargaze + Firepit

Sunflower Cottage. “Breathtaking Mountain View’s”
Destinations to explore
- Southern California Holiday rentals
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- Sedona Holiday rentals
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- Paradise Holiday rentals
- Arizona Snowbowl
- Bearizona Wildlife Park
- Red Rock State Park
- Chapel of the Holy Cross
- Downtown Flagstaff
- Sedona Golf Resort
- Slide Rock State Park
- Continental Golf Club
- Lowell Observatory
- Verde Canyon Railroad
- Sunset Crater Volcano National Monument
- Montezuma Castle National Monument
- Tuzigoot National Monument
- Alcantara Vineyards and Winery
- Walnut Canyon National Monument
- West Fork Oak Creek Trailhead
- Museum of Northern Arizona
- Forest Highlands Golf Club
- Northern Arizona University
- Wupatki National Monument
- Javelina Leap Vineyard, Winery & Bistro
- Cathedral Rock Trailhead
- Page Springs Cellars
- Enchantment Resort





