Holiday rentals in Winona

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Top-rated holiday rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious living area features a comfortable seating arrangement with dark sofas and a wooden coffee table. Natural light streams in through large windows, illuminating the room's warm wood flooring and accents. A dining table can be seen in the background, accompanied by panoramic views.
Home in Flagstaff
4.99 out of 5 average rating, 366 reviews

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

Guest favourite
Home in Flagstaff
4.93 out of 5 average rating, 101 reviews

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.

Top guest favourite
Cabin in Flagstaff
5 out of 5 average rating, 149 reviews

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!

Superhost
Home in Flagstaff
4.89 out of 5 average rating, 609 reviews

Flagstaff Themed Cottage w AC, Free Early Check In

Immerse yourself in the creative world of the Mad Hatter House in a quirky 3-bedroom house full of delightful surprises! Enjoy a hot tub, comfortable beds, and the ideal Flagstaff location. Experience a creative Mad Hatter twist at every turn, from a crazy tea party to a game of croquet in the unique and private backyard. Add on an on-property treasure hunt for your group! Can you follow the clues to find the special Hatter treasure? Add to your wish list for any available discount alerts

Top guest favourite
Home in Flagstaff
4.96 out of 5 average rating, 126 reviews

Scenic Mountain View House with Hot Tub!

This place is a rare gem. Beautifully decorated and cozy atmosphere. When you arrive it will feel like home. Cascading views of the San Fransisco Peaks and Mount Elden. Minutes from hiking, biking, and ATV trails. Country feel on a paved road, not far from town. Parking onsite for off-road vehicles as well as garage space. Come enjoy all that Flagstaff has to offer and bring the whole family! Full kitchen, 2 full bathrooms, laundry, spacious living room, 3 TV’s, plus a quiet secluded hot tub!

Guest favourite
An A-frame cabin is surrounded by tall pine trees and vibrant wildflowers, showcasing large front windows that reflect the sky. A wooden deck with steps leads to the entrance, framed by a natural landscape that offers a tranquil setting.
Cabin in Flagstaff
4.88 out of 5 average rating, 1,154 reviews

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

Guest favourite
The exterior of a cottage features a modern metal roof and a welcoming front porch with steps leading to the entrance. A wooden deck extends from one side, surrounded by a landscaped area with natural stones and a few trees, set against a clear blue sky.
Cabin in Flagstaff
4.92 out of 5 average rating, 1,040 reviews

The Mountain View Cottage in Flagstaff

Flagstaff favorite. Beautiful cottage on a 1/2 acre yard, which sits across (fenced separately) from our personal residence. Features a full kitchen, cozy pellet stove and private outside deck. 10 min from historic downtown and Rt. 66. 15 min to Walnut Cyn, Sunset Crater, Wupatki National Parks. 45 min to Oak Creek Cyn/Sedona and 70 min to Grand Canyon. 40 min from Snow Bowl. The mountain view is stunning. Dark night skies perfect for star gazing. A honeymoon favorite. Friendly neighborhood.

Top guest favourite
A dining table is set on the patio, featuring a vase of fresh flowers, a bottle of red wine, and two wine glasses. The backdrop displays the snow-capped San Francisco Mountains under a clear blue sky, surrounded by open land and a few distant homes.
Flat in Flagstaff
4.99 out of 5 average rating, 316 reviews

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.

Top guest favourite
A serene outdoor scene features two alpacas in a fenced area against a backdrop of rolling hills and distant mountains. The alpacas' fluffy coats contrast with the dry ground, while a wooden fence lines the perimeter, offering a glimpse of the tranquil ranch setting.
Farm stay in Flagstaff
5 out of 5 average rating, 140 reviews

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.

Guest favourite
A spacious living room is featured, showcasing a large sectional couch and a wooden coffee table. A 50-inch smart TV is mounted on the wall, and natural light filters through multiple windows adorned with light curtains. The open layout leads into the kitchen area.
Home in Flagstaff
4.9 out of 5 average rating, 242 reviews

Aspen House - getaway w/mt views and huge backyard

Beautifully remodeled 3 bed/2 bath home on nearly an acre at the base of Mount Elden and the San Francisco Peaks. Enjoy a mountain getaway with all the comforts of home. Aspen House is an ideal launchpad for year-round adventures...the Grand Canyon, Sedona, national monuments, downtown Flagstaff/NAU, skiing, hiking, hunting, mountain biking and more! A variety of sleeping arrangements accommodate various groups, and a keyless entry gives you the freedom to come and go as you please.

Top guest favourite
Home in Flagstaff
4.99 out of 5 average rating, 299 reviews

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.

Top guest favourite
A studio living space features a spacious bed adorned with soft pillows and blankets in inviting tones. A seating area with two chairs is complemented by a wooden table. Natural light enters through large windows, highlighting a fresh indoor plant on the table.
Guest suite in Flagstaff
4.99 out of 5 average rating, 247 reviews

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.

Popular amenities for Winona holiday rentals

  1. Airbnb
  2. United States
  3. Arizona
  4. Coconino County
  5. Winona