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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Guest favourite
An open living space features a comfortable sectional sofa facing a wall-mounted television. The kitchen, with modern bar stools and appliances, is visible in the background. Large windows allow natural light, and dining chairs can be seen around a table, creating a welcoming atmosphere.
Apartment in Flagstaff
4.93 out of 5 average rating, 196 reviews

Country Club Condo (King bed/Coffee Bar/fireplace)

We think you are going to love our place. It is a highly upgraded, spacious yet cozy condo in the desirable Continental Country Club area. It is the perfect spot for your stay in Flagstaff whether passing through town, need a base for enjoying all the surrounding sights, or looking for a destination that offers tons of amenities all its own. The open living space and the charm in every corner will make you feel right at home. We will need your phone number to grant you access to the property.

Top guest favourite
A bright living area features a cozy sofa adorned with soft pillows, a coffee table, and a warm throw. Nearby, a dining table is set against large windows showcasing outdoor views. Natural light fills the space, complemented by neutral decor and modern finishes.
Home in Flagstaff
4.99 out of 5 average rating, 179 reviews

*NEW* Beautiful Flagstaff, Arizona Vacation Rental

Welcome to the Golden Antler! Relax by the fire or under the stars w/ views of the San Francisco Peaks. Or stop on the way to the Grand Canyon! 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!

Top guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. The wooden furniture features a cozy sofa and a bench, while the open staircase leads to a lofted space above. Soft lighting fixtures add to the inviting ambiance.
Home in Flagstaff
4.98 out of 5 average rating, 573 reviews

Best Flagstaff Location – Charming Guest Cottage

Located near the Schultz Creek trailhead, this is ideal for mountain bikers, hikers, and folks that just want to enjoy some of Flagstaff's best trails. It's a short drive to the Snowbowl, and yet downtown is only 3 miles away – by bus, car, or bike path. Cozy, quiet, upscale guest cottage with golden light pouring in. To top it off, Grand Canyon is just 70 miles up the road!. If you want to be close to town and yet steps from the national forest, don’t miss this gem. Owners' house is on-site.

Guest favourite
A fire pit is centered among several rustic log stools, inviting social gatherings under the open sky. The log cabin stands in the background, with warm lights illuminating its entrance, surrounded by natural landscape and pine trees.
Cabin in Flagstaff
4.96 out of 5 average rating, 273 reviews

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.

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
4.93 out of 5 average rating, 1,015 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
The image captures a charming Casita set amidst open land, featuring a porch with rocking chairs. Vibrant colors of sunset reflect off the sky, while a large tree stands nearby. A spacious yard is visible, with a storage shed on the right and mountains in the background.
Guest house in Flagstaff
4.99 out of 5 average rating, 141 reviews

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!

Guest favourite
An open-plan kitchen and living area are presented, featuring wooden cabinetry and modern appliances. A beige couch with decorative pillows sits in the foreground, alongside a lamp. Natural light enters through the window, contributing to the warm ambiance of the space.
Guest house in Flagstaff
4.93 out of 5 average rating, 193 reviews

Lazy Bear Lodge - Perfect Location

You will love my place. Mountain Views and wildlife. Close to downtown Flagstaff, Snowbowl Ski Resort and an hour from the Grand Canyon & Sedona. Biking, hiking, and winter sports are out your front door. The home is fully equipped for creating meals, having fun and enjoying the majestic setting. No need to go anywhere. You are already there. Bring your own gourmet food and we’ll provide the rest. With the dark skies out here you can see the Milky Way and beyond. Convienient and clean!

Top guest favourite
A spacious living area features large windows allowing natural light to fill the room. Comfortable seating includes a recliner and a sofa, complemented by a decorative area rug. A ceiling fan and a small TV enhance the cozy atmosphere, while a wood stove adds warmth.
Guest house in Flagstaff
4.98 out of 5 average rating, 258 reviews

Bud & Tracy's Sunset View Guest House

Welcome to your guest house getaway for two. A perfect place to begin your adventures. We have thoughtfully created a clean, cozy home that complements our mountain vibe. The guest house is 100% private with a kitchen equipped with all the comforts of home, a beautiful bathroom with a walk-in glass shower. The space is perfect for relaxing with a glass of wine, drinking cocoa by the gas fireplace, watching the snow fall, or reading a book in the hammock in your private outdoor space.

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, 230 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.

Guest favourite
The spacious bedroom features a large bed adorned with pillows and a warm throw. A desk is positioned nearby, complemented by decorative wall art. Natural light enters through a window, which is dressed with patterned curtains. A cozy seating area is highlighted by a small plant.
Home in Flagstaff
4.9 out of 5 average rating, 272 reviews

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!

Guest favourite
A spacious, remodeled property is showcased against a colorful sunset sky. The main house and adjacent garage are framed by neatly landscaped grounds, with shrubs accentuating the entrance. The expansive driveway leads to parking areas, providing ample space for vehicles.
Home in Flagstaff
4.9 out of 5 average rating, 114 reviews

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.

Top guest favourite
A paved pathway leads through a well-maintained yard, flanked by vibrant rose bushes in full bloom. A large tree provides shade while a wooden bench offers a quiet spot for relaxation. The rustic stone house is nestled against a backdrop of natural greenery.
Townhouse in Flagstaff
4.99 out of 5 average rating, 235 reviews

Country Hideaway Suite

Rustic home built stone house in the country surrounded by forests and walking/hiking opportunities. Animal owners (Service, ESA and support) .PLEASE NOTE! I am medically unable to accept your animal. Per Airbnb there is no requirement to disclose ON BOOKING that you have an animal. However, If you show up at the property with an animal, you will be turned away.

Popular amenities for Winona holiday rentals

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