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, 358 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

Top guest favourite
The exterior of the single-story guest house is set amidst a landscaped area featuring green grass and a flowerbed. Two trees provide shade, while a gravel driveway leads to the entrance. Clouds dot the blue sky, enhancing the serene atmosphere.
Guest house in Flagstaff
4.99 out of 5 average rating, 552 reviews

Yetta's House

Come enjoy this quiet little home only 10 miles east of Flagstaff. Spacious and comfortable, private space with parking. Adjacent to Coconino National Forest, 4 miles to the entrance to Walnut Canyon National Park, and close to Arizona Trail trailheads and access points. Relax in the hot tub at the end of a long day of hiking and enjoy a grilled dinner on the patio. Or sit on the front porch swing in the cool shade, watch the birds, and enjoy the view. CC Permit #STR-24-0601 Az TPT#21527122

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, 1,128 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

Top 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, 276 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, 1,016 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, 143 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
A stylish sofa is adorned with decorative pillows in neutral and textured fabrics. A small plant sits on a nearby table, while natural light enters through a large window, creating a welcoming atmosphere.
Home in Flagstaff
4.93 out of 5 average rating, 263 reviews

Cozy Cottage with Garage! - Private Getaway

This is a completely separate 1 bedroom home and all ground level so no stairs! This is not a tiny home, all areas of this small home are quite spacious. The empty attached 2 car garage is great especially in the winter or on a rainy day with the use of a garage door opener during your stay. Whether you are a family of four, or friends who just want to get away for the weekend, this stylish cottage is a perfect getaway. Close to the Grand Canyon, Sedona & Lake Powell. 2 night minimum

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, 194 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, 259 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.

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, 208 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.

Top guest favourite
An open living space features a modern kitchen with stainless steel appliances, including a refrigerator and range. A dining area with bar stools is positioned at a central island. Large windows allow natural light, while a sliding glass door leads to the outdoor space.
Villa in Flagstaff
4.98 out of 5 average rating, 503 reviews

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

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, 115 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.

Popular amenities for Winona holiday rentals

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