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Holiday houses 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 bright bedroom features a spacious bed with a light-colored blanket draped over it. A wooden sliding barn door serves as an entrance to the adjoining room, with soft lighting provided by a bedside lamp. Light wood flooring complements the warm color palette.
Guest suite in Flagstaff
4.93 out of 5 average rating, 360 reviews

Experience A Little Something 'Moore' in Flagstaff

Flagstaff is the world's 1st Dark-Sky City situated in the largest Ponderosa Pine Forest in the world. Enjoy starry night skies, the scent of fragrant pine trees, & the peace only nature can provide. A Little Something Moore, newly renovated, has a spacious kitchen, 1 bathroom, & a bedroom featuring a king size bed adjoined to a smaller room hosting a full-size bed. It is located approximately 12 miles east of downtown Flagstaff. Come ski, hike, bike, play games, roast marshmallows & stargaze!

Top Guest favourite
The two-story black structure is set among tall pine trees, with large windows allowing natural light to illuminate the exterior. A paved driveway leads to the entrance, while outdoor stairs connect the upper and lower levels. Soft lighting highlights the building’s contemporary design.
Guesthouse in Flagstaff
4.87 out of 5 average rating, 130 reviews

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!

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
4.92 out of 5 average rating, 248 reviews

Cozy Cottage with Garage! - Private Getaway

Our home 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

Top 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, 1,092 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, 249 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.

Top Guest favourite
A cozy sleeping area features a spacious bed with a textured grey comforter. Natural light enters through a window with light curtains, illuminating the room. A bedside table holds a lamp and a vase with yellow flowers, while a sunset landscape painting adorns the wall.
Guesthouse in Flagstaff
4.98 out of 5 average rating, 250 reviews

Bud 'n Tracy's Sunset View Ranch House

Welcome to your ranch house getaway for two. A perfect place to begin your adventures. We have thoughtfully created a clean, cozy home that compliments our mountain vibe. The ranch house is 100% private with a kitchen equipped to give you 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
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.
Guesthouse in Flagstaff
4.99 out of 5 average rating, 125 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!

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.
Apartment in Flagstaff
4.99 out of 5 average rating, 266 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.

Guest favourite
The kitchen features modern stainless steel appliances and granite countertops, accented by warm wood cabinetry. Four round wooden stools are positioned at the bar top, and a washer and dryer are discreetly integrated into the layout, providing convenience for guests.
Home in Flagstaff
4.99 out of 5 average rating, 326 reviews

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)

Superhost
A single-story guest house is set against a dramatic sky, surrounded by sparse vegetation and open space. A welcoming entrance includes a large window and a wooden wagon wheel decoration. The patio area features natural landscaping with a gravel path leading to the door.
Farm stay in Flagstaff
4.75 out of 5 average rating, 140 reviews

Ranch House Get Away

Get away from it all and RELAX at this gorgeous private ranch guest house located on 10.5 acres. Located just 1 mile off of Interstate 40 yet seems completely secluded. This place is tucked behind a little mountain and backs forest service. Just minutes from Twin Arrows Casino Resort for entertainment and dining. Hiking trails and horses nearby. *Real Estate Agent on site *Professional photographer on site *Horseback Riding Available nearby *Hiking nearby

Top Guest favourite
Home in Flagstaff
4.99 out of 5 average rating, 235 reviews

Peaceful Flagstaff Escape | Views + Privacy+AC

Escape to a peaceful ranch retreat on 40 private acres backing the national forest — just 12 miles from downtown Flagstaff and steps from the Arizona Trail. Perfect for couples, families, or friends, this renovated home features a cozy wood stove, soaking tub, and spacious gathering areas. Stargaze under Arizona’s wide-open skies, relax after a day on the trails, and enjoy modern comforts like A/C and fast Wi-Fi. Adventure and tranquility meet here.

Top Guest favourite
The A-frame cabin is illuminated at dusk, showcasing its warm wooden interior through large floor-to-ceiling windows. Surrounded by towering pines, the spacious deck offers a welcoming outdoor space, complementing the cozy atmosphere created by the soft lighting inside.
Cabin in Flagstaff
5 out of 5 average rating, 164 reviews

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

Popular amenities for Winona holiday rentals

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