Holiday rentals in Winona

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Top-rated holiday rentals in Winona

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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, 361 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.
Guest house in Flagstaff
4.87 out of 5 average rating, 134 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

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, 1,097 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
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, 250 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.
Guest house in Flagstaff
4.98 out of 5 average rating, 252 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.
Guest house in Flagstaff
4.99 out of 5 average rating, 127 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.
Flat in Flagstaff
4.99 out of 5 average rating, 269 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, 99 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 modern studio space features a spacious white bed with decorative pillows and a cozy gray futon. An intimate dining table with two chairs is positioned nearby, complemented by an ornate wooden console and a round mirror. Soft lighting enhances the warm wood flooring.
Home in Flagstaff
4.93 out of 5 average rating, 374 reviews

The Fort in Flagstaff (Private Studio)

The Fort is your sweet mountain oasis! Perfect for all types of trips: a quick stop through, an extended adventure and everything in between. Minutes from excellent dining & entertainment in Historic Downtown Flagstaff, quick access to Snowbowl & NAU, pleasant drive’s distance from Sedona & the Grand Canyon, and a stone’s throw from forest trails, parks and the local grocery store. You'll love this private peaceful studio. Looking forward to hosting you here at The Fort!

Guest favourite
A cozy bedroom is visible, featuring a spacious bed covered with a white quilt. Two terracotta mugs are positioned on a wooden table in the foreground, with a delicate plant nearby. Natural light filters through a nearby window, illuminating the serene space.
Guest suite in Flagstaff
4.94 out of 5 average rating, 435 reviews

Southwest Sunnyside Suite - Nature Access in Town

Hello and Welcome! Thank you for considering our space for your upcoming stay in Flagstaff. Our guest suite has a bedroom and bathroom with its own separate and private exterior entrance, as well as off-street parking. With original 1950's hardwood floors, lots of natural light, and trail access 30 seconds from the door, this space is perfect for any traveler looking to be in nature while remaining a brief 6 minute drive from the historic downtown area.

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, 167 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