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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
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, 542 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
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
4.92 out of 5 average rating, 384 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
4.89 out of 5 average rating, 166 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!

Top guest favourite
A private patio features brightly colored adirondack chairs in yellow and green, offering peaceful views of the surrounding landscape. The wooden railing provides a natural touch, while the home's roof gives a sense of shelter from the sun. Clear blue skies are visible above.
Guest house in Flagstaff
4.99 out of 5 average rating, 334 reviews

Gorgeous Casita in the Pines with King Bed

Luxuriously appointed Casita in the Flagstaff pines - peaceful and welcoming accommodations await you as you explore all that Northern Arizona has to offer. Designed with comfort in mind, the Casita includes a King bed, AC/Heating mini-split and ceiling fan to ensure you're always feeling just right. There's a beautiful bathroom with a shower and commonly-needed travel supplies, a fully-stocked coffee/tea station, microwave, and private patio access to enjoy your Flagstaff morning and evenings.

Top guest favourite
Guest suite in Flagstaff
4.93 out of 5 average rating, 824 reviews

ROUTE 66 *CLEAN* Private Entrance & Bath Casita

Enjoy the cool pines and access to the Grand Canyon, Sedona and Snowbowl! Spend a few nights in this newly built cozy room right off of Route 66, just 3 miles from downtown Flagstaff. This private bedroom includes a private full bath, a queen sized bed, dining/work area, parking, and a private entrance through the backyard. This relaxing room is a dream after a busy day of exploring! Need more space? Consider this home's master suite - https://www.airbnb.com/h/parkdrmaster Animals not allowed

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, 1,114 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
Aerial view displays the newly built log cabin surrounded by a vast expanse of green terrain and scattered trees. The rolling landscape features the San Francisco Peaks in the background, complemented by a clear blue sky with scattered clouds.
Cabin in Flagstaff
4.96 out of 5 average rating, 265 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
Guest house in Flagstaff
4.98 out of 5 average rating, 256 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 front porch is furnished with two black rocking chairs, offering a view of the surrounding landscape. In the background, a large barn is visible along with expansive mountain views under a partly cloudy sky.
Guest house in Flagstaff
4.99 out of 5 average rating, 138 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
Home in Flagstaff
4.93 out of 5 average rating, 259 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
Home in Flagstaff
4.92 out of 5 average rating, 395 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!

Top guest favourite
A decorative sign displaying 'Pleasant Valley Hideaway' hangs prominently near a well-maintained driveway leading to a modern home. The surrounding landscape features vivid greenery, and tall trees provide a natural backdrop, enhancing the serene setting.
Guest house in Flagstaff
4.99 out of 5 average rating, 166 reviews

Pleasant Valley Hideaway

Welcome to our cozy hideaway. It is minutes away from the San Francisco Peaks, Flagstaff's Historic Downtown & NAU. Not to mention all the hiking & biking trails. This 2023 newly renovated home is tucked into a quiet neighborhood with beautiful views of the mountains and ponderosa pines. Whether you're coming to avoid the heat or enjoy the year-round activities, this home has you covered with comfort and all the amenities you might need. Permit # STR-23-0218

Popular amenities for Winona holiday rentals

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