Holiday houses in Winona

4.99 out of 5 average rating, 500 reviews

Guesthouse in Flagstaff

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

4.92 out of 5 average rating, 320 reviews

Guest suite in Flagstaff

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!

4.79 out of 5 average rating, 230 reviews

Tiny home in Flagstaff

One of a kind! Forest cabin+treehouse-2 min 2 town

You'll fall in love with this private retreat & feel the freedom-Hiking, biking & walking through the many beautiful trails that are right outside your door. Cozy up in bed under a blanket of stars seen from the bedroom window, and wake up to forest tree tops from your own private mountain. Use the comfortable meditation and yoga tree house just out back and find your tranquility. While staying at this property you'll have all of the conveniences you want while fully connecting with nature.

4.88 out of 5 average rating, 1,061 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

4.97 out of 5 average rating, 217 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.

4.96 out of 5 average rating, 212 reviews

Tiny home in Flagstaff

Sky Stream Studio

Very private studio, minutes away from Walnut Canyon National Monument located on the outskirts of Flagstaff. This fantastic property offers guests miles of national forest access and is just a few hundred feet from Indian ruins. The property has STARLINK Internet, a hot tub, an espresso machine, and streaming services like Netflix, Prime, and HBO Max. The property is powered by wind and solar! Forty-five minutes from Sedona and an hour 1/2 from the Grand Canyon! Perfect for ATV'S & Horses!!

4.98 out of 5 average rating, 228 reviews

Guesthouse in Flagstaff

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.

4.99 out of 5 average rating, 227 reviews

Apartment in Flagstaff

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.

4.97 out of 5 average rating, 352 reviews

Private hot tub! Quiet, clean, rural guesthouse

Enjoy the peaceful forest when you stay at Pine Grove Retreat. You’ll have the entire guest house to yourself while you enjoy modern amenities and relaxation in nature. Perfect little house for couples and small families! We take our cleaning and sanitation practices very seriously and are proud of our high cleanliness rating! Please note that our house is located five minutes down a dirt road - close to the city but not in it! 4x4 vehicle recommended during winter weather.

Superhost

Farm stay in Flagstaff

4.75 out of 5 average rating, 139 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

4.99 out of 5 average rating, 196 reviews

Peaceful Ranch Stay | Fireplace + Tub | Sleeps 4

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.

5 out of 5 average rating, 140 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

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Other great holiday rentals in Winona

5 out of 5 average rating, 28 reviews

Mi casita

AlexaRating, 5 stars2 weeks ago

Shelbie was a wonderful host! The house was clean and beautiful as well as the outside of the home. Would definitely stay here again!

4.97 out of 5 average rating, 29 reviews

Flatthorse Ranch

BeccaRating, 5 stars1 month ago

This was a beautiful place to rest during my trip from upstate NY to San Diego with a couple friends. This place was amazing, so clean, so beautiful, amazing views and the HOT TUB!!!! We spend 2 amazing nights in Flagstaff. Kristin was super fast with responses and super helpful. Thank you so much Kristin!!!

5 out of 5 average rating, 100 reviews

Guest suite in Flagstaff

Rain Valley Villa

EmilyRating, 5 stars2 days ago

Jenny's place is the perfect spot to enjoy Flagstaff: a quick ride into town and also a quiet spot in nature. The space is exactly as it looks and is clean and comfy. The space is thoughtfully put together with items you may need. Fresh plants in the studio make it feel homey. A wonderful space for a Flagstaff retreat!

4.92 out of 5 average rating, 137 reviews

Tiny home in Flagstaff

Tiny home near Grand Canyon sleeps 5, epic views!

GerardoRating, 5 starstoday

First time staying in a tiny home and we loved it, it was an amazing experience. Clean and easy check in.

4.99 out of 5 average rating, 147 reviews

*NEW* Beautiful Flagstaff, Arizona Vacation Rental

AshleyRating, 5 stars2 weeks ago

Loved pulling into the private garage on the property and then opening right into the home. Mark + Melissa did a phenomenal job with the views at this location, they are custom made to accentuate the mountain peaks and surrounding nature! we were in awe as we did morning yoga, sipping coffee, and feeling relaxed after staying the evening in those blissful beds. A++ and I know my partner would agree! Also kid friendly! ;) beautiful

4.94 out of 5 average rating, 356 reviews

Flag-Town Mountain Villa

RachelRating, 5 stars4 days ago

Cutest house on the block! Our family loved that it backed up to hiking trail and enjoyed being surrounded by the trees. It was also very clean, great towels, and comfy bed.

4.94 out of 5 average rating, 271 reviews

Cozy Private Cabin Within Flagstaff City Limits

DebbiRating, 5 stars1 month ago

Edward and Dawns place was very clean! We loved every minute of our stay at their cabin. Not one complaint. We would definitely come back! One of my favorite hikes so far was Fat MAN Loop which is what they suggested!