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 well-maintained exterior of the farmhouse is depicted, featuring a covered porch with sitting areas. Surrounding greenery and landscaping complement the structure, while a mountain backdrop is visible under a colorful sunset sky.
Home in Flagstaff
4.99 out of 5 average rating, 116 reviews

Mt. Elden Retreat

New Farmhouse decor, bunk room, great views & game room....you'll love it here! Enjoy great Flagstaff weather! Garage is a game room w/ Shuffleboard, bar, couch & darts...all with a great view! Comfy King bed in master, 50" smart tv. Family Room w/ 70" smart tv The fully stocked kitchen great for preparing meals! A/C. Near Hiking trails, Harkin's, shopping, restaurants and more! 15 min to downtown. 15 minute to NAU. 2 min to Flagstaff Mall, 5 min to Continental Country Club. View less

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, 359 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
A bright living area features a cozy sofa adorned with soft pillows, a coffee table, and a warm throw. Nearby, a dining table is set against large windows showcasing outdoor views. Natural light fills the space, complemented by neutral decor and modern finishes.
Home in Flagstaff
4.99 out of 5 average rating, 182 reviews

*NEW* Beautiful Flagstaff, Arizona Vacation Rental

Welcome to the Golden Antler! Relax by the fire or under the stars w/ views of the San Francisco Peaks. Or stop on the way to the Grand Canyon! Our custom 2 bed/1 bath home is close to hiking/biking trails all w/in minutes from the house. Located 30mins to Sedona, 1hr to the Grand Canyon + 5mins from Sunset Crater/Waputki National Monument. A peaceful + modern space offering tranquility & style. Perfect for couples, small families or groups of 4 + an infant. Enjoy a beautiful + relaxing stay!

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, 1,133 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.

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, 294 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 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, 260 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.

Guest favourite
A spacious living room is featured, showcasing a large sectional couch and a wooden coffee table. A 50-inch smart TV is mounted on the wall, and natural light filters through multiple windows adorned with light curtains. The open layout leads into the kitchen area.
Home in Flagstaff
4.9 out of 5 average rating, 232 reviews

Aspen House - getaway w/mt views and huge backyard

Beautifully remodeled 3 bed/2 bath home on nearly an acre at the base of Mount Elden and the San Francisco Peaks. Enjoy a mountain getaway with all the comforts of home. Aspen House is an ideal launchpad for year-round adventures...the Grand Canyon, Sedona, national monuments, downtown Flagstaff/NAU, skiing, hiking, hunting, mountain biking and more! A variety of sleeping arrangements accommodate various groups, and a keyless entry gives you the freedom to come and go as you please.

Top guest favourite
Cabin in Flagstaff
4.97 out of 5 average rating, 214 reviews

Cheerful Cabin with stone patio/fire pit/hot tub!

Kick back and relax in this calm, stylish space. Our recently fully renovated cabin is nestled on 2 acres and is surrounded by trees including several ponderosa pines. The outdoor space is our oasis where you can enjoy the stone patio, a gas fire pit and hot tub to warm up on those cooler nights. This single level cottage has an open concept layout, three bedrooms and two full bathrooms. A circular driveway allows plenty of parking space for any car size.

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, 216 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.

Guest favourite
The spacious bedroom features a large bed adorned with pillows and a warm throw. A desk is positioned nearby, complemented by decorative wall art. Natural light enters through a window, which is dressed with patterned curtains. A cozy seating area is highlighted by a small plant.
Home in Flagstaff
4.9 out of 5 average rating, 276 reviews

Woodland Farmhouse with Hot Tub

Escape to our modern 1-BR farmhouse retreat in Flagstaff for 2! Nestled in the pines, this private suite features an exclusive hot tub, gas fire pit, and cozy pellet stove. Enjoy a king bed, dedicated workspace, and a fully equipped kitchen. Perfect for a romantic getaway or solo adventure, offering seclusion with convenient access to downtown Flagstaff, Sedona, and the Grand Canyon. Your private adventure basecamp awaits!

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, 508 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

Popular amenities for Winona holiday rentals

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