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 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, 360 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

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, 1,143 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 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, 186 reviews

*NEW* Beautiful Flagstaff, Arizona Vacation Home

Welcome to the Golden Antler! Relax by the fire or under the stars w/ views of the San Francisco Peaks! 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!

Top guest favourite
Flat in Flagstaff
4.99 out of 5 average rating, 308 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
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
4.93 out of 5 average rating, 273 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
An open-plan kitchen and living area are presented, featuring wooden cabinetry and modern appliances. A beige couch with decorative pillows sits in the foreground, alongside a lamp. Natural light enters through the window, contributing to the warm ambiance of the space.
Guest house in Flagstaff
4.94 out of 5 average rating, 200 reviews

Lazy Bear Lodge - Perfect Location

You will love my place. Mountain Views and wildlife. Close to downtown Flagstaff, Snowbowl Ski Resort and an hour from the Grand Canyon & Sedona. Biking, hiking, and winter sports are out your front door. The home is fully equipped for creating meals, having fun and enjoying the majestic setting. No need to go anywhere. You are already there. Bring your own gourmet food and we’ll provide the rest. With the dark skies out here you can see the Milky Way and beyond. Convienient and clean!

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, 265 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.

Top guest favourite
Home in Flagstaff
4.99 out of 5 average rating, 285 reviews

Cool Mountain Escape | AC + National Forest

Escape to our private 40-acre ranch near Flagstaff! This fully renovated 2-bed, 2-bath retreat comfortably sleeps 4 and features two king beds, central AC, a gas fireplace, and stunning forest views. Perfect for couples or small families seeking a peaceful getaway with direct access to the Arizona Trail and national forest, yet only a short drive from town. Enjoy cool mountain air, rare privacy, star-filled nights, and the quiet beauty of a working ranch setting.

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, 229 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.

Top 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, 282 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
Home in Flagstaff
4.97 out of 5 average rating, 104 reviews

New Flagstaff House - Near Mt. Elden & Downtown

Be one of the first to stay at this brand-new house in east Flagstaff. Close to everything you need, including trailheads into the peaceful pines and the amazing Flagstaff trail systems. Close to downtown Flagstaff, NAU, REI, Snowbowl, sled riding, Continental Country Club, Flagstaff Mall, and historic Route 66. Day trips to the Grand Canyon, Sedona, Lake Powell, Glen Canyon Dam, Petrified Forest, & Painted Desert.

Top guest favourite
A modern kitchen features minimalist design with sleek grey cabinetry and a spacious island, equipped with breakfast seating. Natural light pours in through large windows, highlighting the stainless steel appliances and decorative shelving. A staircase with a black railing leads to the loft area above.
Villa in Flagstaff
4.98 out of 5 average rating, 515 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