Holiday rentals in Winona

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

*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!

Best Flagstaff Location – Charming Guest Cottage

Located near the Schultz Creek trailhead, this is ideal for mountain bikers, hikers, and folks that just want to enjoy some of Flagstaff's best trails. It's a short drive to the Snowbowl, and yet downtown is only 3 miles away – by bus, car, or bike path. Cozy, quiet, upscale guest cottage with golden light pouring in. To top it off, Grand Canyon is just 70 miles up the road!. If you want to be close to town and yet steps from the national forest, don’t miss this gem. Owners' house is on-site.

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

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.

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.

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.

Spacious new guest house in the pines

Come enjoy this quiet, bright and comfortable new 700 square feet guest house and take in the bright stars and some of Flagstaff's best trails, right out the door. Relax on a gigantic couch with a Hi-Fi stereo and a 65 inch TV. The bedroom has a king size bed and the guest house is AIR CONDITIONED. Ride your bike to downtown in 20 mins or drive in 12 to enjoy Flagstaff's fantastic downtown. A private deck with plenty of sunshine and a grill compete your get away.

Heart Trail Lookout 2 (Hot Tub & Cold Plunge)

Located 5 minutes North of the Flagstaff Mall sits Heart Trail Lookout unit 2. This peaceful space provides comfort, tranquility, and easy access to local trails. The home is situated near many amazing trails that are suitable for both hiking and mountain biking! NAU: 9.7 miles (17 minute drive) Snowbowl: 20 miles (35-40 minute drive) Downtown Flag: 7.4 (14 minute drive) Grand Canyon: 74 miles (1hr & 10 min drive) Uptown Sedona: 36 miles (48 minute drive)

New Flagstaff Adventure Getaway

Built in 2023, be one of the first to stay at this brand new adventure-themed home. Walk or bike from the house to the peaceful pines and fresh air of Mt. Elden, Picture Canyon, and the Arizona Trail. 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, or Meteor Crater. TPT: 21536670

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.

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!