Vacation rentals in Winslow

4.95 out of 5 average rating, 818 reviews

A spacious living area is highlighted by a red pool table, positioned in the foreground. Two ceiling fans are visible, along with comfortable seating arrangements behind the table. Directly ahead, a large television is mounted on the wall, while glass doors open to a private patio.

Guest suite in Holbrook

The Birds Nest on Route 66

Holbrook is a charming town in the heart of Route 66. My family has lived here our whole lives and love our town. We have a two story home with with a birds eye view of Holbrook and The historic Wigwam Hotel that was the inspiration for the Cozy Cone Motel in Disney’s Cars movie. The downstairs is for our guests and is comfortable, cozy and clean. We are 20 minutes to a four hour drive to The Painted Desert, Petrified Forest, Grand Canyon, Four Corners National Monument, Sedona and much more

4.84 out of 5 average rating, 422 reviews

Home in Holbrook

“Ranch House” (Family Friendly/Ample Parking)

Enjoy this cozy, well decorated 1000 sq ft ranch house Built in 1948 this home (The Jones Ranch) was surrounded by grazing land and now is located in the heart of Holbrook. Walking distance to shopping, historical walking tour, Rt 66, dog park, great eateries, movie theater, historical museum and nice play park. You can make this your base for visiting the Petrified Forest, Grand Canyon, Navajo Reservation, Meteor Crater, Canyon de Chey, Hubbel Trading Post, Sedona Red Rock Country and more.

4.96 out of 5 average rating, 236 reviews

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

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.

4.88 out of 5 average rating, 181 reviews

A framed Route 66-themed artwork is displayed, featuring a vintage car, a bright red truck, a dinosaur, and southwestern motifs. The design incorporates iconic imagery such as a sunset, maps, and teepees, all set against a backdrop that symbolizes travel and adventure.

Home in Holbrook

• Holbrook Hub •

Great jumping off point for adventure in and around NE Arizona or just a good night’s rest. 20 miles from Petrified Forest. 1 mile from two I-40 exits. Newly remodeled home featuring southwestern flair with a Route 66 themed room. Stocked kitchen, coffee/tea area, spacious living/dining room, and family room. Three bedrooms with queen beds and another with a twin beds. Established, quiet neighborhood. 2 car covered carport & street parking. Convenient to restaurants and grocery store.

4.98 out of 5 average rating, 109 reviews

A cozy living area is highlighted by a large wall-mounted television and a comfortable hanging chair. Light wooden flooring is complemented by soft neutral tones in the decor. A ceiling fan adds a modern touch, while plants and subtle storage enhance the inviting space.

Home in Holbrook

Route 66 Retreat w/Tesla Charger

We are 25 mins from the PF National Park ✅ Whether you're visiting or passing through, our updated home will ensure your stay is comfortable. - King suite w/ split floor plan - Tankless water heater - Lvl 2 Tesla Charger (43~mph) - Parking for 3 cars on the driveway & gravel w/ trailer parking - Brand new high end Washer & Dryer - Coffee bar w/ coffee pods, flavorings, teas, & snacks. - Fast wifi - Fully equipped kitchen - Black out curtains in all rooms Enjoy your stay in Northern AZ

4.94 out of 5 average rating, 669 reviews

A cozy studio apartment is highlighted by wooden beams and a spacious layout. A luxury queen-sized bed, adorned with patterned bedding, is complemented by a gray couch that converts into a full bed. A flat-screen TV is mounted on the wall opposite the couch.

Guest suite in Snowflake

Meadowlark Cottage apartment, private entrance

Beautiful studio apartment. Private entrance makes coming and going easy. Beautiful front porch to rest and relax. New luxury queen sized bed, couch that makes into a full bed. Smart TV. Full Kitchen. Studio Apt. is on lower level. Washer & dryer in bathroom. Close to Flagstaff and Pinetop for skiing and hiking. Close to Petrified Forest & other national parks. Cooler in the summer than average temperatures for Arizona, and mild winter. Lovely, quiet, quaint neighborhood.

4.99 out of 5 average rating, 327 reviews

The cabin entrance is framed by lush pine trees, leading to a vibrant orange door. A wooden walkway with green railings guides visitors towards the door, adding a touch of charm. Nearby, a mailbox is visible, enhancing the cozy, inviting setting.

Guesthouse in Taylor

Vintage 50s cabin has a deck, yard, and privacy.

Stay in a rural, cozy cabin just 30 minutes south of Route 66. The Petrified Forest as well as local lakes, streams, and the White Mountains are just a short drive away. Situated amongst pine trees, this private, single-level guesthouse for 2 (plus 1 infant) offers comfort, privacy, and a taste of nature. Your 30-pound or less, well-behaved dog is welcome and will enjoy a fenced yard. A microwave, frig, Keurig, toaster oven, and outdoor griddle are provided for your convenience.

4.97 out of 5 average rating, 146 reviews

A light gray sofa is positioned against a white wall, accompanied by two yellow pillows. Above the sofa, a colorful floral painting adds a touch of vibrancy. A plush area rug and a storage cabinet are visible nearby, contributing to the cozy ambiance of the living area.

Home in Snowflake

Cheerful 2 bedroom cottage on quiet street

This is a cozy little 2 bedroom cottage on a quiet street located in the heart of Snowflake. It has been recently remodeled and has a new feel. It has a small peaceful back yard with a covered porch and a small fire pit. Because of it's location it is great for walks around town and a close drive to shopping. Please be aware that smoking, vaping, drugs or alcohol or animals are not allowed on the property. If this is a problem, please seek other accommodations.

4.9 out of 5 average rating, 370 reviews

The bedroom displays a full-sized bed topped with a colorful bedspread and adorned with luxury linens. An antler chandelier hangs overhead, complemented by stained glass windows and framed artwork. A small bookshelf stands beside the bed, and an ornate door with colorful glass panels adds character.

Place to stay in Winslow

The Sanctuary: Intimate space in vintage church.

The Sanctuary is a self-contained, cozy apartment in a repurposed church. Antique furniture, stained glass windows and chandeliers live among the full bookcases. You can enjoy the steeple library or the cozy bar while on your laptop. A new mini split allows for heat in colder months and AC during warmer months! **Please note that this unit does have stairs to the kitchenette, bathroom and second room and is not accessible for larger walkers and wheelchairs.

4.87 out of 5 average rating, 118 reviews

Two wooden chairs with blue cushions are positioned on a concrete patio in front of the tiny home. A screen door provides access, and a light fixture is mounted on the exterior wall. The area is surrounded by natural landscape and a wooden fence.

Tiny home in Taylor

Tiny Home in Arizona White Mountains!

PERFECT QUIET SPACE FOR TRAVELERS! Located on a 17-acre property with an expansive view for miles. The guest tiny home is located on a homestead where you may hear the clucking of chickens or the oinking of pigs depending on the season. You will have privacy as you walk through the gate into a secluded fenced in yard. The rental is designed for the minimalist in mind while providing all the necessities to enjoy a vacation or quiet space to work.

4.86 out of 5 average rating, 114 reviews

The interior of the vintage camper is designed for comfort, featuring a generous gray couch with decorative striped pillows that converts into a bed. A kitchenette with a four-burner stove and a refrigerator is visible, complemented by a light-colored countertop and ample cabinetry.

Camper/RV in Holbrook

Peaceful Desert Getaway | Vintage Glamping

Sleek, calm, and classic—this camper, affectionately known as Flo, has been beautifully updated. Her stylish simplicity makes her a restful escape from the modern world. With comfortable sleeping space, a fully equipped kitchen, and vintage charm, Flo offers everything you need to slow down, breathe deep, and soak in the beauty of the Petrified Forest. With stunning sunsets and starry skies, she’s the perfect getaway for couples or singles.

4.97 out of 5 average rating, 119 reviews

A round black dining table is surrounded by six teal upholstered chairs. Above, a modern chandelier with five candle-like bulbs provides ambient lighting. A piece of abstract art is displayed on the wall, and sheer curtains frame a nearby window.

Home in Winslow

Winslow Stay

Newly renovated kitchen comes fully equipped, with quartz counter tops, and new stainless steel appliances. New everything in kitchen. Coffe machine is kcup. Family room has smart tv for relaxation and enjoyment. Near by Attractions -2 min drive to standing on the corner, down town, and La Posada -3 miles to Clear Creek -10 min drive Painted Desert -10 min drive Homolovi Ruins -60 min petrified Forest -45 min Flagstaff -60 min Sedona

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Winslow vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly vacation rentals in Winslow

4.95 out of 5 average rating, 125 reviews

A spacious living area features a comfortable sofa and armchair arranged around a coffee table. Natural light filters through large windows, and a ceiling fan hangs above. A staircase leads to the upper level, with visible railing, and a dining area can be seen in the background.

Cabin in Heber-Overgaard

The Lazy Bear Cabin

4.77 out of 5 average rating, 457 reviews

A welcoming living area features a large picture window providing natural light and views of the outdoors. Two cushioned chairs are positioned near the window, and a decorative rug lays on the floor. A small wooden table rests in the center, complemented by a lamp on a side table.

Place to stay in Payson

The Shire on the East Verde River

4.98 out of 5 average rating, 156 reviews

A cozy living space features a dark blue accent wall, a comfortable seating area with a sofa and armchair, and a wood-burning stove. Natural light fills the room through large windows with views of the surrounding landscape.

Home in Flagstaff

Brand New! Restoration Retreat

4.92 out of 5 average rating, 178 reviews

A charming cabin with a stone exterior is nestled among trees, featuring a sloped roof and warm lighting illuminating the front porch. A stone pathway leads through the surrounding greenery, inviting guests to explore the outdoor space.

Cabin in Munds Park

Cozy A-Frame Cabin in Munds Park

4.92 out of 5 average rating, 146 reviews

The exterior of a contemporary tiny house is illuminated during twilight, showcasing a sleek black facade and large windows. A wooden deck features soft lighting and a picnic table, enhancing the inviting outdoor space. The surrounding area is quiet, providing a serene atmosphere.

Tiny home in Flagstaff

Zen Tiny Haus • Sleeps 5 • Stargaze + Firepit

4.97 out of 5 average rating, 207 reviews

A quaint green guest house is set among towering pine trees on a spacious lot. A small gravel area features neatly arranged rocks and shrubbery, while a path leads to the front door. Bright sunlight illuminates the scene, enhancing the natural surroundings.

Tiny home in Parks

1 Bedroom Cabin; Guest Tiny Home in the Pines

4.88 out of 5 average rating, 211 reviews

A serene landscape features rolling pastures and distant hills under an overcast sky. A cluster of rocks is positioned in the foreground, with a few scattered trees and a fenced area visible. The scene reflects the natural beauty of the surrounding countryside.

Cottage in Show Low

Country cottage with a view

4.99 out of 5 average rating, 109 reviews

The living area showcases a spacious layout with multiple dark leather sofas arranged around a coffee table set on a patterned area rug. A ceiling fan and strategically placed lamps offer soft illumination, while large windows provide views of the surrounding trees.

Cabin in Heber-Overgaard

The Prancing Pony | Hot Tub & Quiet Location!

Other great vacation rentals in Winslow

4.71 out of 5 average rating, 62 reviews

A spacious living area is highlighted by two couches facing each other, with a wooden coffee table in between. A television is mounted on the wall opposite a cozy fireplace, and natural light floods in through large windows, illuminating the soft carpet and wood paneling.

Home in Joseph City

Howdy Hank’s on 66

4.93 out of 5 average rating, 55 reviews

A rustic log cabin with a metal roof features a welcoming front porch supported by log columns. Stairs lead up to the entrance, and various rocks are placed along the pathway. Large windows invite natural light and showcase the surrounding outdoor landscape.

Cabin in Happy Jack

Beautiful Cozy Elk Cabin in the Woods

4.96 out of 5 average rating, 54 reviews

This newly constructed guest suite features a light-colored exterior with a white front door framed by large windows. The entrance is covered, and a gravel area surrounds the building. A flat roof and simple architectural lines complement the overall design.

Apartment in Taylor

suite #1

4.99 out of 5 average rating, 70 reviews

The cabin is softly illuminated by indoor lighting, contrasting against a dark sky filled with clouds. A full moon provides a gentle glow, highlighting the structure's wooden features and welcoming porch area.

Cabin in Holbrook

The Campfire Ranch @ Petrified Forest Nat. Park

4.67 out of 5 average rating, 27 reviews

A rustic living area features a dark brown sofa and a glass dining table surrounded by carved wooden chairs. An orange accent wall provides warmth, while a patterned rug adds character to the terracotta tile floor. A mirror reflects natural light from a nearby window.

Apartment in Holbrook

Idalia’s Apartment

Tiny home in Apache County

5 out of 5 average rating, 59 reviews

BELLA's Glamping Starlink+pure well drinking water

4.92 out of 5 average rating, 65 reviews

A cozy living area is equipped with a television mounted on the wall. Soft, patterned curtains frame the window, while a stylish lamp provides additional lighting. A comfortable sofa is complemented by an accent chair and decorative pillows, creating an inviting space for relaxation.

Cottage in Winslow

High desert cottage in the heart of Winslow