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Vacation rentals in Winslow

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Top-rated vacation rentals in Winslow

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in Holbrook
The White Buffalo Casita
PET FRIENDLY with prior approval from host! My place is just off I -40 in the little community of Happy Holbrook Arizona with Historic Route 66 running right through downtown. This is a great location if you are visiting area national parks and monuments; Petrified Forest National Park; Canyon De Chelley NM; Walnut Canyon NM; Sunset Crater NM; Waputki NM; Meteor Crater Natural Landmark; Grand Canyon National Park! My place is good for couples, solo adventurers, business travelers!
$64 per night
Bungalow in Holbrook
Route 66 Bungalow
Beautiful historic home in downtown Holbrook on the historic Route 66. This modern yet comfortable bungalow is for you! Built in 1915, this home features 2 bedroom/1 bath, living room, formal dining room and a fully stocked kitchen. The kitchen features a coffee bar with a deluxe espresso and latte maker. Our home is pet friendly with a fenced in yard for your pets to run around.
$79 per night
Home in Joseph City
The Afterglow (large 1-bedroom residential home)
The Afterglow is an eccentric hidden jewel in the sleepy community of Joseph City, Arizona just minutes off of the interstate along Historic Route 66. Each room has a unique presence filled with local art, vintage wares with all repurposed furnishings. Renovated by artist Talaina Kor, The Afterglow is the stay you will remember long after you’ve left.
$80 per night

Stay near Winslow's top sights

Standin' on a Corner Foundation12 locals recommend
La Posada Hotel18 locals recommend
RelicRoad Brewing Company7 locals recommend
The Turquoise Room & Martini Lounge at La Posada17 locals recommend
Bojo's Grill & Sports Club6 locals recommend
Brown Mug Cafe3 locals recommend

Other great vacation rentals in Winslow

Guest suite in Holbrook
The Birds Nest on Route 66
$85 per night
Place to stay in Holbrook
Railway Stop - Stay in a piece of History
$92 per night
Home in Winslow
Easy Stay House
$147 per night
Home in Winslow
AERO - Historic Cottage Retreat
$128 per night
Home in Holbrook
NEW! The Roadrunner Get-Away | Route 66
$83 per night
Apartment in Holbrook
Tumbleweed Hideaway
$69 per night
Home in Holbrook
Farmhouse near Holbrook
$95 per night
Apartment in Winslow
Route 66 Downtown Apartment B
$106 per night
Home in Joseph City
The Family Size Chicken Coop
$155 per night
Cabin in Happy Jack
Starlight Cabin. A cozy getaway in Happy Jack, Az
$186 per night
Cabin in Happy Jack
Cozy 2BR Updated Cabin in the Pines, Happy Jack
$127 per night
Cabin in Happy Jack
Perfect Family Mountain Get Away with EV Charging
$182 per night

Quick stats about vacation rentals in Winslow

Total rentals

30 properties

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

10 properties are a good fit for families

Total number of reviews

1.3K reviews

Nightly prices starting at

$50 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Arizona
  4. Navajo County
  5. Winslow