Winslow Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 21 - Nov 22
Tomorrow
Nov 22 - Nov 23
This weekend
Nov 21 - Nov 23
Next weekend
Nov 28 - Nov 30

Vacation Rentals in Winslow

Interior
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!

2.5 star property
Pearl City
10.0 out of 10, Exceptional, (3)
"Out of half a dozen or so cabin rentals, this one is the absolute best. It's clean, uncluttered, quiet, and huge! Water was hot, heater worked really well (it was a very cold week) and the kitchen worked well. Beds were comfy too. I can't say enough good things about this place!"
United States
Andrew R.
The price is ￥13,435
￥48,199 total
includes taxes & fees
Dec 17 - Dec 18
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Exterior
🏠 Charming A-Frame w/ Mid-Century Vibe 1 Bed/1 Bath near Elizabeth, Illinois🌲

🏠 Charming A-Frame w/ Mid-Century Vibe 1 Bed/1 Bath near Elizabeth, Illinois🌲

Elizabeth
10.0 out of 10, Exceptional, (2)
"Our stay was perfect. The cabin was clean and cozy and had everything we needed! Brian was super responsive as well. "
United States
Tammy F.
The price is ￥16,079
￥37,987 total
includes taxes & fees
Nov 23 - Nov 24
🏠 Charming A-Frame w/ Mid-Century Vibe 1 Bed/1 Bath near Elizabeth, Illinois🌲
Interior
Peace & Simplicity in a Little Red Cabin on the Farm

Peace & Simplicity in a Little Red Cabin on the Farm

Lena
10.0 out of 10, Exceptional, (11)
"Quiet, clean and absolutely lovely cabin! "
United States
Holley B.
The price is ￥21,897
￥26,522 total
includes taxes & fees
Nov 30 - Dec 1
Peace & Simplicity in a Little Red Cabin on the Farm
Fridge, microwave, oven, stovetop
Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi

Darlington
9.8 out of 10, Exceptional, (47)
"Close to town. "
United States
Juanita W.
The price is ￥21,250
￥44,814 total
includes taxes & fees
Nov 23 - Nov 24
Hamilton Goebel House 816 E Louisa St Darlington Wi
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square

Monroe
10.0 out of 10, Exceptional, (102)
"My husband and I stayed here and were so happy we did this home was beautiful and really something special. I highly recommend the stay here! "
United States
Katie B.
The price is ￥30,500
￥41,105 total
includes taxes & fees
Nov 23 - Nov 24
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Fridge, microwave, oven, stovetop
Avail. Christmas! Lake Cabin w/King, Sauna

Avail. Christmas! Lake Cabin w/King, Sauna

Brodhead
10.0 out of 10, Exceptional, (5)
"This is a beautiful home and area with a lot of fun activities. Love kayaking, playing pool, and sitting on the deck with the lake view."
United States
Jenelle K.
The price is ￥29,593
￥107,291 total
includes taxes & fees
Nov 24 - Nov 25
Avail. Christmas! Lake Cabin w/King, Sauna
Outdoor spa tub
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

Elizabeth
10.0 out of 10, Exceptional, (4)
"We had 14 people stay for a business retreat. Each had their own bedroom and bathroom. We gathered in the great room for our meeting, experienced cooking together and a ‘family dinner’ around the big table. We hiked as our activity and enjoyed a bonfire too. We went into galena one evening for dinner - just a quick 20 minute drive. We enjoyed our short stay and would consider returning."
United States
Katie L.
The price is ￥547,435
￥992,590 total
includes taxes & fees
Dec 22 - Dec 23
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Fridge, microwave, oven, stovetop
Beautiful two story, downtown home, one block from the Square,

Beautiful two story, downtown home, one block from the Square,

Monroe
10.0 out of 10, Exceptional, (35)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
United States
Jeff Z.
The price is ￥24,367
￥44,780 total
includes taxes & fees
Dec 4 - Dec 5
Beautiful two story, downtown home, one block from the Square,
Living area
Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square

2.0 star property
Monroe
The price is ￥18,017
￥36,448 total
includes taxes & fees
Dec 8 - Dec 9
Lookout Loft over the Monroe Square
Outdoor spa tub
LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS

LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS

Elizabeth
9.8 out of 10, Exceptional, (71)
"Great hosts and a ton to do. Could have spent 2 weeks here for our family reunion and could not have done everything!"
United States
Damian W.
The price is ￥246,346
￥438,444 total
includes taxes & fees
Dec 1 - Dec 2
LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winslow Hotel Reviews

Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

10/10 Excellent
"Perfect style for my wife and I. We come from rural country and we felt right at home going from point A to point B. "
Lance W. 2-night trip
Posted 4 days ago
Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

Find out more about Winslow

Search for holiday rentals in Winslow on Expedia! You can easily find your home rentals, villas, holiday apartments in Winslow using one of the methods below:

  • View our selection of featured holiday rentals in Winslow
  • Use the map to find apartments and other holiday homes in the Winslow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winslow while they last

Look no further and take a look at our great range of rental properties in Winslow!

Frequently asked questions

Are there vacation rentals in Winslow?

Yes, we have vacation rentals near popular local attractions in Winslow, or you can select a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Winslow has to offer?

MJ's Penthouse ,a piece of paradise on Monroe's historic square: Visitors like this Winslow vacation home rental. It is located in the city center and has a balcony, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Winslow?

Explore the area and family-friendly sights such as SplashLand Family Water Park, or get out into nature at a spot like Apple River Canyon State Park. Lake Le Aqua Na State Park and Stagecoach Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Winslow?

Vacation rentals are privately owned properties you can stay in for short or long periods in Winslow. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.