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Winslow Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Winslow vacation rentals

Dining

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

The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Pearl City
10.0 out of 10, Exceptional, (4 reviews)
"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 SAR 354
SAR 1,227 total
includes taxes & fees
30 Jun - 1 Jul
The Rustic Retreat: Elegant cabin with WiFi & AC in an enchanting location!
Exterior

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, (51 reviews)
"The property was beautiful and very tasteful decor. Kitchen was awsome and the rooms were comfortable and spacious. Definitely will stay here again."
United States
Shane S.
The price is SAR 335
SAR 868 total
includes taxes & fees
29 Jun - 30 Jun
Hamilton Goebel House 816 E Louisa St Darlington Wi
Exterior

🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath

🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
Elizabeth
10.0 out of 10, Exceptional, (6 reviews)
"Cozy cabin close to Galena. Host was very communicative and available if needed"
United States
Matthew S.
The price is SAR 422
SAR 1,015 total
includes taxes & fees
29 Jun - 30 Jun
🏠 Mid-Century A-Frame Near Galena | Stargaze | Couples Retreat | 1 Bed/1 Bath
Interior

Lookout Loft over the Monroe Square

Lookout Loft over the Monroe Square
Monroe
10.0 out of 10, Exceptional, (2 reviews)
"Couldn’t have asked for a better spot to stay. Monroe and the surrounding area have a lot to do. Stay at this place only heightened our experience. We will definitely be back. "
United States
Eric S.
The price is SAR 536
SAR 1,010 total
includes taxes & fees
1 Jul - 2 Jul
Lookout Loft over the Monroe Square
Exterior

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, (28 reviews)
"Great location! It was perfect to celebrate our sons birthday - he loved the loft!! "
United States
Emily M.
The price is SAR 526
SAR 637 total
includes taxes & fees
1 Jul - 2 Jul
Peace & Simplicity in a Little Red Cabin on the Farm
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, (109 reviews)
"Lovely property, great location, quiet and comfortable. "
United States
T. K. D.
The price is SAR 732
SAR 1,019 total
includes taxes & fees
30 Jun - 1 Jul
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Exterior

Lake Cabin | Sauna · River · Game Room

Lake Cabin | Sauna · River · Game Room
Brodhead
10.0 out of 10, Exceptional, (7 reviews)
"We love this property on the Sugar River. Very spacious, rustic but with all the modern amenities. Beautiful view of the water and lots of wildlife in area. "
United States
Lisa and Peter R.
The price is SAR 1,552
SAR 3,699 total
includes taxes & fees
14 Jul - 15 Jul
Lake Cabin | Sauna · River · Game Room
Property grounds

Beautiful Lakehouse with private dock on Apple Canyon Lake!

Beautiful Lakehouse with private dock on Apple Canyon Lake!
Apple River
9.8 out of 10, Exceptional, (98 reviews)
"Amazing memories "
United States
Becky L.
The price is SAR 1,502
SAR 2,503 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful Lakehouse with private dock on Apple Canyon Lake!
Interior

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, (74 reviews)
"Great space to have large scale meetings and great food in nearby Galena"
United States
Jon-Paul R.
The price is SAR 7,415
SAR 13,052 total
includes taxes & fees
29 Jun - 30 Jun
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.
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Top Winslow Hotel Reviews

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

8/10 Good
"Room was very nice, well located for food, shopping. Bed was quite comfy "
Randy 1-night trip
Posted 23 hours ago
Super 8 by Wyndham Monroe WI

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?

Modern Lake Retreat with Hot Tub, Game Room & Two-Tier Deck: Visitors like this Winslow vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

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 National Historic Cheesemaking Center Museum 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.