Winslow Vacation Rentals

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Check prices for these dates

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Winslow vacation rentals

Interior

Vacation Home in Huntingburg

Spacious 1450 sf 2 BR Private Suite w/Dog Fe
9.8 out of 10, Exceptional, (22 reviews)
"Great place to stay for a few days if you're visiting Holiday World or the area. "
United States
Brandon S.
The price is ￥15,570
￥30,649 total
includes taxes & fees
Mar 13 - Mar 14
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Smart TV

Cabin in Tennyson

Guest House with acreage to explore.
9.6 out of 10, Exceptional, (61 reviews)
"The cabin was super cozy and comfortable! "
United States
Kellie J.
The price is ￥19,659
￥24,972 total
includes taxes & fees
Mar 7 - Mar 8
Guest House with acreage to explore.
Outdoor dining

Cabin in Dale

Yellow Banks Log Cabin With Waterfront Views
9.4 out of 10, Exceptional, (21 reviews)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is ￥19,659
￥37,371 total
includes taxes & fees
Mar 4 - Mar 5
Yellow Banks Log Cabin With Waterfront Views
Books

Cabin in Loogootee

Truelove Chalet- A Relaxed, Rustic, Glam Cabin!
9.6 out of 10, Exceptional, (11 reviews)
"Great little house for the weekend. Great quiet location. Some bugs, weeds and spider webs. Some small things like extra blankets and sugar for the coffee would be nice. "
United States
Alex H.
Truelove Chalet- A Relaxed, Rustic, Glam Cabin!
TV

Cabin in Dale

Yellow Banks Log Cabin with Lake Views
8.8 out of 10, Excellent, (19 reviews)
"It's a cute cabin and comfortable ! Shower was small and doors were a little tricky but overall good experience! Half hour away from holiday world! "
United States
Gina P.
The price is ￥23,591
￥42,366 total
includes taxes & fees
Mar 4 - Mar 5
Yellow Banks Log Cabin with Lake Views
Interior

Vacation Home in Dale

Tranquil Hideaway: Your Private Lakefront Retreat
9.4 out of 10, Exceptional, (14 reviews)
"The property was ideal. We have family in nearby Tennyson, and this was a perfect place to stay and visit. The host was very responsive, and the stay was pleasant and relaxing. "
United States
Jim E.
The price is ￥15,255
￥43,397 total
includes taxes & fees
Mar 31 - Apr 1
Tranquil Hideaway: Your Private Lakefront Retreat
Smart TV

Condo in Washington

Cozy East Side Condo in Washington close to City Park and Hospital
10.0 out of 10, Exceptional, (23 reviews)
"Clean location, perfect for our stay"
United States
chris t.
The price is ￥22,647
￥50,899 total
includes taxes & fees
Mar 4 - Mar 5
Cozy East Side Condo in Washington close to City Park and Hospital
Fridge, microwave, oven, stovetop

Vacation Home in Dale

5 Miles from Holiday World sleeps 11+ —Family Escape
9.6 out of 10, Exceptional, (16 reviews)
"Perfect place to stay when a big space is needed"
United States
Joel Z.
The price is ￥35,386
￥60,417 total
includes taxes & fees
Mar 4 - Mar 5
5 Miles from Holiday World sleeps 11+ —Family Escape
Outdoor dining

Cabin in Dale

Yellow Banks Log Cabin With Waterfront Views
9.2 out of 10, Wonderful, (13 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is ￥19,659
￥37,371 total
includes taxes & fees
Mar 5 - Mar 6
Yellow Banks Log Cabin With Waterfront Views
Smart TV

Vacation Home in Jasper

Family Friendly Lakehouse with great views!
10.0 out of 10, Exceptional, (1 review)
The price is ￥38,924
￥49,233 total
includes taxes & fees
Mar 4 - Mar 5
Family Friendly Lakehouse with great views!
Exterior

Vacation Home in Lynnville

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
10.0 out of 10, Exceptional, (8 reviews)
"Cute quiet lil house located around attractions for families. Well worth the money and host is always available "
United States
Madison B.
The price is ￥22,505
￥45,992 total
includes taxes & fees
Mar 15 - Mar 16
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
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

Comfort Inn Ferdinand

Comfort Inn Ferdinand

10/10 Excellent
"Clean room, friendly staff, lots of pillows if you like that. Very convenient to freeway. Restaurants really close by"
Eileen 1-night trip
Posted 4 days ago
Comfort Inn Ferdinand

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
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  • 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 give you a choice of vacation rentals close to top attractions in Winslow, or you can choose a more remote option if you want a relaxing place to stay.

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

Chestnut Street Retreat: This vacation home rental outside of Winslow is located on a lake and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Winslow?

While exploring the area, visit the sights like Oakland City University, Dubois County Museum, and St Joseph's Church. Buffalo Trace Golf Course and Sultan's Run Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Winslow?

Vacation rentals are private accommodations you can stay in for several days or longer in Winslow. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a family trip.