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.

Superhost

Cabin in Winslow

4.9 out of 5 average rating, 251 reviews

Primitive Historical Escape with Modern Amenities

If you desire an escape from the bigger city life and want to slow things down a bit with a place that makes you feel like you have went back in time to a simpler time, while still being close to it all, then this cabin getaway is your destination. Our cabin is perfect for a family weekend retreat, anniversary celebrations, and hunters. We are excited to be able to continue to maintain this historical building and still be able to offer it as a place for people to enjoy and stay in to this day.

Nov 10 – 17

R2,925 ZAR per night
Guest favorite

Home in Huntingburg

5.0 out of 5 average rating, 88 reviews

Chestnut Street Retreat

A quaint and friendly neighborhood, with large backyard for kids playing, relaxing in the breeze way with morning coffee, or fun by the fire pit. Biking or walking around the neighborhood is safe and fun on a sunny day. Though you may feel in the country you are very close to downtown Huntingburg, 8 miles to Downtown Jasper. House is cozy and relaxing for a weekend away or if you're looking for activities Holiday World (18 Miles), Patoka Lake, French Lick Casino & West Baden Hotel (27 Miles).

Nov 25 – Dec 2

R2,728 ZAR per night
Guest favorite

Home in Winslow

5.0 out of 5 average rating, 16 reviews

Twin Lakes

Twin Lakes has a unique location on 60 acres in between 2 wildlife filled lakes stock with fish and wild geese flying in and out. A habitat for deer, squires and rabbits. The house is located down a long drive off the county road in a rural area. Very peaceful to sit on the back deck in the morning and enjoy a cup of coffee and watch the wildlife. Fishermen are invited to enjoy the lake from lakeside or small boat. The home is very comfortable with 2 queen size beds and a futon. Enjoy & relax!

Dec 7 – 14

R2,708 ZAR per night

Popular amenities for Winslow vacation rentals

Other great vacation rentals in Winslow

Guest favorite

Home in Vincennes

4.96 out of 5 average rating, 73 reviews

Cheerful 3-bedroom home with huge yard

Aug 7 – 14

R2,367 ZAR per night
Guest favorite

Home in Loogootee

4.86 out of 5 average rating, 64 reviews

The Getaway House

May 28 – Jun 4

R1,136 ZAR per night
Superhost

Apartment in Oakland City

5.0 out of 5 average rating, 4 reviews

College Town Comfort

Oct 3 – 10

R891 ZAR per night
Superhost

Loft in Washington

4.86 out of 5 average rating, 72 reviews

Lovely 3 bedroom loft apartment!

Aug 23 – 30

R2,565 ZAR per night
Guest favorite

Cabin in Fairfield

4.97 out of 5 average rating, 69 reviews

Forested Retreat

Aug 11 – 18

R1,991 ZAR per night
Guest favorite

Home in Jasper

5.0 out of 5 average rating, 26 reviews

Lake House

May 21 – 28

R6,260 ZAR per night
Guest favorite

Cabin in French Lick Township

4.98 out of 5 average rating, 64 reviews

Serenity Acres

Nov 13 – 20

R2,888 ZAR per night
Guest favorite

Home in Vincennes

4.94 out of 5 average rating, 66 reviews

Cozy Two Bedroom Home

Jul 25 – Aug 1

R1,618 ZAR per night
Guest favorite

Home in Jasper

4.8 out of 5 average rating, 15 reviews

King of Siam Chalet

Jan 5 – 12

R12,362 ZAR per night
Superhost

Guesthouse in Dubois

4.8 out of 5 average rating, 45 reviews

Rural Studio Guest-house Overlooking Corn Fields

Apr 25 – May 2

R1,280 ZAR per night
Guest favorite

Home in Olney

4.96 out of 5 average rating, 25 reviews

Lakeside Lodge with Private Dock and Kids' Kayaks

Aug 13 – 20

R2,860 ZAR per night
Guest favorite

Cabin in Linton

5.0 out of 5 average rating, 18 reviews

Little Red Cabin

May 9 – 16

R2,337 ZAR per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Indiana
  4. Pike County
  5. Winslow