Holiday rentals in Winslow

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Popular amenities for Winslow holiday rentals

Other great holiday rentals in Winslow

Flat in Savanna
4.73 out of 5 average rating, 11 reviews

Missi-Vanna (B)

AlexisRating, 5 stars4 months ago
Charming home, lots of character. Kid friendly, and within walking distance of a park and grocery store. Host was very gracious and helpful when things broke, or needed maintenance. We would recommend this stay to anyone who does not require wheelchair access, and who is comfortable with proximity to trains. TLDR Beautiful, comfortable, clean, not wheelchair accessible and conveniently located!
Guest favourite
Cabin in Elizabeth
4.9 out of 5 average rating, 10 reviews

Secret Haven Log Cabin

BonnieRating, 5 stars7 months ago
A beautiful place with lots to do. From the fishing pond to the fun stiff in the basement to the great outdoor space, my family had a wonderful time.
Guest favourite
Home in Scales Mound
5 out of 5 average rating, 35 reviews

Mirror Lake, Rare, private lake!

CallieRating, 5 stars2 weeks ago
Our friend group couples vacation gave us the perfect opportunity to stay at Dawn’s beautiful home. The property was immaculate and the house was very meticulously designed. It was equipped with everything we needed and more. Our husbands enjoyed ice fishing and the game cottage while us ladies enjoyed the hot tub and relaxing inside by the fire. We found ourselves gathered around the large island playing games every night. We couldn’t have asked for a better experience, not to mention Dawn’s extremely quick and helpful responses every time. Kudos, Dawn! 👏🏻
Guest favourite
Home in Galena
5 out of 5 average rating, 25 reviews

Modern spacious 4 bedroom retreat with 3 en-suites

MaryRating, 5 stars1 week ago
This is our second time staying at Yara's house. We loved it just as much as the first time. We will be back!
Flat in Mount Carroll
5 out of 5 average rating, 3 reviews

Retreat for 12 @ Center Hill Country Inn

JamieRating, 5 stars5 months ago
Six of our employees stayed at Jame's place, and overall, it was a great experience. The accommodation was exactly as pictured, and James was very friendly and proactive. Definitely would recommend if you are in the area!
Home in Galena
5 out of 5 average rating, 3 reviews

Galena Treehouse

AnneRating, 5 stars6 months ago
We had a great stay here! The house is beautiful and private. We grilled, used the hot tub, played pool. We thoughts the beds and the linens were very comfortable!! Our whole group was impressed with the house.
Superhost
Home in Galena
4.73 out of 5 average rating, 15 reviews

Expansive 5 Bedroom Home - Hot Tub & Amazing Views

ZacharyRating, 5 stars1 month ago
The place is huge. We only had 5 people but you could easily fit twice that. Everything overall clean. Likely to return again!
Guest favourite
Home in Darlington
5 out of 5 average rating, 35 reviews

Driftless Victorian Cottage, Pet Friendly

DanielRating, 5 stars4 weeks ago
Perfect weekend getaway! While the cottage itself is charming & cozy, we were equally wowed by the sprawling grounds. Our dogs absolutely loved exploring. So peaceful and relaxing. Stacia & family were friendly and made us feel right at home. Also, nearby Mineral Point is a must if you have an interest in history or art. Fascinating little town. We will definitely be revisiting this gem! Thanks, Stacia!

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Stephenson County
  5. Winslow