Vacation rentals in Winslow
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winslow
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Winslow vacation rentals
Other great vacation rentals in Winslow
Superhost
Apartment in Savanna
4.73 out of 5 average rating, 11 reviewsMissi-Vanna (B)
AlexisRating, 5 stars1 month 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 favorite
Home in Galena
5 out of 5 average rating, 20 reviewsModern spacious 4 bedroom retreat with 3 en-suites
RalfRating, 5 stars3 weeks ago
All around a wonderful home and host. We’ll be back 😀
Apartment in Mount Carroll
5 out of 5 average rating, 3 reviewsHaven Hill Retreat for 12
JamieRating, 5 stars2 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!
Superhost
Home in Galena
4.89 out of 5 average rating, 9 reviews~Make Memories @ Fore Augusta+ New Fire Pit, Outdo
TiffanyRating, 5 stars6 months ago
Great price for a lovely weekend. Group of ten were comfortable and had plenty of privacy. We went for the balloon festival which we could see from the yard. Plenty of towels for hot tub. Thank you!
Home in Galena
5 out of 5 average rating, 3 reviewsGalena Treehouse
AnneRating, 5 stars3 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
4.64 out of 5 average rating, 11 reviewsExpansive 5 Bedroom Home - Hot Tub & Amazing Views
JonRating, 5 stars2 months ago
The property was very nice and clean and had what we needed to enjoy our stay. Only comments would be need to provide chairs for the firepit and better TV's.
Guest favorite
Home in Darlington
5 out of 5 average rating, 29 reviewsDriftless Victorian Cottage, Pet Friendly
NancyRating, 5 stars1 week ago
We loved everything about the cottage! So cozy with the fireplace, very comfortable beds/sheets, extra blankets, Alexa, games, and other modern amenities, alongside the vintage and thoughtfully curated treasures from the past. The well-stocked kitchen and walking trails also made it easy to stay for multiple days and made us want to return soon!
Guest favorite
Home in Galena
4.95 out of 5 average rating, 41 reviewsSweet Retreat- dog friendly,hot tub,access to pool
TiffanyRating, 5 stars3 weeks ago
My family had a great time! We loved the fact that the home was decorated for the holiday season! Anna’s home was clean, comfortable, and modern. We appreciated the way the bedrooms were spread out for privacy but also provided great common areas. The entire home was well equipped and functional. This is a great home to enjoy in any season. We would highly recommend Anna’s home!
Destinations to explore
- Madison Vacation rentals
- Lake Geneva Vacation rentals
- Wisconsin Dells Vacation rentals
- Naperville Vacation rentals
- Schaumburg Vacation rentals
- Galena Vacation rentals
- Lake Wisconsin Vacation rentals
- Rockford Vacation rentals
- Davenport Vacation rentals
- Dubuque Vacation rentals
- Aurora Vacation rentals
- Chicago Vacation rentals
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes