Winslow Vacation Rentals

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Vacation Rentals in Winslow

Peace & Simplicity in a Little Red Cabin on the Farm

10.0 out of 10, Exceptional, (2)
"Wonderful hosts, a neat and clean little space, and surrounded by beautiful old, trees. This is a peaceful oasis (and it has a couple of breweries within a short drive)!"
The price is ¥17,221
¥21,372 total
includes taxes & fees
Aug 24 - Aug 25
Peace & Simplicity in a Little Red Cabin on the Farm

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

9.8 out of 10, Exceptional, (203)
"We loved our stay! It was super clean, beautiful views and had a lovely fireplace. We also enjoyed the fantastic walking trails in the area. Highly recommend!"
Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

9.6 out of 10, Exceptional, (98)
"What a peaceful respite! Set in a lovely area, walking distance to the Apple Canyon Lake with a beach and restaurant, this was the perfect getaway for a family wedding weekend. The cabin is stunning and comfortable. Beautifully furnished, it had all of the amenities one could hope for in a vacation home."
Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

Apple Canyon Lake Home, Life At The Lake

10.0 out of 10, Exceptional, (84)
"Great location and property. It rained during our visit, but there were plenty of games to keep us entertained."
Apple Canyon Lake Home, Life At The Lake

3 Bedroom, 3.5 bath house in The Galena Territory.

9.8 out of 10, Exceptional, (180)
"Place was very nice and clean, I didn’t want for anything that was not there accept olive oil… which led me to the Galena garlic company where I found all sorts of olive oils and other goodies. My mom loved hearing the birds chirping while enjoying the hot tub. Fried green tomatoes was a family hit!"
3 Bedroom, 3.5 bath house in The Galena Territory.

Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

10.0 out of 10, Exceptional, (4)
"We had 14 people stay for a business retreat. Each had their own bedroom and bathroom. We gathered in the great room for our meeting, experienced cooking together and a ‘family dinner’ around the big table. We hiked as our activity and enjoyed a bonfire too. We went into galena one evening for dinner - just a quick 20 minute drive. We enjoyed our short stay and would consider returning."
The price is ¥515,165
¥930,024 total
includes taxes & fees
Aug 25 - Aug 26
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.

Cedar Cove Cabin, Private Beach near Galena

2.0 star property
10.0 out of 10, Exceptional, (6)
"Our family loved this house and all the thoughtful details throughout it. The kids had a blast swimming and kayaking in the pond. The local town has great restaurants and the house has everything you could possibly need to cook at home too! We can’t wait to come back! "
Cedar Cove Cabin, Private Beach near Galena

LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS

9.8 out of 10, Exceptional, (69)
"This was the perfect location for our family of 21 to gather for Thanksgiving. The ranch had so many animals and places to roam and all the kids had fun playing on the baseball field. Enough ovens for all of the Thanksgiving Turkey and sides to be eaten hot, and enough room for all to enjoy our time together. Great location near Galena!"
LUXURIOUS RANCH, 360 VIEWS, NEAR GALENA TER., 300 ACRES, TRAILS, PONDS, ANIMALS

The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

10.0 out of 10, Exceptional, (1)
"Beautiful view, very clean and comfortable house. Pat responded very quickly. I am hoping to return next summer for a longer stay."
The Windmill on Slough Rd. 2 bedroom 1.5 bath on quiet dead end road.

Historic Country Farmhouse for ANY Season!

10.0 out of 10, Exceptional, (45)
"Great weekend with girls. Host was very attentive. Location was great, close to shopping and wineries."
Historic Country Farmhouse for ANY Season!

Cozy home with beautiful LAKE VIEW!

9.6 out of 10, Exceptional, (9)
"Amazing place!!!"
Cozy home with beautiful LAKE VIEW!

Just rehabbed, amazing views on 300 acre ranch, animals, trails, hottub, pond

9.6 out of 10, Exceptional, (74)
"We stayed here for a long weekend to ski nearby at Chestnut Mountain. The house was perfectly comfortable for three families with children. The surroundings are gorgeous. "
The price is ¥72,859
¥156,772 total
includes taxes & fees
Aug 19 - Aug 20
Just rehabbed, amazing views on 300 acre ranch, animals, trails, hottub, pond

Beautiful two story, downtown home, one block from the Square,

10.0 out of 10, Exceptional, (31)
"Everything was very clean and welcoming. The decor was cute and cozy. Overall great stay."
The price is ¥27,819
¥48,030 total
includes taxes & fees
Sep 17 - Sep 18
Beautiful two story, downtown home, one block from the Square,

White Oak Retreat SW WI easy access to ATV and Snowmobile Trails

10.0 out of 10, Exceptional, (20)
"awesome property and stay"
White Oak Retreat SW WI easy access to ATV and Snowmobile Trails

Bungalow in the Burg - 1 block from downtown

10.0 out of 10, Exceptional, (28)
"Nice place, will stay again when in the area."
Bungalow in the Burg - 1 block from downtown

Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL

10.0 out of 10, Exceptional, (21)
"Lovely, comfortable and spacious, this house was close to so many places we wanted to go."
Cliffside Cottage, Private Pond, 50 acres w/ Breathtaking views near Galena, IL

Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table

10.0 out of 10, Exceptional, (316)
"This was the perfect place for a relaxing girls weekend!!"
Charming 3BR / 3BA With Hot Tub, Fireplace & Pool Table

Cozy King + Queen Suite | Near Golf, Lake & Marina

6.0 out of 10, (1)
"Room was very clean, nicely decorated, and spacious. The bathroom is very cramped with a tiny shower and it seems odd that the mini fridge and coffee m"
The price is ¥12,033
¥24,647 total
includes taxes & fees
Aug 19 - Aug 20
Cozy King + Queen Suite | Near Golf, Lake & Marina

3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

10.0 out of 10, Exceptional, (150)
"We enjoyed our stay, peaceful, clean and everything we needed. "
3 Bedroom, 2 Bath House, Large Yard, 4 Miles From New Glarus, 10 Miles To Monroe

Relaxing Retreat with Hot Tub and Fire Pit

10.0 out of 10, Exceptional, (29)
"Great location with nice vies"
Relaxing Retreat with Hot Tub and Fire Pit
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

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?

3 Bedroom, 3.5 bath house in The Galena Territory.: Visitors like this Winslow vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

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 Cadiz Springs State Recreation Area. Lake Le Aqua Na State Park and Minhas Craft Brewery 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.