Winslow Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Winslow Vacation Homes

Our top choices for Winslow vacation homes

Hamilton Goebel House 816 E Louisa St Darlington Wi
Fridge, microwave, oven, stovetop

Hamilton Goebel House 816 E Louisa St Darlington Wi

9.8 out of 10, Exceptional, (42)
"The owners were very helpful. The property on the inside was very clean. The yard was overgrown and needed attention."
The price is CA $123
CA $314 total
includes taxes & fees
Aug 26 - Aug 27
Hamilton Goebel House 816 E Louisa St Darlington Wi
Beautiful two story, downtown home, one block from the Square,
Fridge, microwave, oven, stovetop

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 CA $261
CA $450 total
includes taxes & fees
Sep 17 - Sep 18
Beautiful two story, downtown home, one block from the Square,
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
Outdoor spa tub

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 CA $4,830
CA $8,577 total
includes taxes & fees
Aug 26 - Aug 27
Luxury Ranch Compound on 300 acres, just outside Galena Territory. 30 bedrms.
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Interior

MJ's Penthouse ,a piece of paradise on Monroe's historic square

10.0 out of 10, Exceptional, (95)
"Had a great stay for St Pats Parade!"
The price is CA $269
CA $375 total
includes taxes & fees
Aug 27 - Aug 28
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Full Retreat 2 Motel Style Rooms l 4 beds
Exterior

Full Retreat 2 Motel Style Rooms l 4 beds

6.0 out of 10, (1)
"The issue I had, which I shared with the owner was that from the description, add on services available, and photos we thought we were renting an entire place for a short friends reunion weekend. The description was a vacation home on a lake and it is 2 bedrooms with bathrooms under a real estate office. The coffee maker and fridge are in the bathroom. The area is quiet and nice, its about 30 min to Galena, which was where we went each day. There is a marina, a pool, and a beach close but...
The price is CA $226
CA $459 total
includes taxes & fees
Aug 20 - Aug 21
Full Retreat 2 Motel Style Rooms l 4 beds
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory
Exterior

Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory

9.8 out of 10, Exceptional, (45)
"The two homes were very clean. The art studio was great for our “dance party!”Beautiful and wonderful time!!"
The price is CA $1,649
CA $2,884 total
includes taxes & fees
Aug 24 - Aug 25
Beautiful compound, 10 mile views, on 300 acre ranch, next to Galena Territory
House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails
Outdoor spa tub

House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails

9.8 out of 10, Exceptional, (15)
"Such an awesome spot not far from Chestnut. Will be back. "
The price is CA $725
CA $1,492 total
includes taxes & fees
Sep 1 - Sep 2
House and party Barn on 300 acres, hot tub, 10 miles views, Private golf, trails
Just rehabbed, amazing views on 300 acre ranch, animals, trails, hottub, pond
Indoor spa tub

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 CA $683
CA $1,470 total
includes taxes & fees
Aug 20 - Aug 21
Just rehabbed, amazing views on 300 acre ranch, animals, trails, hottub, pond
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

AmericInn by Wyndham Monroe

AmericInn by Wyndham Monroe

10/10 Excellent
"Nice place to stay. We didn't like that you rent out the pool so it was full of kids and families that were not staying at the hotel. We tried using the pool and hot tub but it was so loud with kids we left. One of the reason we stayed was so we could use the pool and hot tub. Kitchen lady was lovely!! Good breakfast."
Tressa 1-night trip
Posted 22 hours ago
AmericInn by Wyndham Monroe