Winslow Holiday Rentals from AU$385: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winslow has to offer?

Apple Canyon Lake Home, Life At The Lake : This holiday home rental outside of Winslow is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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Holiday Rentals in Winslow

"Stayed here multiply times and every time has been a very good experience. Value for price paid is great. When so many places are overpriced and outrageous, this is priced right and well maintained. "

"The log cabin was perfect and had the amenities as promised in a quiet neighborhood near the lake. The hosts were accommodating and had us set for the weekend. Their recommendations for the area were spot on. HkhhHih"

"The cabin is really nice. The fireplace was our favorite part on a very cold weekend and we stayed very cozy. There's other houses around but the windows look out to nice views of the woods and it felt very private."

"Everything was fantastic! The property was even better than described and the hosts were terrific. Great communication. We will be booking this property again!"

"Super cozy. Clean. Nice hot tub. We'd come back. Host is friendly."

"Spent time here for New Year’s Eve! The house had everything we needed. Would stay again!"

"We were looking for a nice little getaway for our work group of about 16 people. Our primary goal was to allow everyone their own bedroom and bathroom, which was easily attainable given the amount of space available to us. When we arrived at the ranch, Mark was so hospitable and showed us all around the ranch multiple times as we had people show up at different times throughout the day. The houses we stayed in were clean and well-maintained. The scenery was also incredible, and we would...

includes taxes & fees

21 Feb - 22 Feb

"The house was very clean and spacious. You can tell that much thought and care went into the recent rehab. Our group of kiddos, parents, and grandparents enjoyed the trails, animals, and access to the Galena Territory, as well as proximity to Chestnut Mountain and Galena. One night we enjoyed a cozy fire, while other nights we gathered around the large table and played board games and card games. Joe was a pleasure to communicate with and he ensured all our questions were answered and we had...

"This property offers the luxury of a resort with the down-home experience of a ranch. Peaceful, gorgeous views - especially at sunset from the "Quiet Rock" deck. Or the sunrise from the swing near the Main Lodge. Mark is a gracious host who shared his love of the property by introducing us to Waffles, the donkey, Flowers, the cow, & numerous other animals. GGGreattrtwalkingother alpaca..."

includes taxes & fees

3 Mar - 4 Mar

"We have stayed here a few times and really enjoyed it once again."

"This place was amazing! So beautiful, clean, and perfect. We will definitely be staying there again. Everything is just a short walk, food, shopping, and cocktails. Park was easy & free. Everyone was very welcoming. "

includes taxes & fees

3 Mar - 4 Mar

"Cute little house easy walking distance to downtown Monroe "

includes taxes & fees

20 Mar - 21 Mar

"The house was as described with plenty of room for nine adults for our UTV getaway. Close to the trails. very responsive owners. "

includes taxes & fees

3 Mar - 4 Mar

"This home had breathtaking views from everywhere. The home was spacious and accommodated the 10 of us beautifully. We would definitely come again."

1 bedroom, desk, free Internet, bed sheets

"Relaxing quiet and great host "

"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!"

"We stayed here for a weekend for our son's wedding at Oak Hill Farm. We had 9 adults who all had their own bedroom with one bedroom to spare. The views were amazing from both top and bottom patio with plenty of outdoor seating and a fire pit. We did not get to use the pond but it was very cute with a dock and small beach. Owners will easy to work with and communicated promptly. "

" This home sits on a hill looking west. The home is spacious with a nice back yard and firepit. Close to New Glarus. The rooms are big and very clean. The kitchen has everything you need. Communication with the owner was awesome. Would definitely stay again."

"Everything about this house simply amazing. Everything is new and updated. The beds are very comfortable. The extra amenities pushed the property beyond my expectations. I would definitely stay here again. "

"Nice pond and trails, beautiful home"

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Other types of properties in Winslow you may be interested in

"Well kept and friendly staff. I stay here when I visit my parents and always have a good experience."

includes taxes & fees

23 Feb - 24 Feb

"Easy access and clean rooms"

includes taxes & fees

24 Feb - 25 Feb

"Sue went out of her way to help us when she learned we were here in the area because of my mother-in-law being at the hospice. "

includes taxes & fees

23 Feb - 24 Feb

Find out more about Winslow

Everything you need to know about Winslow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winslow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winslow holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Winslow holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winslow. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winslow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winslow holiday rentals we have selected for you start as low as AU$385 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winslow rentals

At Expedia, we put the best Winslow holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winslow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winslow holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winslow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Winslow properties

5/5 Excellent

"Staff is very friendly they let you check in early always polite "

A verified traveller stayed at Super 8 by Wyndham Freeport

Posted 4 days ago

Luxury Retreat, 300 acres Galena Territory. Animals, Ponds, trails, golf, pool

5/5 Excellent

Retirement Party

"Though we did not stay there overnight, this property was perfect for our dinner party. There was ample space to gather and relax. Our caterer had plenty of room to prepare the multi-course meal in private and plate/serve in front of the guests. We would not hesitate to use this property again!"

A verified traveller stayed at Luxury Retreat, 300 acres Galena Territory. Animals, Ponds, trails, golf, pool

Posted 4 days ago

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

5/5 Excellent

4th time staying, still awesome as ever.

"Stayed here multiply times and every time has been a very good experience. Value for price paid is great. When so many places are overpriced and outrageous, this is priced right and well maintained. "

A verified traveller stayed at Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

Posted 7 days ago

Beautiful Apple Canyon Lake Log Cabin in the Woods

5/5 Excellent

Beautiful and cozy cabin

"The cabin is really nice. The fireplace was our favorite part on a very cold weekend and we stayed very cozy. There's other houses around but the windows look out to nice views of the woods and it felt very private."

A verified traveller stayed at Beautiful Apple Canyon Lake Log Cabin in the Woods

Posted 1 month ago

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

5/5 Excellent

Weekend away

"The log cabin was perfect and had the amenities as promised in a quiet neighborhood near the lake. The hosts were accommodating and had us set for the weekend. Their recommendations for the area were spot on. HkhhHih"

A verified traveller stayed at Stunning Log Cabin with amazing views at Apple Canyon Lake, Perfect Location

Posted 1 month ago

Frequently asked questions

Are there holiday rentals in Winslow?

Yes, there are holiday rentals close to the most popular sights in Winslow, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winslow has to offer?

Apple Canyon Lake Home, Life At The Lake: This holiday home rental outside of Winslow is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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 Lake Le Aqua Na State Park. Historic Cheesemaking Center and Minhas Craft Brewery are a couple of places you'll find in the wider area.

What are holiday rentals like in Winslow?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winslow. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for a family trip or a small group gathering.

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Winslow Holiday Rentals

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Check prices for these dates

Holiday Rentals in Winslow

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

Amazing Log Cabin with Beautiful Views at Apple Canyon Lake

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

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

Beautiful Apple Canyon Lake Log Cabin in the Woods

Beautiful Apple Canyon Lake Log Cabin in the Woods

Relaxing Retreat with Hot Tub and Fire Pit

Relaxing Retreat with Hot Tub and Fire Pit

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

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

Apple Canyon Lake Home, Life At The Lake

Apple Canyon Lake Home, Life At The Lake

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

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

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

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

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

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

3 Bedroom, 3.5 bath house in The Galena Territory.

3 Bedroom, 3.5 bath house in The Galena Territory.

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

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

Beautiful downtown home, one block from the Square,

Beautiful downtown home, one block from the Square,

Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi

Spacious Apple Canyon Lake home - just minutes from Galena, Illinoi

Spacious Apple Canyon Lake home - just minutes from Galena, Illinoi

Cabin on 35-Acre Farm in Blanchardville w/ Trails!

Cabin on 35-Acre Farm in Blanchardville w/ Trails!

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

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

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

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

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

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

New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!

New 5-bedroom house at Apple Canyon Lake. 30 minutes from downtown Galena!

Cedar Cove Cabin, Private Beach near Galena

Cedar Cove Cabin, Private Beach near Galena

Other types of properties in Winslow you may be interested in

Baymont by Wyndham Freeport

Baymont by Wyndham Freeport

Country Inn & Suites by Radisson, Freeport, IL

Country Inn & Suites by Radisson, Freeport, IL

Super 8 by Wyndham Monroe WI

Super 8 by Wyndham Monroe WI

Find out more about Winslow

Find out more about Winslow

Recent reviews of Winslow properties

Recent reviews of Winslow properties

Super 8 by Wyndham Freeport

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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Frequently asked questions