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Wilton Holiday Rentals

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Our top choices for Wilton holiday rentals

1. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
10.0 out of 10, Exceptional, (22 reviews)
"It’s the good house and all the bed rooms have attached bathroom. Suggest to the homeowner is that keeping the bath shower and moisturizer at each room"
United States
Rambabu
The price is AU$1,004
includes taxes & fees
19 Aug - 20 Aug
6 Bedroom Home in Gods Country

2. Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (6 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is AU$260
includes taxes & fees
15 Sept - 16 Sept
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

3. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (33 reviews)
"Absolutely wonderful as always will be back"
United States
Chad E.
The price is AU$297
includes taxes & fees
20 Aug - 21 Aug
Your adventure begins the second you arrive!

4. Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (29 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
United States
Brett B.
The price is AU$300
includes taxes & fees
18 Aug - 19 Aug
Hillsboro Driftless Guesthouse is cozy and ready for you!

5. The Hilltop

The Hilltop
Norwalk
10.0 out of 10, Exceptional, (11 reviews)
"Clean, well supplied, had everything we needed. Basic cooking utensils were there, very comfortable, water was great, AC worked well, very cozy!"
United States
Anatole W.
The price is AU$496
includes taxes & fees
18 Aug - 19 Aug
The Hilltop

6. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.4 out of 10, Exceptional, (30 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is AU$1,024
includes taxes & fees
18 Aug - 19 Aug
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

7. Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.
Ontario
9.8 out of 10, Exceptional, (10 reviews)
"Great little getaway..very quiet...seen deer and turkeys on a daily basis."
United States
Michelle K.
The price is AU$455
includes taxes & fees
25 Aug - 26 Aug
Cozy, quiet Cabin near Kickapoo River & Wildcat Mountain. Perfect for fisherman.

8. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (57 reviews)
"Great place. Perfect location for the Driftless. The host were terrific."
United States
John I.
The price is AU$354
includes taxes & fees
20 Aug - 21 Aug
The Honey Haven

9. Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Peaceful Country Comfort W Panoramic Views of Big Creek Valley
Sparta
10.0 out of 10, Exceptional, (154 reviews)
"It was all amazing! Great hosts! Beautiful home! "
United States
Aliyah C.
The price is AU$259
includes taxes & fees
30 Aug - 31 Aug
Peaceful Country Comfort W Panoramic Views of Big Creek Valley

10. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.0 out of 10, Wonderful, (2 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is AU$518
includes taxes & fees
20 Aug - 21 Aug
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

11. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (201 reviews)
"This place is great. We stayed over the 4th of july weekend and couldn't have asked for better place to stay. The weather was perfect and we enjoyed the fireworks in warrens. We will definitely book here again!"
United States
Shari
The price is AU$460
includes taxes & fees
18 Aug - 19 Aug
Quiet And Beautiful!!

12. Cozy Family Friendly Blue Cabin Unit B

Cozy Family Friendly Blue Cabin Unit B
Warrens
10.0 out of 10, Exceptional, (1 review)
"Sloppy next door"
United States
James
The price is AU$347
includes taxes & fees
18 Aug - 19 Aug
Cozy Family Friendly Blue Cabin Unit B

13. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (6 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is AU$494
includes taxes & fees
27 Aug - 28 Aug
The Incline

14. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (14 reviews)
"It’s a cozy place with all cooking utensils you will ever need! Very comfy beds as well. "
United States
Randy R.
The price is AU$370
includes taxes & fees
18 Aug - 19 Aug
Colorful getaway in friendly Driftless village

15. Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
10.0 out of 10, Exceptional, (3 reviews)
"Great location. Met our needs perfectly"
United States
Tricia C.
The price is AU$500
includes taxes & fees
25 Aug - 26 Aug
Soothing cabin 1 out of 7 in New Lisbon

16. Your cozy basecamp for trails, lakes, and waterpark fun!

Your cozy basecamp for trails, lakes, and waterpark fun!
Warrens
10.0 out of 10, Exceptional, (4 reviews)
"Clean, pet friendly, quick replies"
United States
Meagan G.
The price is AU$501
includes taxes & fees
18 Aug - 19 Aug
Your cozy basecamp for trails, lakes, and waterpark fun!

17. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (58 reviews)
"What a wonderful property! "
United States
Becky K.
The price is AU$705
includes taxes & fees
19 Aug - 20 Aug
Secluded Rustic Cabin

18. The Hideaway

The Hideaway
Norwalk
9.0 out of 10, Wonderful, (2 reviews)
"We had the pleasure of getting a little snow during our stay which was awesome.But the roads from the cabin were sloppy with the melt the following day and we had trouble getting out to go for a grocery run. Kirsty and Kyle were very helpful and were kind enough to bring us some coffee and flour. Really great folks and a very beautiful and private location. Great space to reset from reality. Highly recommend."
United States
Nick W.
The price is AU$538
includes taxes & fees
18 Aug - 19 Aug
The Hideaway

19. Charming 2-bedroom Loft cabin in serene New Lisbon

Charming 2-bedroom Loft cabin in serene New Lisbon
New Lisbon
The price is AU$748
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom Loft cabin in serene New Lisbon

20. Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair

Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair
New Lisbon
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place to stay. Waterfront is great for swimming and paddling. Located 5 minutes from castle rock lake for a day of boating. Plenty of amenities and entertainment on site, for group entertainment. Host is communicative and thoughtful."
United States
William M.
The price is AU$1,281
includes taxes & fees
31 Aug - 1 Sept
Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair
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 Wilton Hotel Reviews

Find out more about Wilton

Everything you need to know about Wilton 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 Wilton 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 Wilton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Wilton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wilton. 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 Wilton 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 Wilton holiday rentals we have selected for you start as low as AU$260 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Wilton rentals

At Expedia, we put the best Wilton 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 Wilton 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 Wilton 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 Wilton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Wilton?

Yes, there are holiday rentals close to the most popular sights in Wilton, 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 Wilton has to offer?

Elegant Lake Home with Hot Tub: This holiday home rental outside of Wilton is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Wilton?

While exploring the area, visit family-friendly sights like Howard Huff Park, or get outside and enjoy nature at Kickapoo Valley Reserve. In the wider area, you’ll find Wildcat Mountain State Park and Mill Bluff State Park.

What are holiday rentals like in Wilton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilton. Holiday rentals provide amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a small group gathering.