Wilton Holiday Rentals

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Our top choices for Wilton holiday rentals

6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (20 reviews)
"Super friendly and responsive owners. Went above and beyond to make sure our short stay was memorable. We biked during the day to Sparta and very easy access to the bike trail. Would highly recommend to anyone. "
United States
Susan K.
The price is NZ$1,186
includes taxes & fees
29 May - 30 May
6 Bedroom Home in Gods Country

Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (193 reviews)
"Very nice place to relax, and enjoy some great fishing in the area "
United States
Brad H.
The price is NZ$550
includes taxes & fees
1 June - 2 June
Quiet And Beautiful!!

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, (1 review)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is NZ$305
includes taxes & fees
31 May - 1 June
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

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, (26 reviews)
"Great location "
United States
Rebecca K.
The price is NZ$334
includes taxes & fees
1 June - 2 June
Hillsboro Driftless Guesthouse is cozy and ready for you!

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (49 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is NZ$422
includes taxes & fees
25 June - 26 June
The Honey Haven

1 Bed 1 Bath Apartment at Northtowne Apartments!

1 Bed 1 Bath Apartment at Northtowne Apartments!
Tomah
9.8 out of 10, Exceptional, (7 reviews)
"Excellent, great location and affordable!"
United States
Dan C.
The price is NZ$356
includes taxes & fees
31 May - 1 June
1 Bed 1 Bath Apartment at Northtowne Apartments!

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
The price is NZ$492
includes taxes & fees
31 May - 1 June
Your adventure begins the second you arrive!

Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock

Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock
New Lisbon
The price is NZ$587
includes taxes & fees
27 May - 28 May
Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock

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, (1 review)
"Beautiful cozy cabin! Loved the gas fireplace! The cabin had everything we needed and we enjoyed our stay."
United States
Monica P.
The price is NZ$614
includes taxes & fees
3 June - 4 June
Soothing cabin 1 out of 7 in New Lisbon

Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (13 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 NZ$446
includes taxes & fees
2 June - 3 June
Colorful getaway in friendly Driftless village

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"The house and property were beautiful, we loved relaxing in the 3 seasons room and hot tub, enjoying the view of the fall colors, and getting away from it all. "
United States
Morgan K.
The price is NZ$818
includes taxes & fees
1 June - 2 June
Secluded Rustic Cabin

The Beach House at Sunset Lake

The Beach House at Sunset Lake
New Lisbon
The price is NZ$1,537
includes taxes & fees
27 May - 28 May
The Beach House at Sunset Lake

Newly remodeled house close to Castle Rock lake.

Newly remodeled house close to Castle Rock lake.
New Lisbon
The price is NZ$485
includes taxes & fees
29 May - 30 May
Newly remodeled house close to Castle Rock lake.

1 Bed 1 Bath Apartment at Northtowne Apartments!

1 Bed 1 Bath Apartment at Northtowne Apartments!
Tomah
9.6 out of 10, Exceptional, (4 reviews)
"Was good"
United States
Jon M.
The price is NZ$349
includes taxes & fees
29 May - 30 May
1 Bed 1 Bath Apartment at Northtowne Apartments!

Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells

Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
New Lisbon
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing time staying here over Thanksgiving. The host was super helpful and very welcoming. The place itself was relaxing and plentiful. We really did not have to bring anything but food and drinks. The view was gorgeous. I was pleasantly surprised that this place was so kid friendly. We all had a great get away. "
United States
Bill S.
The price is NZ$1,204
includes taxes & fees
27 May - 28 May
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells

Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.

Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.
Warrens
9.6 out of 10, Exceptional, (4 reviews)
"The property was very well kept really didn’t need much of anything . We love you stay there again thanks a lot Tom."
United States
Tom S.
The price is NZ$455
includes taxes & fees
28 May - 29 May
Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge
La Farge
9.6 out of 10, Exceptional, (18 reviews)
"Easy in and out, the house had everything we needed, and the view was amazing!"
United States
shoua x.
The price is NZ$440
includes taxes & fees
26 June - 27 June
Place of Peace - the Artist's Refuge

Beach Lake Cottage with Hot Tub

Beach Lake Cottage with Hot Tub
New Lisbon
9.8 out of 10, Exceptional, (30 reviews)
"Great home on a beautiful and fun property!"
United States
Trent S.
The price is NZ$1,433
includes taxes & fees
27 May - 28 May
Beach Lake Cottage with Hot Tub

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 NZ$698
includes taxes & fees
31 May - 1 June
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Cozy Family Friendly Blue Cabin Unit B

Cozy Family Friendly Blue Cabin Unit B
Warrens
The price is NZ$459
includes taxes & fees
2 June - 3 June
Cozy Family Friendly Blue Cabin Unit B
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 favorite 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 depends 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 NZ$422 per night. Entering your travel dates in the search wizard you might find 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?

Driftless Area Country House: large deck, spring fed creek, Amish area : This highly rated holiday home rental in Wilton is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 5 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 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.