Wilton Holiday Rentals

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Wilton holiday rentals

Dining

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 HK$4,231
HK$5,572 total
includes taxes & fees
27 May - 28 May
6 Bedroom Home in Gods Country
Exterior

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 HK$1,371
HK$2,595 total
includes taxes & fees
27 May - 28 May
Quiet And Beautiful!!
Exterior

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 HK$979
HK$1,405 total
includes taxes & fees
27 May - 28 May
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Smart TV, DVD player

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 HK$979
HK$1,562 total
includes taxes & fees
27 May - 28 May
Hillsboro Driftless Guesthouse is cozy and ready for you!
Interior

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 HK$1,254
HK$1,984 total
includes taxes & fees
1 Jun - 2 Jun
The Honey Haven
Fridge, microwave, oven, stovetop

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 HK$690
HK$1,663 total
includes taxes & fees
31 May - 1 Jun
1 Bed 1 Bath Apartment at Northtowne Apartments!
1 bedroom, desk, free WiFi, bed sheets

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 HK$1,904
HK$2,256 total
includes taxes & fees
31 May - 1 Jun
Your adventure begins the second you arrive!
Outdoor spa tub

Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock

Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock
New Lisbon
The price is HK$1,252
HK$2,776 total
includes taxes & fees
27 May - 28 May
Cozy Cabin w/ Hot Tub Near Buckhorn & Castle Rock
Interior

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 HK$1,206
HK$2,876 total
includes taxes & fees
27 May - 28 May
Soothing cabin 1 out of 7 in New Lisbon
Exterior

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 HK$1,567
HK$2,058 total
includes taxes & fees
8 Jun - 9 Jun
Colorful getaway in friendly Driftless village
Smart TV, fireplace, DVD player, music library

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 HK$2,292
HK$3,823 total
includes taxes & fees
1 Jun - 2 Jun
Secluded Rustic Cabin
Games room

The Beach House at Sunset Lake

The Beach House at Sunset Lake
New Lisbon
The price is HK$2,272
HK$7,274 total
includes taxes & fees
27 May - 28 May
The Beach House at Sunset Lake
TV, fireplace

Newly remodeled house close to Castle Rock lake.

Newly remodeled house close to Castle Rock lake.
New Lisbon
The price is HK$1,368
HK$2,121 total
includes taxes & fees
1 Jun - 2 Jun
Newly remodeled house close to Castle Rock lake.
Iron/ironing board, WiFi, bed sheets

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 HK$666
HK$1,628 total
includes taxes & fees
29 May - 30 May
1 Bed 1 Bath Apartment at Northtowne Apartments!
Exterior

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 HK$2,463
HK$5,567 total
includes taxes & fees
27 May - 28 May
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
Exterior

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 HK$1,097
HK$2,124 total
includes taxes & fees
30 May - 31 May
Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.
Exterior

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 HK$1,136
HK$2,066 total
includes taxes & fees
26 Jun - 27 Jun
Place of Peace - the Artist's Refuge
Fridge, microwave, oven, stovetop

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 HK$2,851
HK$6,744 total
includes taxes & fees
27 May - 28 May
Beach Lake Cottage with Hot Tub
Dining

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 HK$1,939
HK$3,286 total
includes taxes & fees
27 May - 28 May
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Living area

Cozy Family Friendly Blue Cabin Unit B

Cozy Family Friendly Blue Cabin Unit B
Warrens
The price is HK$991
HK$2,145 total
includes taxes & fees
2 Jun - 3 Jun
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

Microtel Inn & Suites by Wyndham Tomah

Microtel Inn & Suites by Wyndham Tomah

8/10 Good
"Great overall value, clean"
Tuan 1-night trip
Posted 7 hours ago
Microtel Inn & Suites by Wyndham Tomah

Find out more about Wilton

Search for holiday rentals in Wilton on Expedia! You can easily find your home rentals, villas, holiday apartments in Wilton using one of the methods below:

  • View our selection of featured holiday rentals in Wilton
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  • Enter your travel dates to view the best deals on holiday rentals in Wilton while they last

Look no further and take a look at our great range of rental properties in Wilton!

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.