Wilton Holiday Rentals

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Holiday Rentals in Wilton

Our top choices for Wilton holiday rentals

Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

10.0 out of 10, Exceptional, (179)
"This is the third time staying at this very quaint, super clean VRBO. I would highly recommend this well cared for place. "
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

Kokomo Cabin: Campfires, Family Fun & Pickleball

10.0 out of 10, Exceptional, (31)
"Perfect for me and my friends for a golf and casino weekend. The family visited from a couple miles away and really enjoyed the yard games and the beach. Kayaks and fishing were great for the kids. Plenty of room for all four couples, everyone had their own space. Firewood was provided, fantastic views for the fires at night. What a gorgeous home, we will be back! "
Kokomo Cabin: Campfires, Family Fun & Pickleball

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

10.0 out of 10, Exceptional, (78)
"Always enjoy my time here."
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

All-Season Beach House Castle Rock Lake - Larry's Lodge

10.0 out of 10, Exceptional, (31)
"All around great experience with this rental!"
The price is HK$3,335
HK$6,604 total
includes taxes & fees
10 Sept - 11 Sept
All-Season Beach House Castle Rock Lake - Larry's Lodge

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (88)
"Great place with excellent access to local fishing. We had a great stay!"
Cabin in Beautiful Timber Coulee

Place of Peace - the Artist's Refuge

10.0 out of 10, Exceptional, (7)
"What a beautiful location! We went hiking and enjoyed the scenery. Loved the baby cows across the road. Thank you for sharing with us!"
The price is HK$1,018
HK$1,922 total
includes taxes & fees
7 Sept - 8 Sept
Place of Peace - the Artist's Refuge

Peaceful Country Comfort W Panoramic Views of Big Creek Valley

10.0 out of 10, Exceptional, (134)
"Thank you for hosting another great visit with our family!"
Peaceful Country Comfort W Panoramic Views of Big Creek Valley

Relax and watch all the different wildlife pass by as you put life on pause

9.0 out of 10, Wonderful, (2)
"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."
The price is HK$2,691
HK$3,243 total
includes taxes & fees
21 Sept - 22 Sept
Relax and watch all the different wildlife pass by as you put life on pause

Newer Home Near Castle Rock Lake in New Lisbon, WI

10.0 out of 10, Exceptional, (13)
"Enjoyed our stay. Plenty of room for our mutual-generational family. The home was very clean and lived up to the pictures and description. Would certainly recommend! "
Newer Home Near Castle Rock Lake in New Lisbon, WI

Modern 4 bedroom Lake House on Private Lake near WI Dells & Castle Rock Lake

10.0 out of 10, Exceptional, (54)
"Me and several friends stayed here to have a fun boardgaming getaway. The house was spacious and had room for all of us. The pond is pretty and peaceful. The hosts were courteous and responsive. We enjoyed our stay. "
Modern 4 bedroom Lake House on Private Lake near WI Dells & Castle Rock Lake

Beach Lake Retreat with Private Lake and Hot Tub

10.0 out of 10, Exceptional, (35)
"Had an amazing time at this beautiful house."
Beach Lake Retreat with Private Lake and Hot Tub

Sunset Serenity at Castle Rock

10.0 out of 10, Exceptional, (5)
Sunset Serenity at Castle Rock

NEW!Sleeps 16, Beach, Games, WI Dells 28 Miles

10.0 out of 10, Exceptional, (2)
"My friends and I had the best time. Place was clean and lots of space. Kitchen had everything we needed. Being able to stay at the house all day and enjoy the water was amazing! Thanks for having us!"
NEW!Sleeps 16, Beach, Games, WI Dells 28 Miles

New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake

2.0 star property
New Lisbon Family Gem ~ 3 Mi to Castle Rock Lake

3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

9.4 out of 10, Exceptional, (14)
"This was a great stay for the long weekend. Host was very responsive and neighbors were also very friendly! We will stay here again if we are in the area"
3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

Lakeside Ranch Cabin.

8.8 out of 10, Excellent, (75)
"This place is such a beautiful little gem. We needed to get out of Chicago for a few days and this was the perfect spot to do that! I highly recommend! "
Lakeside Ranch Cabin.

Beach,28 Miles to Dells, Fire Pit & Game Room

10.0 out of 10, Exceptional, (8)
Beach,28 Miles to Dells, Fire Pit & Game Room

Colorful getaway in friendly Driftless village

10.0 out of 10, Exceptional, (9)
"Had a great stay; house is nicely done and great for a group."
The price is HK$1,404
HK$1,876 total
includes taxes & fees
7 Sept - 8 Sept
Colorful getaway in friendly Driftless village

Quaint cabin overlooking the creek below and wetlands in the valley basin.

10.0 out of 10, Exceptional, (12)
"Great to have a quiet getaway."
The price is HK$1,896
HK$2,288 total
includes taxes & fees
8 Sept - 9 Sept
Quaint cabin overlooking the creek below and wetlands in the valley basin.

Small Cabin on West Fork Kickapoo River

9.4 out of 10, Exceptional, (21)
"This was a very quaint, well kept little house, and it was perfect for our group and the best part was that it had a first class trout stream right in the backyard. And we actually caught a few fish. Loved this place and would like to go there again."
Small Cabin on West Fork Kickapoo River
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

Find out more about Wilton

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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?

Kokomo Cabin: Campfires, Family Fun & Pickleball: This holiday home rental outside of Wilton is located on the beach, and has a fireplace, a balcony 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Elroy Sparta State Trail. 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.