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Wilton Vacation Rentals

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Our top choices for Wilton vacation rentals

1. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
10.0 out of 10, Exceptional, (21 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 CA $753
CA $991 total
includes taxes & fees
Aug 10 - Aug 11
6 Bedroom Home in Gods Country

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

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Norwalk
9.6 out of 10, Exceptional, (28 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is CA $511
CA $1,036 total
includes taxes & fees
Aug 12 - Aug 13
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

3. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (32 reviews)
"Enjoyed our weekend away. Definitely coming back and trying the other cabins. "
United States
Samantha N.
The price is CA $279
CA $337 total
includes taxes & fees
Aug 12 - Aug 13
Your adventure begins the second you arrive!

4. The Hilltop

The Hilltop
Norwalk
10.0 out of 10, Exceptional, (11 reviews)
"Just a quick get away for the weekend. Close access to local restaurants, breweries, beautiful landscape."
United States
Heidi C.
The price is CA $418
CA $504 total
includes taxes & fees
Aug 10 - Aug 11
The Hilltop

5. 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, (5 reviews)
"The cabin was the perfect weekend getaway for me and my husband. We were in the area to kayak the Kickapoo River and the cabin was close to where we launched (about 8 mins). It was cozy to relax in after 12.5 miles of kayaking. We enjoyed sitting outside, seeing wildlife including a deer, and hearing an owl at night. We plan to be back!"
United States
Rebecca
The price is CA $183
CA $259 total
includes taxes & fees
Sep 8 - Sep 9
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

6. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (199 reviews)
"Very nice place to relax, and enjoy some great fishing in the area "
United States
Brad H.
The price is CA $244
CA $463 total
includes taxes & fees
Aug 10 - Aug 11
Quiet And Beautiful!!

7. 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 CA $418
CA $504 total
includes taxes & fees
Aug 10 - Aug 11
The Incline

8. 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 CA $212
CA $253 total
includes taxes & fees
Aug 16 - Aug 17
Peaceful Country Comfort W Panoramic Views of Big Creek Valley

9. 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 CA $453
CA $547 total
includes taxes & fees
Aug 10 - Aug 11
The Hideaway

10. 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 CA $179
CA $295 total
includes taxes & fees
Aug 18 - Aug 19
Hillsboro Driftless Guesthouse is cozy and ready for you!

11. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (55 reviews)
"Great place. Perfect location for the Driftless. The host were terrific."
United States
John I.
The price is CA $223
CA $350 total
includes taxes & fees
Aug 11 - Aug 12
The Honey Haven

12. 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 CA $279
CA $368 total
includes taxes & fees
Aug 10 - Aug 11
Colorful getaway in friendly Driftless village

13. 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 CA $296
CA $523 total
includes taxes & fees
Aug 10 - Aug 11
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

14. 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 CA $408
CA $699 total
includes taxes & fees
Aug 11 - Aug 12
Secluded Rustic Cabin

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, (2 reviews)
"Great location. Met our needs perfectly"
United States
Tricia C.
The price is CA $215
CA $512 total
includes taxes & fees
Aug 15 - Aug 16
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 CA $282
CA $508 total
includes taxes & fees
Aug 13 - Aug 14
Your cozy basecamp for trails, lakes, and waterpark fun!

17. The Beach House at Sunset Lake

The Beach House at Sunset Lake
New Lisbon
10.0 out of 10, Exceptional, (2 reviews)
"Clean upon arrival. Chris was very responsive to any needs or questions. We enjoyed our stay and will be back!"
United States
Kinsey K.
The Beach House at Sunset Lake

18. Cozy Family Friendly Blue Cabin Unit B

Cozy Family Friendly Blue Cabin Unit B
Warrens
The price is CA $172
CA $374 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Family Friendly Blue Cabin Unit B

19. 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 CA $578
CA $1,369 total
includes taxes & fees
Sep 1 - Sep 2
Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair

20. 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 CA $718
CA $1,319 total
includes taxes & fees
Sep 9 - Sep 10
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wilton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Wilton?

Yes, we have vacation rentals near top sights in Wilton, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Wilton?

Elegant Lake Home with Hot Tub: This vacation home rental outside of Wilton is located on the waterfront and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a 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 larger area, you’ll find Wildcat Mountain State Park and Mill Bluff State Park.

What are vacation rentals like in Wilton?

Vacation rentals are privately owned properties you can reserve for several days or more in Wilton. Vacation rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for small groups.