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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
9.8 out of 10, Exceptional, (27 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 $756
CA $996 total
includes taxes & fees
Oct 25 - Oct 26
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, (8 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is CA $176
CA $253 total
includes taxes & fees
Oct 25 - Oct 26
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, (35 reviews)
"A great place to get away and relax."
United States
Betsy D.
The price is CA $262
CA $313 total
includes taxes & fees
Oct 26 - Oct 27
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, (31 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
The price is CA $189
CA $313 total
includes taxes & fees
Nov 2 - Nov 3
Hillsboro Driftless Guesthouse is cozy and ready for you!

5. Elegant Lake Home with Hot Tub

Elegant Lake Home with Hot Tub
Tomah
9.8 out of 10, Exceptional, (38 reviews)
"We loved our stay here! We would definitely book this house again if we come back to the area."
United States
Delila M.
The price is CA $238
CA $591 total
includes taxes & fees
Nov 11 - Nov 12
Elegant Lake Home with Hot Tub

6. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is CA $471
CA $561 total
includes taxes & fees
Oct 25 - Oct 26
The Incline

7. 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, (35 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is CA $478
CA $998 total
includes taxes & fees
Oct 26 - Oct 27
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

8. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (64 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is CA $235
CA $365 total
includes taxes & fees
Nov 16 - Nov 17
The Honey Haven

9. Cottage & Den on a Working WI Wedding Venue

Cottage & Den on a Working WI Wedding Venue
Sparta
The price is CA $200
CA $334 total
includes taxes & fees
Oct 25 - Oct 26
Cottage & Den on a Working WI Wedding Venue

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

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 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 $298
CA $528 total
includes taxes & fees
Oct 26 - Oct 27
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

11. Cozy Family Friendly Blue Cabin Unit B

Cozy Family Friendly Blue Cabin Unit B
Warrens
9.0 out of 10, Wonderful, (2 reviews)
"Had a great stay thanks much"
United States
Corey G.
The price is CA $148
CA $349 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Family Friendly Blue Cabin Unit B

12. 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
9.2 out of 10, Wonderful, (10 reviews)
"Host was very responsive. Cabin had tons of space and kitchen was well stocked with all the cooking and serving items needed,"
United States
Carrie A.
The price is CA $157
CA $359 total
includes taxes & fees
Oct 27 - Oct 28
Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.

13. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (206 reviews)
"Great place to stay comfortable and easy to access"
United States
Matthew
The price is CA $245
CA $465 total
includes taxes & fees
Oct 27 - Oct 28
Quiet And Beautiful!!

14. Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
9.2 out of 10, Wonderful, (7 reviews)
"Great location. Met our needs perfectly"
United States
Tricia C.
The price is CA $216
CA $514 total
includes taxes & fees
Oct 29 - Oct 30
Soothing cabin 1 out of 7 in New Lisbon

15. 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, (5 reviews)
"Clean, pet friendly, quick replies"
United States
Meagan G.
The price is CA $265
CA $315 total
includes taxes & fees
Oct 27 - Oct 28
Your cozy basecamp for trails, lakes, and waterpark fun!

16. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (16 reviews)
"Sweet home! Loved all the bright colored decorations! We had a great stay here with our bikes and pups. The porch was lovely to watch a thunderstorm from as well!"
United States
Emily B.
The price is CA $280
CA $368 total
includes taxes & fees
Oct 29 - Oct 30
Colorful getaway in friendly Driftless village

17. The Hilltop

The Hilltop
Norwalk
9.6 out of 10, Exceptional, (13 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 CA $471
CA $567 total
includes taxes & fees
Oct 28 - Oct 29
The Hilltop

18. The Hideaway

The Hideaway
Norwalk
9.6 out of 10, Exceptional, (4 reviews)
"This is a very good spot."
United States
Joe G.
The price is CA $510
CA $609 total
includes taxes & fees
Oct 25 - Oct 26
The Hideaway

19. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (61 reviews)
"This was our second year staying at this property and we loved it as much as we did last time. It’s clean, well cared for and well stocked. The owner is very easy to reach and the check in and checkout process doesn’t get much easier. The location is absolutely spectacular."
United States
Ally D.
The price is CA $410
CA $706 total
includes taxes & fees
Oct 31 - Nov 1
Secluded Rustic Cabin

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 CA $337
CA $1,081 total
includes taxes & fees
Oct 28 - Oct 29
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

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?

10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4: This vacation home rental outside of Wilton is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a pool table, and a hot tub so you can immerse yourself in your vacation.

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.