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Wilton Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Wilton holiday rentals

A spacious kitchen with wooden cabinets, a central island with stools, a dining area with a round table and chairs, and a ceiling fan.

1. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (26 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 HK$4,238
HK$5,580 total
includes taxes & fees
11 Oct - 12 Oct
6 Bedroom Home in Gods Country
A wooden cabin with a porch, deck, and outdoor seating area.

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, (6 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is HK$981
HK$1,424 total
includes taxes & fees
14 Oct - 15 Oct
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

3. Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (34 reviews)
"A great place to get away and relax."
United States
Betsy D.
The price is HK$1,609
HK$1,946 total
includes taxes & fees
14 Oct - 15 Oct
Your adventure begins the second you arrive!
A living room with a television, a coffee table, a sofa, and a dining area in the background.

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 HK$1,059
HK$1,697 total
includes taxes & fees
19 Oct - 20 Oct
Hillsboro Driftless Guesthouse is cozy and ready for you!
A modern interior with a wooden ceiling, a grey sofa, a staircase, and a kitchen area.

5. 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 HK$2,354
HK$2,840 total
includes taxes & fees
11 Oct - 12 Oct
The Incline
A covered deck with outdoor furniture, a small table, and a grill.

6. 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 HK$2,677
HK$5,589 total
includes taxes & fees
13 Oct - 14 Oct
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Living Room | Twin Sleeper Sofa

7. 12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
New Lisbon
10.0 out of 10, Exceptional, (4 reviews)
"Dated furnishing but clean, neat a n and well cared for. Handy location. Great hosts"
United States
nick k.
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
A wooden cabin with a front porch, a clear sky, and a pathway leading to the entrance.

8. 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 HK$879
HK$1,987 total
includes taxes & fees
12 Oct - 13 Oct
Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.
A dining area with a wooden table, white chairs, and a chandelier.

9. 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 HK$1,669
HK$2,961 total
includes taxes & fees
12 Oct - 13 Oct
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
A rural landscape with a wooden fence, a field of crops, and distant buildings including a silo and a house.

10. 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, (161 reviews)
"Loved the view and the peaceful setting! Very comfortable apartment, everything we needed and more. Perfect stay!"
United States
Nancy
Peaceful Country Comfort W Panoramic Views of Big Creek Valley
A cozy cabin interior with wooden walls, a stone fireplace, a dining area, and a kitchen with a large island.

11. 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, (5 reviews)
"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$1,208
HK$2,880 total
includes taxes & fees
12 Oct - 13 Oct
Soothing cabin 1 out of 7 in New Lisbon
A cozy cabin interior with wooden walls, a ceiling fan, a dining area with chairs and a table, and a sofa with a floral pattern.

12. 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 HK$831
HK$1,954 total
includes taxes & fees
11 Oct - 12 Oct
Cozy Family Friendly Blue Cabin Unit B
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

13. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (62 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 HK$1,256
HK$1,987 total
includes taxes & fees
20 Oct - 21 Oct
The Honey Haven
A wooden cabin with a porch, a picnic table, and a mailbox.

14. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (205 reviews)
"Great place to stay comfortable and easy to access"
United States
Matthew
The price is HK$1,373
HK$2,608 total
includes taxes & fees
11 Oct - 12 Oct
Quiet And Beautiful!!
Exterior

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)
"This cozy cabin was relaxing and clean. The kitchen was well organized, and there were labels with important info throughout the place, including how to operate the room ceiling fan remotes. It was the perfect place to meet with old friends and make crafts together. The neighborhood was calm and people were friendly. The fire pit and picnic table area were nice too. We'll definitely be back if the timing works out. We've stayed at several identical cabins in the area, and this was my favorite."
United States
Laura D.
The price is HK$1,483
HK$1,788 total
includes taxes & fees
12 Oct - 13 Oct
Your cozy basecamp for trails, lakes, and waterpark fun!
A kitchen with white cabinets, a stove, a microwave, and a dining table with chairs.

16. Cottage & Den on a Working WI Wedding Venue

Cottage & Den on a Working WI Wedding Venue
Sparta
The price is HK$1,122
HK$1,896 total
includes taxes & fees
12 Oct - 13 Oct
Cottage & Den on a Working WI Wedding Venue
A single-story house with a gabled roof, a front porch, and a small front yard with mulch and plants.

17. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (15 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 HK$1,570
HK$2,053 total
includes taxes & fees
11 Oct - 12 Oct
Colorful getaway in friendly Driftless village
Interior

18. 12 Mi to Castle Rock Lake: Serene New Lisbon Home!

12 Mi to Castle Rock Lake: Serene New Lisbon Home!
3.0 star property
New Lisbon
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
A spacious living area with a fireplace, a sofa, a dining table, and a staircase leading to an upper level.

19. 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 HK$2,354
HK$2,840 total
includes taxes & fees
11 Oct - 12 Oct
The Hilltop
A wooden cabin interior with a pool table, sofa, kitchen, and a balcony.

20. The Hideaway

The Hideaway
Norwalk
9.4 out of 10, Exceptional, (3 reviews)
"Extremely smooth experience. Pictures were very representative of actual cabin conditions. Would happily return for a longer stay."
United States
John H.
The price is HK$2,550
HK$3,080 total
includes taxes & fees
11 Oct - 12 Oct
The Hideaway
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

Comfort Inn & Suites New Lisbon

Comfort Inn & Suites New Lisbon

10/10 Excellent
"Incredibly clean and great price for myself as I’m driving across the continent. Thanks from Canada!"
Jakob 1-night trip
Posted 22 hours ago
Comfort Inn & Suites New Lisbon

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?

10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4: 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 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a pool table and 1 hot tub so that you can immerse yourself in your holiday.

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.