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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Wilton holiday homes

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, (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 HK$4,236
HK$5,578 total
includes taxes & fees
29 Oct - 30 Oct
6 Bedroom Home in Gods Country
A living room with a television, a coffee table, a sofa, and a dining area in the background.

2. 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, (32 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$1,746 total
includes taxes & fees
2 Nov - 3 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!
A lakeside view with a gazebo, a round table, and a white picket fence.

3. 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 HK$1,294
HK$3,259 total
includes taxes & fees
11 Nov - 12 Nov
Elegant Lake Home with Hot Tub
A covered deck with outdoor furniture, a small table, and a grill.

4. 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, (36 reviews)
"Great location for our family outing. Plenty of room for everyone and a nice deck for relaxing outside. Easy ride to the Kickapoo River as well as surrounding towns for a little bumming."
United States
Dawn C.
The price is HK$2,704
HK$5,625 total
includes taxes & fees
1 Nov - 2 Nov
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A dining area with a wooden table, white chairs, and a chandelier.

5. 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$1,668
HK$2,943 total
includes taxes & fees
29 Oct - 30 Oct
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

6. 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 HK$1,318
HK$2,061 total
includes taxes & fees
16 Nov - 17 Nov
The Honey Haven
A single-story house with a gabled roof, a front porch, and a small front yard with mulch and plants.

7. 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 HK$1,569
HK$2,052 total
includes taxes & fees
29 Oct - 30 Oct
Colorful getaway in friendly Driftless village
A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

8. 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 HK$2,295
HK$3,952 total
includes taxes & fees
31 Oct - 1 Nov
Secluded Rustic Cabin
A waterfront property with multiple houses along a canal, sandy beaches, and clear blue skies.

9. Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath

Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath
New Lisbon
10.0 out of 10, Exceptional, (17 reviews)
"Very clean and easy check in. Family friendly location with 2 paddleboards and 2 kayaks. I would suggest bringing extra beach towels and beach toys if applicable to your family."
United States
Katie F.
The price is HK$1,748
HK$5,576 total
includes taxes & fees
29 Oct - 30 Oct
Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath
A lakeside view of a residential area with houses, kayaks on the water, and a sunset.

10. 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 HK$1,671
HK$5,802 total
includes taxes & fees
29 Oct - 30 Oct
Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair
A grand staircase with a chandelier, a large rug, and a view into the living area.

11. Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+

Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
Camp Douglas
The price is HK$25,970
HK$30,485 total
includes taxes & fees
18 Nov - 19 Nov
Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
A residential area with houses arranged around a central circular driveway, connected by roads, and surrounded by water bodies.

12. 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 price is HK$2,098
HK$7,736 total
includes taxes & fees
29 Oct - 30 Oct
The Beach House at Sunset Lake
A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

13. Beach Lake Cottage with Hot Tub

Beach Lake Cottage with Hot Tub
New Lisbon
9.8 out of 10, Exceptional, (38 reviews)
"Our family of 10 (including 4 grandchildren) had wonderful time. Spent a great deal of time swimming, kayaking and fishing. Loved the house and surrounding area."
United States
Daniel A.
The price is HK$1,889
HK$5,955 total
includes taxes & fees
29 Oct - 30 Oct
Beach Lake Cottage with Hot Tub
A two-story house with a deck, outdoor seating, and a fire pit.

14. Beach•Arcade•Hot tub•Putting Green•Dog-friendly!

Beach•Arcade•Hot tub•Putting Green•Dog-friendly!
New Lisbon
10.0 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay at this property. The rental was very clean and exactly as described. Great communication from the host and they literally thought of everything you could possibly need to relax and enjoy an awesome vacation. The house included endless amenities for all to enjoy, plenty of space to spread out, every kitchen utensil you could possibly need, comfortable beds, plenty of towels, and the list goes on. We weren’t ready to leave and I would love to bring my family here again,...
United States
Arriel K.
The price is HK$2,531
HK$9,811 total
includes taxes & fees
2 Nov - 3 Nov
Beach•Arcade•Hot tub•Putting Green•Dog-friendly!
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

Cranberry Country Lodge

Cranberry Country Lodge

10/10 Excellent
"Staff was great"
Patrick 2-night trip
Posted 4 hours ago
Cranberry Country Lodge

Find out more about Wilton

Wilton Vacation Homes information

Number of reviews
304
Accommodation
109 Vacation Homes
Lowest Price
HK$1,746
Highest Price
HK$30,485

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