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Holiday Homes in Wilton

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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 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, (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 NZ$1,212
includes taxes & fees
15 Oct - 16 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, (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 NZ$386
includes taxes & fees
19 Oct - 20 Oct
Hillsboro Driftless Guesthouse is cozy and ready for you!
A covered deck with outdoor furniture, a small table, and a grill.

3. 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 NZ$1,237
includes taxes & fees
14 Oct - 15 Oct
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Living Room | Twin Sleeper Sofa

4. 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 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 NZ$647
includes taxes & fees
12 Oct - 13 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, (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 NZ$432
includes taxes & fees
9 Nov - 10 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, (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 NZ$464
includes taxes & fees
11 Oct - 12 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, (60 reviews)
"What a wonderful property! "
United States
Becky K.
The price is NZ$878
includes taxes & fees
11 Oct - 12 Oct
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, (16 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 NZ$1,274
includes taxes & fees
11 Oct - 12 Oct
Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath
A grand staircase with a chandelier, a large rug, and a view into the living area.

10. 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 NZ$4,510
includes taxes & fees
28 Oct - 29 Oct
Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
A spacious kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

11. Beach Lake Cottage with Hot Tub

Beach Lake Cottage with Hot Tub
New Lisbon
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful home on a gorgeous lake! It was the PERFECT place for our Fourth of July family getaway. Fishing, swimming, lots of water toys to enjoy. We will be back!"
United States
Ashley M.
The price is NZ$1,528
includes taxes & fees
13 Oct - 14 Oct
Beach Lake Cottage with Hot Tub
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 NZ$1,866
includes taxes & fees
14 Oct - 15 Oct
The Beach House at Sunset Lake
A two-story house with a deck, outdoor seating, and a fire pit.

13. 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 NZ$2,150
includes taxes & fees
12 Oct - 13 Oct
Beach•Arcade•Hot tub•Putting Green•Dog-friendly!
A spacious living room with a view of the water, a fireplace, and a large TV.

14. 10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4

10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4
New Lisbon
9.8 out of 10, Exceptional, (6 reviews)
"This gorgeous property was the perfect spot for our annual family vacation. The large inflatable water toys kept all the kids entertained for hours. The house itself is beautiful and imaculate with plenty of room for large groups. The only downfall was the water was too shallow to navigate the pontoon to the open water of Castle Rock Lake. Otherwise, everything else met or exceeded our expectations."
United States
Terri J.
10BR Lakehouse Sleeps 30| Hot Tub & Beach |Pontoon #4
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 8 hours ago
Comfort Inn & Suites New Lisbon

Find out more about Wilton

Wilton Holiday Homes information

Number of reviews
179
Accommodation
109 Holiday Homes
Lowest Price
NZ$386
Highest Price
NZ$4,510