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Holiday Rentals in Wilton

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Our top choices for Wilton holiday 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 €582
includes taxes & fees
2 Nov - 3 Nov
6 Bedroom Home in Gods Country

2. 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 €176
includes taxes & fees
3 Nov - 4 Nov
Your adventure begins the second you arrive!

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 €355
includes taxes & fees
11 Nov - 12 Nov
Elegant Lake Home with Hot Tub

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, (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 €193
includes taxes & fees
2 Nov - 3 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!

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 €348
includes taxes & fees
2 Nov - 3 Nov
The Incline

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, (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 €714
includes taxes & fees
2 Nov - 3 Nov
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

7. 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 €300
includes taxes & fees
2 Nov - 3 Nov
Soothing cabin 1 out of 7 in New Lisbon

8. 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 €358
includes taxes & fees
2 Nov - 3 Nov
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

9. 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 €227
includes taxes & fees
16 Nov - 17 Nov
The Honey Haven

10. 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 €295
includes taxes & fees
2 Nov - 3 Nov
Quiet And Beautiful!!

11. 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, (6 reviews)
"Clean, pet friendly, quick replies"
United States
Meagan G.
The price is €193
includes taxes & fees
2 Nov - 3 Nov
Your cozy basecamp for trails, lakes, and waterpark fun!

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 €218
includes taxes & fees
2 Nov - 3 Nov
Cozy Family Friendly Blue Cabin Unit B

13. 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 €228
includes taxes & fees
2 Nov - 3 Nov
Colorful getaway in friendly Driftless village

14. 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
9.0 out of 10, Wonderful, (11 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 €220
includes taxes & fees
2 Nov - 3 Nov
Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.

15. 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 €425
includes taxes & fees
8 Nov - 9 Nov
Secluded Rustic Cabin

16. 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 €348
includes taxes & fees
2 Nov - 3 Nov
The Hilltop

17. The Hideaway

The Hideaway
Norwalk
9.6 out of 10, Exceptional, (4 reviews)
"This is a very good spot."
United States
Joe G.
The Hideaway

18. 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 €634
includes taxes & fees
2 Nov - 3 Nov
Margarita Villa | Lakefront | Beach | Game Room | 6 Bedrooms | 4 Bath

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 €613
includes taxes & fees
2 Nov - 3 Nov
Sunset Shore: Private Beach; Garage Bar; Near WI Dells; King Beds, Massage Chair

20. 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 €701
includes taxes & fees
2 Nov - 3 Nov
Beach Lake Cottage with Hot Tub
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

Everything you need to know about Wilton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wilton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wilton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wilton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wilton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wilton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wilton holiday rentals we have selected for you start as low as €176 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wilton rentals

At Expedia, we put the best Wilton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Wilton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wilton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wilton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.