Wilton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Wilton vacation 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, (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
$641 nightly
The price is $676
Nov 12 - Nov 13
Total with taxes and fees
6 Bedroom Home in Gods Country
A cabin with a wooden interior, a fireplace, a sofa, a kitchen area, and large windows.

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.
$183 nightly
The price is $193
Nov 18 - Nov 19
Total with taxes and fees
Your adventure begins the second you arrive!
A modern interior with a wooden ceiling, a grey sofa, a staircase, and a kitchen area.

3. The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (7 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
$365 nightly
The price is $385
Nov 12 - Nov 13
Total with taxes and fees
The Incline
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, (33 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
$195 nightly
The price is $206
Nov 12 - Nov 13
Total with taxes and fees
Hillsboro Driftless Guesthouse is cozy and ready for you!
A lakeside view with a gazebo, a round table, and a white picket fence.

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.
$355 nightly
The price is $403
Nov 12 - Nov 13
Total with taxes and fees
Elegant Lake Home with Hot Tub
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, (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.
$813 nightly
The price is $858
Nov 24 - Nov 25
Total with taxes and fees
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

7. 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.
$236 nightly
The price is $249
Nov 12 - Nov 13
Total with taxes and fees
The Honey Haven
A dining area with a wooden table, white chairs, and a chandelier.

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.
$378 nightly
The price is $398
Nov 14 - Nov 15
Total with taxes and fees
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
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.

9. 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.
$271 nightly
The price is $285
Nov 12 - Nov 13
Total with taxes and fees
Cozy Family Friendly Blue Cabin Unit B
A wooden cabin with a porch, a picnic table, and a mailbox.

10. Quiet And Beautiful!!

Quiet And Beautiful!!
Warrens
9.2 out of 10, Wonderful, (207 reviews)
"Great place to stay comfortable and easy to access"
United States
Matthew
$315 nightly
The price is $332
Nov 12 - Nov 13
Total with taxes and fees
Quiet And Beautiful!!
Exterior

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.
$206 nightly
The price is $217
Nov 15 - Nov 16
Total with taxes and fees
Your cozy basecamp for trails, lakes, and waterpark fun!
A cozy cabin interior with wooden walls, a stone fireplace, a dining area, and a kitchen with a large island.

12. 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.
$315 nightly
The price is $332
Nov 12 - Nov 13
Total with taxes and fees
Soothing cabin 1 out of 7 in New Lisbon
A spacious living area with a fireplace, a sofa, a dining table, and a staircase leading to an upper level.

13. 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.
$365 nightly
The price is $385
Nov 12 - Nov 13
Total with taxes and fees
The Hilltop
A single-story house with a gabled roof, a front porch, and a small front yard with mulch and plants.

14. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (16 reviews)
"This is a cozy house with an excellent location, as we were biking and this is walking distance from the bike trail. We were a party of four and werenicely satisfied. We were very happy with communications!"
United States
Denise L.
$235 nightly
The price is $248
Nov 12 - Nov 13
Total with taxes and fees
Colorful getaway in friendly Driftless village
A wooden cabin interior with a pool table, sofa, kitchen, and a balcony.

15. The Hideaway

The Hideaway
Norwalk
9.6 out of 10, Exceptional, (4 reviews)
"This is a very good spot."
United States
Joe G.
$396 nightly
The price is $418
Nov 12 - Nov 13
Total with taxes and fees
The Hideaway
A wooden cabin with a front porch, a clear sky, and a pathway leading to the entrance.

16. 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, (12 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.
$225 nightly
The price is $237
Nov 16 - Nov 17
Total with taxes and fees
Charming 3-bedroom cabin in Warrens with WiFi. Close to ATV access point.
A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

17. 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.
$454 nightly
The price is $478
Nov 12 - Nov 13
Total with taxes and fees
Secluded Rustic Cabin
A rural landscape with a wooden fence, a field of crops, and distant buildings including a silo and a house.

18. 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, (162 reviews)
"Loved the view and the peaceful setting! Very comfortable apartment, everything we needed and more. Perfect stay!"
United States
Nancy
$190 nightly
The price is $200
Nov 30 - Dec 1
Total with taxes and fees
Peaceful Country Comfort W Panoramic Views of Big Creek Valley
A large, multi-story house with a spacious driveway and a well-maintained lawn.

19. 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
$2,246 nightly
The price is $2,370
Nov 16 - Nov 17
Total with taxes and fees
Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
A lakeside cabin with a fire pit and outdoor seating.

20. Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells

Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
New Lisbon
10.0 out of 10, Exceptional, (6 reviews)
"We had an amazing time staying here over Thanksgiving. The host was super helpful and very welcoming. The place itself was relaxing and plentiful. We really did not have to bring anything but food and drinks. The view was gorgeous. I was pleasantly surprised that this place was so kid friendly. We all had a great get away. "
United States
Bill S.
$553 nightly
The price is $584
Nov 12 - Nov 13
Total with taxes and fees
Stone Cottage - Lakefront/Beach/Arcade/HotTub/MassageChair/2 Kings/Near WI Dells
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

A swimming pool with four lounge chairs and a safety ladder.
Holiday Inn Express and Suites Tomah by IHG

Holiday Inn Express and Suites Tomah by IHG

Holiday Inn Express and Suites Tomah by IHG
Tomah

10/10 Excellent

Everything was clean! Staff was friendly.
United States
Kara
Reviewed November 8, 2026
Holiday Inn Express and Suites Tomah by IHG

Find out more about Wilton

Everything you need to know about Wilton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wilton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wilton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Wilton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $193 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wilton rentals

At Expedia, we put the best Wilton vacation 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 vacation.

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 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.