Photo by Lori Buchanan

Wilton Holiday Rentals

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Holiday Rentals in Wilton

Beach house in Milford, CT

The price is NZ$1,682
includes taxes & fees
16 July - 17 July
Beach house in Milford, CT

My little place Cozy Open concept for quiet time.

8.0 out of 10, Very good, (2)
"Great, clean property that was easy to access and very convenient to downtown Bridgeport. Perfect place to clean up and sleep. Very welcoming space."
The price is NZ$816
includes taxes & fees
16 July - 17 July
My little place Cozy Open concept for quiet time.

Business or Weekend escape

9.2 out of 10, Wonderful, (40)
"Very nice owner with great communication. "
The price is NZ$244
includes taxes & fees
20 July - 21 July
Business or Weekend escape

Seaview Ave House-4BR/8PPL Retreat

9.6 out of 10, Exceptional, (10)
"This was an awesome place to stay. Very clean and well kept. When I needed to get in touch for some last minute questions, the owner was very prompt and eager to help. I would definitely stay here again."
The price is NZ$1,273
includes taxes & fees
17 July - 18 July
Seaview Ave House-4BR/8PPL Retreat

Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

10.0 out of 10, Exceptional, (1)
"Great experience. Very close to a lot of downtown restaurants and Bridgeton. 10 to 15 mnutes from the beach. Lots of added special touches and amenities. Great job by the host."
The price is NZ$307
includes taxes & fees
17 July - 18 July
Amazingly Cozy Comfort Downtwn, Amphitheater, 2 min ferry & train station

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

The price is NZ$328
includes taxes & fees
20 July - 21 July
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Upscale 4BR Retreat at the Reservoir!

The price is NZ$1,604
includes taxes & fees
28 July - 29 July
Upscale 4BR Retreat at the Reservoir!

Centric property close to all the great things in the city

8.0 out of 10, Very good, (11)
"This rental was great accommodation"
The price is NZ$502
includes taxes & fees
16 July - 17 July
Centric property close to all the great things in the city

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

The price is NZ$2,474
includes taxes & fees
22 July - 23 July
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Charming 2-bedroom house with WiFi, AC in Fairfield

7.0 out of 10, Good, (2)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is NZ$575
includes taxes & fees
23 July - 24 July
Charming 2-bedroom house with WiFi, AC in Fairfield

Marine Theme - 4 BR - Backyard - Fire pit

9.8 out of 10, Exceptional, (6)
"Had a great stay at Sarah’s place. She was very communicative and helpful before and during our stay. The house was nice and large - it was great having two living rooms for our large group. Convenient location close to many stores and sights!"
The price is NZ$819
includes taxes & fees
22 July - 23 July
Marine Theme - 4 BR - Backyard - Fire pit

Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

10.0 out of 10, Exceptional, (17)
"Very comfortable home. Lots of thought in providing all needed for a stay. We so appreciated the hosts communication...made life pleasant. We will repeat!"
The price is NZ$1,078
includes taxes & fees
16 July - 17 July
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC

Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

10.0 out of 10, Exceptional, (6)
"And the bed was confortable"
The price is NZ$1,135
includes taxes & fees
20 July - 21 July
Bright Escape, Top-Rated Design, Fire pit, Near Beach, 90 minutes to NYC

Updated, cozy single family in Fairfield County

9.4 out of 10, Exceptional, (11)
"House was great, hosts were attentive. Enjoyed our stay"
The price is NZ$875
includes taxes & fees
16 July - 17 July
Updated, cozy single family in Fairfield County

Cozy cute Relaxing home

8.6 out of 10, Excellent, (4)
"nice quiet area"
The price is NZ$525
includes taxes & fees
25 July - 26 July
Cozy cute Relaxing home

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is NZ$4,058
includes taxes & fees
16 July - 17 July
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (4)
"The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. "
The price is NZ$1,003
includes taxes & fees
16 July - 17 July
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Easy entrance and exit policy. Great communication from owners. Perfect location. "
The price is NZ$1,827
includes taxes & fees
17 July - 18 July
Waterview House Walking Distance from Cove Beach

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is NZ$3,001
includes taxes & fees
2 Aug - 3 Aug
Stylish Beach Home near Stamford Downtown/Beach

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is NZ$922
includes taxes & fees
22 July - 23 July
Spacious 3 Bd Home Pet Friendly, Parking and Laundry
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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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. Wilton is known for its lake views and football matches.

What are some of the best holiday rentals that Wilton has to offer?

Business or Weekend escape: This holiday home rental outside of Wilton is equipped with a BBQ, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Wilton?

Choose from 4 Expedia holiday rentals in Wilton for a memorable holiday.

What’s there to see and do in Wilton?

Cultural attractions include Wilton Historical Society, whereas Weir Farm National Historic Site is a spot to enjoy nature. Gateway Shopping Center and Lucius Pond Ordway / Devil's Den Preserve are a couple of places you'll find in the wider area.

What’s a holiday rental in Wilton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wilton. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.