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Wilton Holiday Rentals

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Holiday Rentals in Wilton

2-bedroom condo in charming Wilton with AC, fitness room, WiFi

The price is AU$1,027
includes taxes & fees
29 Sept - 30 Sept
2-bedroom condo in charming Wilton with AC, fitness room, WiFi

Stamford Suites

4.0 star property
5.8 out of 10, (52)
"Excellent sleep"
The price is AU$228
includes taxes & fees
21 Sept - 22 Sept
Stamford Suites

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (69)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

9.4 out of 10, Exceptional, (11)
"Perfect place to rest. Excellent service! "
The price is AU$413
includes taxes & fees
29 Sept - 30 Sept
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is AU$433
includes taxes & fees
6 Oct - 7 Oct
Guesthouse at Norwalk Inn

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is AU$1,477
includes taxes & fees
17 Sept - 18 Sept
Beechmont - Perfect for Family Retreat!

Business or Weekend escape

9.2 out of 10, Wonderful, (46)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
The price is AU$223
includes taxes & fees
23 Sept - 24 Sept
Business or Weekend escape

Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

8.8 out of 10, Excellent, (8)
"Very comfortable space & accomodating host! Fantastic views of Northport Harbour and steps away from the water's edge! Would return and strongly recommend."
The price is AU$1,004
includes taxes & fees
20 Sept - 21 Sept
Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (30)
"Stayed here to visit family and it was perfect for what we needed. Would recommend staying here. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

10.0 out of 10, Exceptional, (1)
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

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

10.0 out of 10, Exceptional, (2)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
The price is AU$2,043
includes taxes & fees
18 Sept - 19 Sept
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Elegant Hideaway • Free Parking

Elegant Hideaway • Free Parking

Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (9)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
The price is AU$1,723
includes taxes & fees
29 Sept - 30 Sept
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (20)
"The furniture was comfortable, neat, and clean. Only one bathroom and on second floor, otherwise nice place, and owner responded fast. "
The price is AU$571
includes taxes & fees
17 Sept - 18 Sept
Luxury Designer 2 bedroom+office/3bed vacation home.

Waterfront Family Retreat on Candlewood Lake

10.0 out of 10, Exceptional, (46)
"Wonderful! Elizabeth and John made everything seamless and enjoyable. Terrific location! "
The price is AU$2,056
includes taxes & fees
17 Sept - 18 Sept
Waterfront Family Retreat on Candlewood Lake

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (17)
"cleanliness. quiet. "
Luxury Apartments by Hyatus at The Asher

Centric property close to all the great things in the city

7.6 out of 10, Good, (12)
"This rental was great accommodation"
The price is AU$450
includes taxes & fees
18 Sept - 19 Sept
Centric property close to all the great things in the city

Modern House in Black Rock

2.0 star property
9.0 out of 10, Wonderful, (6)
"Very easy stay and great location convenient to Fairfield University . Plenty of options to walk to for coffee or meals. Had everything we needed. Clean, well equipped. Great communication with owners. "
Modern House in Black Rock

Adorable Beach Cottage

10.0 out of 10, Exceptional, (48)
"This property is perfect for two or 3 adults. Charming cottage, very clean, great beach community. "
Adorable Beach Cottage

Soothing Carriage House with Hot Tub in charming Stratford

10.0 out of 10, Exceptional, (5)
Soothing Carriage House with Hot Tub in charming Stratford
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

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, 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 favourite 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 depend 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 AU$223 per night. Entering your travel dates in the search wizard might find you 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. Wilton is known for its lake views and football matches.

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

Beechmont - Perfect for Family Retreat!: This holiday home rental outside Wilton is located near the airport, and has a private balcony, a terrace and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. You can relax into your holiday with a private garden and a selection of games.

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 Silvermine Arts Center 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.