Photo by Lori Buchanan

Holiday Rentals in Wilton

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Holiday Rentals in Wilton

Stamford Suites

4.0 star property
Downtown Stamford
6.0 out of 10, (69)
"Location very good."
United States
Sheila
The price is €131
includes taxes & fees
16 Nov - 17 Nov
Stamford Suites

DUNE Fairfield Beach

3.0 star property
Fairfield
9.0 out of 10, Wonderful, (75)
"Great stay"
Canada
Gilles
DUNE Fairfield Beach

Luxury Apartments by Hyatus at The Asher

4.5 star property
Downtown Stamford
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
United States
Tasha
Luxury Apartments by Hyatus at The Asher

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

Greenwich
9.6 out of 10, Exceptional, (20)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is €191
includes taxes & fees
16 Nov - 17 Nov
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Guesthouse at Norwalk Inn

3.5 star property
Norwalk
8.4 out of 10, Very good, (39)
"Great space would be better if there were kuerig cups to go with the machine in the kitchen"
United States
Brian
The price is €277
includes taxes & fees
10 Nov - 11 Nov
Guesthouse at Norwalk Inn

Business or Weekend escape

Stratford
9.2 out of 10, Wonderful, (51)
"Very nice stay and very clean"
United States
Markel W.
The price is €126
includes taxes & fees
16 Nov - 17 Nov
Business or Weekend escape

Beechmont - Perfect for Family Retreat!

5.0 star property
Bridgeport
The price is €1,000
includes taxes & fees
10 Nov - 11 Nov
Beechmont - Perfect for Family Retreat!

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

New Fairfield
9.4 out of 10, Exceptional, (31)
"Only thing that was a challenge was carrying the kayaks down the hill and across the street. Living room was a bit hot due to no air conditioner. Host was extremely nice and accomodating and the place was well kept. "
United States
Jennifer W.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

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

Brookfield
9.4 out of 10, Exceptional, (3)
"The host was very kind and welcoming. The home was spacious and the perfect setting for our celebration weekend. Everyone had their own space and we had multiple spaces for group activities. We enjoyed our time and appreciate the hospitality. "
United States
Valerie V.
Lakeside/Sleeps20/HotTub/GameRoom/2Acres/Firepit

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Bridgeport
9.6 out of 10, Exceptional, (4)
"Extremely clean and well prepared home stocked with items we may need. Plenty of space for all guests. Comfortable beds. Felt safe with the use of electronic keypad entry and security system. Very well maintained. Historic feel with modern amenities. Great location in regards to where we needed to be. Able to communicate with host who assisted in accommodations. Plenty of parking. Lovely place. "
United States
natalie c.
The price is €1,224
includes taxes & fees
10 Nov - 11 Nov
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Elegant Hideaway • Free Parking

White Plains
10.0 out of 10, Exceptional, (1)
"This location was tranquil and close to everything I expected for meals and entertainment. Easy to get to and felt warm and inviting. Fayeem was responsive and helpful towards my requests. I look forward to staying here again. Thank you!"
United States
Moses A.
Elegant Hideaway • Free Parking

Luxury NY Home with Free Parking

4.0 star property
White Plains
8.0 out of 10, Very good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
Luxury NY Home with Free Parking

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport
9.2 out of 10, Wonderful, (12)
"This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. "
United States
Lori G.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

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

Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22)
"Don’t be worried about the neighborhood. It might be different than what you’re used to but it’s safe and a ton of local places to eat are great! Hosts are great and the space was excellent!!"
United States
Jack R.
The price is €349
includes taxes & fees
10 Nov - 11 Nov
Luxury Designer 2 bedroom+office/3bed vacation home.

Peaceful Vintage Home with Private Lake in Redding, CT.

2.0 star property
Redding
10.0 out of 10, Exceptional, (2)
"Property was beautiful in a very quiet and peaceful area. Our host Kadriia was so amazing and would respond so quickly to any questions we had and communicated clearly. My wife and our friends had a Halloween themed wedding party for our friends who couldn’t make it to the actual wedding and we couldn’t have had a better time. "
United States
Connor K.
The price is €520
includes taxes & fees
10 Nov - 11 Nov
Peaceful Vintage Home with Private Lake in Redding, CT.

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

Downtown Bridgeport
The price is €146
includes taxes & fees
10 Nov - 11 Nov
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury
10.0 out of 10, Exceptional, (24)
"Beautiful house with amazing views. Can’t wait to stay again. Great location too! Close to everything (shopping/food/activities) but located on a very quiet dead end. Owners were easy to communicate with and very friendly. "
United States
Mary M.
Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Greenwich
7.4 out of 10, Good, (3)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is €266
includes taxes & fees
18 Nov - 19 Nov
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Waccabuc
4.0 out of 10, (2)
"Clean but minimalist, big empty basement, good for a cheap stay near Caramoor"
United States
Patrick M.
The price is €181
includes taxes & fees
10 Nov - 11 Nov
Cozy ground floor suite ideal for a relaxing stay. Enjoy peace and tranquility.

Beach house in Milford, CT

Milford
10.0 out of 10, Exceptional, (1)
"Beautiful Home right on the Long Island sound, we had such a great time. Beach was easily accessible, The Host’s were amazing and went above and beyond in accommodating us. Highly recommend!!!"
United States
Alex F.
The price is €820
includes taxes & fees
10 Nov - 11 Nov
Beach house in Milford, CT
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 €126 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. Wilton is known for its lake views and football matches.

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.: This holiday home rental outside of Wilton is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop and a microwave.

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.